Nagasaki University - Graduate School of Biomedical Sciences
Laboratory of Natural Product Chemistry

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Publication

Preprint

1. Conformationally Flexible Ellagitannins: Conformational Analysis of Davidiin and Punicafolin via DFT Calculation of 1H NMR Coupling Constants
Yosuke Matsuo, Misato Iki, Chiho Okubo, Yoshinori Saito, Takashi Tanaka
ChemRxiv, preprint (2023).
DOI: 10.26434/chemrxiv-2022-wrlxz-v4.

2024

<Research article>

1. Dynamic Chemistry of Tannins
Takashi Tanaka
YAKUGAKU ZASSHI, 144, 183-195 (2024).DOI: 10.1248/yakushi.23-00170.


2023

<Research article>

1. Oligomerization Mechanisms of Tea Catechins Involved in the Production of Black Tea Thearubigins

Keigo Hashiguchi, Sena Teramoto, Kohei Katayama, Yosuke Matsuo, Yoshinori Saito, and Takashi Tanaka
Journal of Agricultural and Food Chemistry
,
71, 15319-15330 (2023). DOI: 10.1021/acs.jafc.3c05007.



2. Chemical Diversity of Eupatorium heterophyllum Leaves Collected in Yunnan and Sichuan Provinces of China – Isolation of 13 New Sesquiterpene Lactones

Yiming Hu, Yoshinori Saito, Yasuko Okamoto, Yosuke Matsuo, Xun Gong, Takashi Tanaka
Molecules, 28, 5107 (2023).
DOI: 10.3390/molecules28135107


3. Yellow pigments produced by oxidative oligomerization of dihydrochalcone glucoside and the reaction mechanism
Zhang-Bin Liu,Yosuke Matsuo,Yoshinori Saito,Yong-Lin Huang, Dian-Peng Li, Gen-ichiro Nonaka, Takashi Tanaka
Food Chemist
ry, 426, 136671 (2023). DOI: 10.1016/j.foodchem.2023.136671.


4. Identification of Unstable Ellagitannin Metabolites in the Leaves of Quercus dentata by Chemical Derivatization
Zhang-Bin Liu,Yosuke Matsuo,Yoshinori Saito,Yong-Lin Huang, Dian-Peng Li, Takashi Tanaka
Molecules, 28, 1246 (2023). DOI: 10.3390/molecules28031246.


5. Therapeutic Potential of Two Derivative Prescriptions of Rokumijiogan, Hachimijiogan and Bakumijiogan against Renal Damage in Nephrectomized Rats
Chan Hum Park,Takashi Tanaka, Yoshie Akimoto, Jin Pyeong Jeon, Takako Yokozawa
Medicines, 10, 24 (2023). DOI: 10.3390/medicines10030024.



<Book>

1.
Reactions of Ellagitannins Related to Their Metabolism in Higher Plants
Takashi Tanaka
In Recent Advances in Polyphenol Research, Vol.8, Eds.: Salminen, J.-P.; Wahala, K.; Freitas, V. d.; Quideau, S., Wiley-Blackwell, pp 347-368 (2023). DOI: 10.1002/9781119844792.ch12


2022

<Research article>

1. New Benzofuran Oligomers from the Roots of Eupatorium heterophyllum Collected in China

Yiming Hu, Yoshinori Saito, Yosuke Matsuo, Xun Gong, Takashi Tanaka

Molecules, 27, 8856 (2022). DOI: 10.3390/molecules27248856.


2. Two new dimeric benzofuran diastereomers from the roots of Eupatorium heterophyllum

Yiming Hu, Yoshinori Saito, Yosuke Matsuo, Xun Gong, Takashi Tanaka
Tetrahedron Letters, 102, 153924 (2022). DOI: 10.1016/j.tetlet.2022.153924.



3. Dihydrobenzofurans and Propynylthiophenes From the Roots of Eupatorium heterophyllum
Yiming Hu, Yoshinori Saito, Xun Gong, Yosuke Matsuo, Takashi Tanaka
Natural Product Communications, 17 (2022). DOI: 10.1177/1934578X211072331.


4. New degradation mechanism of black tea pigment theaflavin involving condensation with epigallocatechin-3-O-gallate
Takashi Tanaka, Miho Yasumatsu, Mayu Hirotani, Yosuke Matsuo, Na Li, Hong-Tao Zhu, Yoshinori Saito, Kanji Ishimaru, Ying-Jun Zhang
Food Chemistry, 370, 131326 (2022). [DOI]



5. A new secoiridoid glucoside from Olea europaea
Hideyuki Nakayama, Nanami Nishi, Yosuke Matsuo, Takashi Tanaka, Nobuhiro Kotoda, Kanji Ishimaru
Journal of Asian Natural Products Research, in press. [DOI]

<Book>

タンニン・ポリフェノールの機能性に関わる特性
田中 隆
In "ポリフェノールの機能と多角的応用", 田中 隆 監修, シーエムシー出版, pp 3-13 (2022).


2021

<Research article>

1. Chemical and Genetic Diversity of Ligularia kanaitzensis in the Hengduan Mountains Area. Chemical Relationship with L. subspicata
Ryo Hanai, Yasuko Okamoto, Takuya Hashida, Kosuzu Shiojiri, Ayumi Ohsaki, Yoshinori Saito, Motoo Tori, Xun Gong, Chiaki Kuroda
Chemistry & Biodiversity, in press. [DOI]


2. Ellagitannin Digestion in Moth Larvae and a New Dimeric Ellagitannin from the Leaves of Platycarya strobilacea

Juri Takayoshi, Yong-Lin Huang, Yosuke Matsuo, Yoshinori Saito, Dian-Peng Li, Takashi Tanaka
Molecules, 26, 4134 (2021). [DOI]



3. Formation of Dehydrohexahydroxydiphenoyl Esters by the Oxidative Coupling of Galloyl Esters in an Aqueous Medium Involved in Ellagitannin Biosynthesis

Takako Yamashita, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Chemistry—An Asian Journal, 16, 1735-1740 (2021). [DOI][Wiley Content Sharing]


4. Seven-Step Stereodivergent Total Syntheses of Punicafolin and Macaranganin
Hiromitsu Shibayama, Yoshihiro Ueda, Takashi Tanaka, Takeo Kawabata
Journal of the American Chemical Society, 143, 1428-1434 (2021). [DOI]


5. Ellagitannins and Oligomeric Proanthocyanidins of Three Polygonaceous Plants
Yun-Qiu Li, Masako Kitaoka, Juri Takayoshi, Ya-Feng Wang, Yosuke Matsuo, Yoshinori Saito, Yong-Lin Huang, Dian-Peng Li, Gen-ichiro Nonaka, Zhi-Hong Jiang, Takashi Tanaka
Molecules, 26, 337 (2021). [DOI]


6. Stereochemistry of a Cyclic Epicatechin Trimer with C3 Symmetry Produced by Oxidative Coupling


Rina Kawazoe, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
European Journal of Organic Chemistry, 777-781 (2021). [DOI]
[Wiley Content Sharing]
Selected as Cover Feature in European Journal of Organic Chemistry (Volume 2021, Issue 5).



2020

<Research article>

1. Highly Oxidized Ellagitannins of Carpinus japonica and Their Oxidation–Reduction Disproportionation

Daisetsu Kojima, Kengo Shimizu, Kosuke Aritake, Manami Era, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka, Gen-ichiro Nonaka
Journal of Natural Products, 83, 3424-3434 (2020). [DOI]



2. Computationally-assisted Structural Revision of Flavoalkaloids with a Seven-membered Ring: Aquiledine, Isoaquiledine, and Cheliensisine

Rina Kawazoe, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Journal of Natural Products, 83, 3347-3353 (2020). [DOI]


3. Nupharanin, the first ellagitannin with 1,4-dehydrohexahydroxydiphenoyl-α-D-glucopyranose from Nuphar japonicum

Joanna J. Orejola, Manami Era, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Tetrahedron, 76, 131204 (2020). [DOI]


4. Production of Ellagitannin Hexahydroxydiphenoyl Ester by Spontaneous Reduction of Dehydrohexa-hydroxydiphenoyl Ester

Manami Era, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Molecules, 25, 1051 (2020).
[DOI]


5. Oxidation of the Oak Ellagitannin, Vescalagin

Hatsumi Wakamatsu, Yosuke Matsuo, Mohamed Omar, Yoshinori Saito, Koyo Nishida, Takashi Tanaka
Journal of Natural Products, 83, 413-421 (2020).
. [DOI]


6. Total Synthesis of Phyllanemblinin B
Shintaro Matsumoto, Shinnosuke Wakamori, Kentaro Nishii, Takashi Tanaka, Hidetoshi Yamada
Synlett, 31, 1389-1393 (2020). [DOI]


<Review>

1. Production Mechanisms of Black Tea Polyphenols

Takashi Tanaka, Yosuke Matsuo
Chemical and Pharmaceutical Bulletin 68, 1131-1142 (2020). [DOI]



2019

<Research article>

1. Reductive Metabolism of Ellagitannins in the Young Leaves of Castanopsis sieboldii

Hatsumi Wakamatsu, Sumire Tanaka, Yosuke Matsuo, Yoshinori Saito, Koyo Nishida, Takashi Tanaka
Molecules 24, 4279 (2019).
[DOI]


2. Diversity of Furanoeremophilane Composition in Ligularia tongolensis
Yasuko Okamoto, Yumi Nakadozono, Kosuzu Shiojiri, Sayaka Suehiro, Yoshinori Saito, Yosuke Matsuo, Takashi Tanaka, Chiaki Kuroda, Motoo Tori, Xun Gong, Ryo Hanaii
Natural Product Communications, in press. [DOI]



3. Bisabolane, Oplopane, and Lignan Constituents of Cremanthodium campanulatum Collected in China
Yoshinori Saito, Mayu Ichihara, Koji Takiguchi, Ayumi Ohsaki, Yasuko Okamoto, Chiaki Kuroda, Xun Gong, Motoo Tori
Natural Product Communications, in press. [DOI]



4. Characterization and cytotoxicity of ellagitannins from Stachyurus praecox fruit

Joanna Orejola, Mark Anthony Luz, Yosuke Matsuo, Yoshinori Saito, Kouichi Morita, Takashi Tanaka
Tetrahedron 75, 4042-4052 (2019) [DOI]



5. Eremophilane, bakkane, secoeremophilane, and secobakkane sesquiterpenoids from Ligularia virgaurea collected in China

Yoshinori Saito, Saori Iga, Kie Hoshiyama, Katsuyuki Nakashima, Yasuko Okamoto, Chiaki Kuroda, Xun Gong, Motoo Tori
Tetrahedron 75, 2239-2245 (2019). [DOI]


6. Oligomerizatoin mechanism of tea catechins during tea roasting
Hitomi Morikawa, Keita Okuda, Yuji Kunihira, Aoi Inada, Chika Miyagi, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Food Chemistry 285, 252-259 (2019). [DOI]

7. Ellagitannins and Related Compounds from Penthorum chinense

Manami Era, Yosuke Matsuo, Yoshinori Saito, Koyo Nishida, Zhi-Hong Jiang, Takashi Tanaka
Journal of Natural Products 82, 129-135 (2019). [DOI]



<Review>

1. Chemical Studies of Cremanthodium (Asteraceae) Species; Sesquiterpenoids and Related Compounds
Motoo Tori, Yoshinori Saito, Xun Gong, Chiaki Kuroda
Natural Product Communications 14, 1-9 (2019). [DOI]



2018

<Research article>

1. Utilization of Flavonoid Compounds from Bark and Wood. III. Application in Health Foods
Sosuke Ogawa, Yosuke Matsuo, Takashi Tanaka, Yoshikazu Yazaki
Molecules 23, 1860 (2018). [DOI]


2. Eremophilanes from Ligularia hookeri collected in China and structural revision of 3β-acyloxyfuranoeremophilan-15,6-olide
Yoshinori Saito, Yuko Shiosaki, Miho Fujiwara, Kanako Mihara, Hiromi Nakamizo, Kanako Otose, Yasuko Okamoto, Katsuyuki Nakashima, Ryo Hanai, Chiaki Kuroda, Xun Gong, Yosuke Matsuo, Takashi Tanaka, Motoo Tori
Chemical and Pharmaceutical Bulletin 66, 668-673 (2018). [DOI]


2017

<Research article>

1. Diastereomeric Right‐ and Left‐Handed Helical Structures with Fourteen (R)‐Chiral Centers
Ryo Eto, Makoto Oba, Atsushi Ueda, Tsubasa Uku, Mitsunobu Doi, Yosuke Matsuo, Takashi Tanaka, Yosuke Demizu, Masaaki Kurihara, Masakazu Tanaka
Chemistry - A European Journal 23, 18120-18124 (2017).


2. Conjugation of Vescalagin with Glucose and Phenylpropanoid: Reactions Related to the Insolubilization of Oak Wood Ellagitannins
Yuki Koga, Yosuke Matsuo, Takashi Tanaka
Natural Product Communications 12, 1291-1294 (2017).

3. Chemical analysis of Allium macrostemon Bunge bulb
Ayaka Usui, Hiroki Ichinose, Toshihisa Ueda, Shinji Fukuda, Kazusato Ohshima, Yosuke Matsuo, Takashi Tanaka, Hideyuki Nakayama, Kanji Ishimaru
Japanese Journal of Food Chemistry and Safety 24, 63-68 (2017). [DOI]


4. Characterization of Proanthocyanidin Oligomers of Ephedra sinica
Joanna Orejola, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Molecules 22, 1308 (2017). [DOI]


5. Structural Revision and Biomimetic Synthesis of Goupiolone B

Yosuke Matsuo, Ayane Yoshida, Yoshinori Saito, Takashi Tanaka
Angewandte Chemie International Edition 56, 11855-11859 (2017). [DOI] [Wiley Content Sharing]


6. Nonenzymatic Biomimetic Synthesis of Black Tea Pigment Theaflavins

Yosuke Matsuo, Ryosuke Oowatashi, Yoshinori Saito, Takashi Tanaka
Synlett 28, 2505-2508 (2017).
[DOI]

7. Intra-specific diversity of the chemical composition of Ligularia lamarum in the Hengduan Mountains, China: The structures of four new eremophilanes and a new seco-eremophilane

Yoshinori Saito, Motoki Hidaka, Akane Fukuda, Yasuko Okamoto, Katsuyuki Nakashima, Motoo Tori, Ryo Hanai
Phytochemistry Letters 20, 139-145 (2017).
[DOI]

8. Chemical constituents of hybrids of Ligularia cyathiceps and L. lamarum/L. subspicata collected in China: Structures of subspicatins M, N, O1, and O2, and related compounds

Yoshinori Saito, Mayu Ichikawa, Yuriko Takashima, Yasuko Okamoto, Xun Gong, Ryo Hanai, Chiaki Kuroda, Motoo Tori
Phytochemistry 140, 69-76 (2017).
[DOI]

9. "Enzymatic oxidation of ellagitannin and a new ellagitannin metabolite from Camellia japonica leaves"

Takaaki Tsujita, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Tetrahedron 73, 500-507 (2017).
[DOI]

10. "Phenolic Constituents from Allium macrostemon Bunge"
Ayaka Usui, Yosuke Matsuo, Takashi Tanaka, Kazusato Ohshima, Shinji Fukuda, Kanji Ishimaru
Shoyakugaku Zasshi 71, 51-52 (2017).


11. "Ferulic acid esters of oligo-glucose from Allium macrostemon"
Ayaka Usui, Yosuke Matsuo, Takashi Tanaka, Kazusato Ohshima, Shinji Fukuda, Takara Mine, Hideyuki Nakayama, Kanji Ishimaru
Natural Product Communications 12, 89-91 (2017).

12. "Ferulic acid esters of glucosylglucose from Allium macrostemon Bunge"
Ayaka Usui, Yosuke Matsuo, Takashi Tanaka, Kazusato Ohshima, Shinji Fukuda, Takara Mine, Ichiro Yakashiro, Kanji Ishimaru
Journal of Asian Natural Products Research 19, 215-221 (2017)[DOI]


<Review>

Study of the Stereochemistry and Oxidation Mechanism of Plant Polyphenols, Assisted by Computational Chemistry (in Japanese)
Yosuke Matsuo
YAKUGAKU ZASSHI 137, 347-354 (2017).[DOI]

<Book>

Oxidation Mechanism of Polyphenols and Chemistry of Black Tea
Yosuke Matsuo, Takashi Tanaka
In "Recent Advances in Polyphenol Research", John Wiley & Sons, Vol. 5, pp. 67-88 (2017) [Google Books]


2016

<Research article>


1. "Characterization of the α-Amylase Inhibitory Activity of Oligomeric Proanthocyanidins from Acacia mearnsii Bark Extract"
Yosuke Matsuo, Rie Kusano, Sosuke Ogawa, Yoshikazu Yazaki, Takashi Tanaka
Natural Product Communications 11, 1851-1854 (2016)


2. "A New Flavonoid from Camellia sinensis Fermentd Tea"
Ayaka Usui, Azusa Nakamura, Manami Era, Yosuke Matsuo, Takashi Tanaka, Kanji Ishimaru
Natural Product Communications 11, 1281-1282 (2016)

3. "Eudesmane Sesquiterpenoids from the Wood of Platycarya strobilacea"
Hitomi Morikawa, Yoshinori Saito, Yosuke Matsuo, Hajime Maeda, Takashi Tanaka
Natural Product Communications 11, 905-908 (2016)


4. "Theagalloflavic Acid, a New Pigment Derived from Hexahydroxydiphenoyl Group, and Lignan Oxidation Products Produced by Aerobic Microbial Fermentation of Green Tea"

Yosuke Matsuo, Tomoko Matsuda, Keisuke Sugihara, Yoshinori Saito, Ying-Jun Zhang, Chong-Ren Yang, Takashi Tanaka
Chemical and Pharmaceutical Bulletin 64, 918-923 (2016) [DOI
]

5. "Chemical Lineages of Ligularia fischeri"

Chiaki Kuroda, Chiemi Shibayama, Kyosuke Inoue, Yasuko Okamoto, Motoo Tori, Yoshinori Saito, Ryo Hanai, Xun Gong
Natural Product Communications 11, 139-143 (2016
)

6. "Three new oxidation products produced from epigallocatechin-3-O-gallate and epicatechin-3-O-gallate"
Yan Li, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Natural Product Communications 11, 189-192 (2016)


7. "Triterpene galloyl esters from edible acorn of Castanopsis cuspidata"
Misaki Ogata, Yoshinori Saito, Yosuke Matsuo, Hajime Maeda, Takashi Tanaka
Natural Product Communications 11, 179-181 (2016)


8. "Two new diterpenoids from Salvia przewalskii"
Haruka Tsukada, Hiroshi Kawabe, Aya Ohtaka, Yoshinori Saito, Yasuko Okamoto, Motoo Tori, Hiroyuki Kagechika, Hiroshi Hirota, Xun Gong, Chiaki Kuroda, Ayumi Ohsaki
Natural Product Communications 11, 159-161 (2016)


9. "Stereochemistry of the black tea pigments, theacitrins A and C"

Yosuke Matsuo, Keita Okuda, Hitomi Morikawa, Ryosuke Oowatashi, Yoshinori Saito, Takashi Tanaka
Journal of Natural Products 79, 189-195 (2016)
[DOI]




2015

<Research article>

1. "Chalcane-stilbene conjugates and oligomeric flavonoids from Chinese Dragon's Blood produced from Dracaena cochinchinensis"

Qian Hao, Yoshinori Saito, Yosuke Matsuo, Hai-Zhou Li, Takashi Tanaka
Phytochemistry 119, 76-82 (2015).
[DOI]


2. "Terpenoids from Ligularia virgaurea collected in China: the first example of two bakkane derivatives with an anhydride-type ring C and nineteen new chemical constituents"

Yoshinori Saito, Saori Iga, Katsuyuki Nakashima, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Tetrahedron 71, 8428-8435 (2015).[DOI]


3. "Four new sesquiterpenoids from Ligularia subspicata collected in China; Isolation of a bakkane-type lactone, an eremophilane-type lactone, and two ortho esters"
Yoshinori Saito, Takanori Otsubo, Yuko Iwamoto, Katsuyuki Nakashima, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Natural Product Communications 10, 831-833 (2015).



4. "Hypolipidemic property of a new fermented tea made with third crop green tea (Camellia sinensis) leaves and unripe Satsuma Mandarin (Citrus unshiu) fruits"
Hisayuki Nakayama, Naho Yuito, Yuji Miyata, Kei Tamaya, Takashi Tanaka, Yoshinori Saito, Toshiro Matsui, Sadayuki Aramaki, Yasuo Nagata, Shizuka Tamaru, Kazunari Tanaka
Food Science and Technology Research 21, 77-86 (2015).
[DOI]


5. "Diastereomeric Ellagitannin Isomers from Penthorum chinense"

Manami Era, Yosuke Matsuo, Takuya Shii, Yoshinori Saito, Takashi Tanaka, Zhi-Hong Jiang
Journal of Natural Products 78, 2104-2109 (2015).
[DOI]


6. "Oxidation mechanism of black tea pigment theaflavin by peroxidase"

Rie Kusano, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Tetrahedron Letters 56, 5099-5102 (2015).
[DOI]


7. "HPLC and HPLC-TOFMS analyses of post-fermented teas in Japan"
Hideyuki Nakayama, Yoko Nakazono, Ichiro Yakashiro, Yosuke Matsuo, Takashi Tanaka, Ayaka Usui, Kanji Ishimaru
Japanese Journal of Food Chemistry and Safety 22, 94-99 (2015). [DOI]



8. "Selective oxidation of pyrogallol-type catechins with unripe fruit homogenate of Citrus unshiu and structural revision of oolongtheanins"

Yosuke Matsuo, Fumiya Tadakuma, Takuya Shii, Yoshinori Saito, Takashi Tanaka
Tetrahedron 71, 2540-2548 (2015).
[DOI]


9. "Three new flavans in dragon's blood from Daemonorops draco"

Qian Hao, Yoshinori Saito, Yosuke Matsuo, Hai-Zhou Li, Takashi Tanaka
Natural Product Research 29, 1419-1425 (2015).
[DOI]


10. "Reinvestigation of the Stereochemistry of the C-Glycosidic Ellagitannins, Vescalagin and Castalagin"

Yosuke Matsuo, Hatsumi Wakamatsu, Mohamed Omar, Takashi Tanaka
Organic Letters 17, 46-49 (2015).
[DOI]
This paper was introduced in "Computational Organic Chemistry" (Steven M Bachrach's blog)


2014


1. "Inhibitory effects of polyphenols from water chestnut (Trapa japonica) husk on glycolytic enzymes and postprandial blood glucose elevation in mice"
Midori Yasuda, Kenichiro Yasutake, Madoka Hino, Hitomi Ohwatari, Nozomi Ohmagari, Kazumi Takedomi, Takashi Tanaka, Gen-ichiro Nonaka
Food Chemistry 165, 42-49 (2014).
[DOI]


2. "Anti-Wrinkle Effect of Magnesium Lithospermate B from Salvia miltiorrhiza BUNGE: Inhibition of MMPs via NF-kB Signaling"
Yu Ri Jung, Dae Hyun Kim, So Ra Kim, Hye Jin An, Eun Kyeong Lee, Takashi Tanaka, Nam Deuk Kim, Takako Yokozawa, Jin Nam Park, Hae Young Chung
PLoS ONE, 9, e162689 (2014).
[DOI]


3. "Polyphenol isolated from Corni Fructus, 7-O-galloyl-D-sedoheptulose, modulates advanced glycation endproduct-related pathway in type 2 diabetic db/db mice"
Chan Hum Park, Jeong Sook Noh, Takashi Tanaka, Seong-Soo Roh, Jang Cheon Lee, Takako Yokozawa
Archives of Pharmaceutical Research, in press.
[DOI]


4. "Stimulation of glucose uptake by theasinensins through the AMP-activated protein kinase pathway in rat skeletal muscle cells"
Ju Qiu, Kanako Maekawa, Yuko Kitamura, Yuji Miyata, Kazunari Tanaka, Takashi Tanaka, Minoru Soga, Takanori Tsuda, Toshiro Matsui
Biochemical Pharmacology 87, 344-351 (2014).
[DOI]


5. "Chinese Prescription Kangen-karyu and Salviae Miltiorrhizae Radix Improve Age-Related Oxidative Stress and Inflammatory Response through the PI3K/Akt or MAPK Pathways"
Chan Hum Park, Dae Hyun Kim, Min Hi Park, Mi Kyung Kim, Nam Deuk Kim, Cheol Min Kim, Takashi Tanaka, Takako Yokozawa, Hae Young Chung, and Hyung Ryong Moon
The American Journal of Chinese Medicine, 42, 987-1005 (2014).
[DOI]


6. "Structures of six new compounds from Ligularia brassicoides"

Yoshinori Saito, Yoko Sasaki, Ayumi Ohsaki, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Tetrahedron 70, 9726-9730 (2014).
[DOI]


7. "Germacranolides and Their Diversity of Eupatorium heterophyllum Collected in P. R. China"
Yoshinori Saito, Tomomi Mukai, Yuko Iwamoto, Makiko Baba, Koji Takiguchi, Yasuko Okamoto, Xun Gong, Takayuki Kawahara, Chiaki Kuroda, Motoo Tori
Chem. Pharm. Bull. 62, 1092-1099 (2014).
[DOI]


8. "Structure and cytotoxic evaluation of five 12-oxygenated eremophilanes from Ligularia lingiana"

Yoshinori Saito, Yoko Sasaki, Teppei Komiyama, Ayumi Ohsaki, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Tetrahedron 70, 5878-5883 (2014).
[DOI]


9. "Twelve new compounds from Ligularia melanothyrsa; isolation of melanothyrsins A-E, normelanothyrsin A, and other eremophilane sesquiterpenoids"

Yoshinori Saito, Mayu Ichihara, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Tetrahedron 70, 2621-2628 (2014).
[DOI]


10. "Isolation and Structure of Three Bislactones, Eremopetasitenin B4 and Eremofarfugins F and G, from Ligularia przewalskii and Revision of the Structure of an Epoxy-lactone Isolated from Ligularia intermedia"
Yoshinori Saito, Aya Kamada, Yasuko Okamoto, Xun Gong, Chiaki Kuroda, Motoo Tori
Chemistry Letters 43, 1740-1742 (2014).
[DOI]


11. "Diversity in Furanoeremophilane Composition Produced by Ligularia Species (Asteraceae) in the Hengduan Mountains Area of China"
Chiaki Kuroda, Ryo Hanai, Motoo Tori, Yasuko Okamoto, Yoshinori Saito, Hajime Nagano, Ayumi Ohsaki, Hiroshi Hirota, Takayuki Kawahara, Xun Gong
Journal of Synthetic Organic Chemistry, Japan 72, 717-725 (2014).
[DOI]


12. "New Metabolites of C-Glycosidic Ellagitannin from Japanese Oak Sapwood"

Mohamed Omar, Yosuke Matsuo, Hajime Maeda, Yoshinori Saito, Takashi Tanaka
Organic Letters 16, 1378-1381 (2014).
[DOI]
This paper was introduced in "Computational Organic Chemistry" (Steven M Bachrach's blog)


13. "Polyphenols in lahpet-so and two new catechin metabolites produced by anaerobic microbial fermentation of green tea"
Takuya Shii, Chiori Asada, Yosuke Matsuo, Yoshinori Saito, Takashi Tanaka
Journal of Natural Medicines 68, 459-464 (2014).
[DOI]



2013

<Research article>

1. "Structures of enzymatic oxidation products of epigallocatechin"

Yosuke Matsuo, Toshimi Hayashi, Yoshinori Saito, Isao Kouno, Takashi Tanaka
Tetrahedron 69, 8952-8958 (2013).
[DOI]


2. "New ellagitannin and galloyl esters of phenolic glycosides from sapwood of Quercus mongolica var. crispula (Japanese oak)"

Mohamed Omar, Yosuke Matsuo, Hajime Maeda, Yoshinori Saito, Takashi Tanaka
Phytochemistry Letters 6, 486-490 (2013).
[DOI]


3. "Hyppotriglyceridemic potential of fermented mixed tea made with third-crop green tea leaves and Camellia (Camellia japonica) leaves in Sprague-Dawley rats"

Shizuka Tamaru, Kazuhiro Ohmachi, Yuji Miyata, Takashi Tanaka, Takashi Kubayashi, Yasuo Nagata, Kazunari Tanaka
Journal of Agricultural and Food Chemistry 61, 5817-1823 (2013).[DOI]


4. "Roxbin B is cuspinin: Structural revision and total synthesis"
Sayuri Yamaguchi, Tsukasa Hirokane, Takashi Yoshida, Takashi Tanaka, Tsutomu Hatano, Hideyuki Ito, Gen-ichiro Nonaka, Hidetoshi Yamada
Journal of Organic Chemistry 78, 5410-5417 (2013).[DOI]


5. "Evaluation of 7-O-galloyl-D-sedoheptulose, isolated from Corni Fructus, in the adipose tissue of type 2 diabetic db/db mice"
Chan Hum Park, Takashi Tanaka, Takako Yokozawa
Fitoterapia 89, 131-142 (2013).[DOI]


6. "Two New Oleanane-Type Triterpenes Isolated from Japanese Post-Fermented Tea Produced by Anaerobic Microbial Fermentation"
Yong-Lin Huang, Sachi Nagai, Takashi Tanaka, Yosuke Matsuo, Yoshinori Saito, Isao Kouno
Molecules 18, 4868-4875 (2013).[DOI]



7. "New Diketopiperazine Derivatives from Culture Broth of Staphylococcus sp. isolated from Corallina officinalis Lineaus"
Amgad I. M. Khedr, Isao Kouno, Takashi Tanaka, Koji Yamada
Heterocycles 87, 1029-1037 (2013).[DOI]

8. "New bisabolane sesquiterpene from the Mycelia of Amanita virgineoides"
Miho Asano, Koji Yamada, Takashi Tanaka, Yosuke Matsuo, Isao Kouno
Chemical & Pharmaceutical Bulletin 61, 366-369 (2013).[DOI]



<Book>

"Biochemical and Physicochemical Characteristics of Green Tea Polyphenols"
Takashi Tanaka, Yosuke Matsuo, Isao Kouno
In "Green Tea Polyphenols: Nutraceuticals of Modern Life", CRC Press, pp 19-38 (2013) [Googleブックス]



2012

<Research article>

1. "Isolation of ellagitannin monomer and macrocyclic dimer from Castanopsis carlesii leaves"

Yong-Lin Huang, Takashi Tanaka, Yosuke Matsuo, Isao Kouno, Dian-Peng Li, Gen-ichiro Nonaka
Heterocycles in press. [DOI]


2. "Transepithelial transport of theasinensins through Caco-2 cell monolayers and their absorption in Sprague-Dawley rats after oral administration"
Ju Qiu, Yuko Kitamura, Yuji Miyata, Shizuka Tamaru, Kazunari Tanaka, Takashi Tanaka, Toshiro Matsui
Journal of Agricultural and Food Chemistry 60, 8036-8043 (2012). [DOI]


3. "Transformation of tea catechins and flavonoid glycosides by treatment with Japanese post-fermented tea acetone powder"
Takashi Tanaka, Hirotaka, Umeki, Sachi Nagai, Takuya Shii, Yosuke Matsuo, Isao Kouno
Food Chemistry 134, 276-281 (2012). [DOI]


4. "Two new phenolic glucosides and ellagitannin from the leaves of Castanopsis sclerophylla"

Yong-Lin Huang, Takashi Tanaka, Yosuke Matsuo, Isao Kouno, Dian-Peng Li, Gen-Ichiro Nonaka
Phytochemistry Letters 5, 158-161 (2012). [DOI]


5. "Benzyl benzoate glycoside and 3-deoxy-D-manno-2-octulosonic acid derivatives from Solidago decurrens"

Ken Shiraiwa, Shen Yuan, Ayako Fujiyama, Yosuke Matsuo, Takashi Tanaka, Zhi-Hong Jiang, Isao Kouno
Journal of Natural Products 75, 88-92 (2012).
[DOI]



2011

<Research article>

1. "Polyphenol composition of a functional fermented tea obtained by tea-rolling processing of green tea and loquat leaves"

Takuya Shii, Takashi Tanaka, Sayaka Watarumi, Yosuke Matsuo, Yuji Miyata, Kei Tamaya, Shizuka Tamaru, Kazunari Tanaka, Toshiro Matsui, Isao Kouno
Journal of Agricultural and Food Chemistry 59, 7253-7260 (2011).
[DOI]


2. "Biomimetic one-pot preparation of a black tea polyphenol theasinensin A from epigallocatechin gallate by treatment with copper(II) chloride and ascorbic acid"
Takuya Shii, Makoto Miyamoto, Yosuke Matsuo, Takashi Tanaka, Isao Kouno
Chemical & Pharmaceutical Bulletin 59, 1183-1185 (2011).[DOI]


3. "Hepato-protective effects of loganin, iridoid glycoside from Corni Fructus, against hyperglycemia-activated signaling pathway in liver of type 2 diabetic db/db mice"
Chan Hum Park, Takashi Tanaka, Ji-Hyun Kim, Eun Ju Cho, Jong Cheol Park, Naotoshi Shibahara, Takako Yokozawa
Toxicology 290, 14-21 (2011). [DOI]


4. "A new catechin oxidation product and polymeric polyphenols of post-fermented tea"
He-yuan Jiang, Takuya Shii, Yosuke Matsuo, Takashi Tanaka, Zhi-Hong Jiang, Isao Kouno
Food Chemistry 129, 830-836 (2011).
[DOI]


5. "Triterpene hexahydroxydiphenoyl esters and a quinic acid purpurogallin carbonyl ester from the leaves of Castanopsis fissa"

Yong-Lin Huang, Takaaki Tsujita, Takashi Tanaka, Yosuke Matsuo, Isao Kouno, Dian-Peng Li, Gen-ichiro Nonaka
Phytochemistry 72, 2006-2014 (2011).[DOI]


6. "Evaluation of morroniside, iridoid glycoside from corni fructus, on dibetes-induced alterations such as oxidative stress, inflammation, and apoptosis in the liver of type 2 diabetic db/db mice"
Chan Hum Park, Jeong Sook Noh, Ji Hyun Kim, Takashi Tanaka, Qi Zhao, Kinzo Matsumoto, Naotoshi Shibahara, Takako Yokozawa
Biological & Pharmaceutical Bulletin 34, 1559-1565 (2011).[DOI]


7. "New phenylpropanoid-substituted flavan-3-ols from the leaves of Castanopsis sclerophylla"

Yong-Lin Huang, Yosuke Matsuo, Takashi Tanaka, Isao Kouno, Dian-Peng Li, Gen-ichiro Nonaka
Heterocycles 83, 2321-2328 (2011)[DOI]


8. "ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea"

Hajime Maeda, Narumi Kakoki, Nami Ayabe, Yuki Koga, Tomoko Oribe, Yosuke Matsuo, Takashi Tanaka, Isao Kouno
Phytochemistry 72, 796-803 (2011). [DOI]


9. "New phenolic compounds from Camellia sinensis L. leaves fermented with Aspergillus sp."

Rani Agustina Wulandari, Masami Amano, Teruyoshi Yanagita, Takashi Tanaka, Isao Kouno, Denbei Kawamura, Kanji Ishimaru
Journal of Natural Medicines 65, 594-597 (2011).
[DOI]


10. "α-Amylase and Lipase Inhibitory Activity and Structural Characterization of Acacia Bark Proanthocyanidins"

Rie Kusano, Sosuke Ogawa, Yosuke Matsuo, Takashi Tanaka, Yoshikazu Yazaki, Isao Kouno
Journal of Natural Products 74, 119-128 (2011). [DOI]


11. "Production and degradation mechanism of theacitrin C, a black tea pigment derived from epigallocatechin-3-O-gallate via a bicyclo[3.2.1]octane-type intermediate"

Yosuke Matsuo, Yan Li, Sayaka Watarumi, Takashi Tanaka, Isao Kouno
Tetrahedron
67, 2051-2059 (2011). [DOI]


12. "New iridoid diesters of glucopyranose from Linaria canadensis (L.) Dum."
Kouichi Mizuochi, Takashi Tanaka, Isao Kouno, Toshihiro Fujioka, Yuki Yoshimura, Kanji Ishimaru
Journal of Natural Medicines 65, 172-175 (2011). [DOI]


13. "HPLC and HPLC-TOFMS analyses of tea catechins and teadenols"
Rani Agustina Wulandari, Natsumi Haraguchi, Hideyuki Nakayama, Yoshirou Furukawa, Takashi Tanaka, Isao Kouno, Denbei Kawamura, Kanji Ishimaru
Japanese Journal of Food Chemistry and Safety 18, 116-121 (2011).
[CiNii]


14. "Isolation of 1,3-diphenylpropan-2-ols, identical to tea catechin metabolites produced by intestinal bacteria, and pyrogallol from Japanese post-fermented tea"
Takashi Tanaka, Sachi Nagai, Takuya Shii, Yosuke Matsuo, Isao Kouno
Japanese Journal of Food Chemistry 18, 6-11 (2011).
[DOI] [CiNii]


15. "Technological development of a simple and rapid method of producing fermented teas using different kinds of tea leaves, and the manufacturing of new types of mixed feermented teas"

Yuji Miyata, Takashi Tanaka, Kei Tamaya, Toshiro Matsui, Shizuka Tamaru, Kazunari Tanaka
Nippon Shokuhin Kagaku Kogaku Kaishi 58, 403-412 (2011).[DOI]



2010


<Research article>

1. "Hypotriacylglycerolemic and Antiobesity Properties of a New Fermented Tea Product Obtained by Tea-Rolling Processing of Third-Crop Green Tea (Camellia sinensis) Leaves and Loquat (Eriobotrya japonica) Leaves"
Kazunari Tanaka, Shizuka Tamaru, Shoko Nishizono, Yuji Miyata, Kei Tamaya, Toshiro Matsui, Takashi Tanaka, Yoshie Echizen, Ikuo Ikeda
Bioscience, Biotechnology, Biochemistry 74, 1606-1612 (2010). [DOI]


2. "Identification of α-glucosidase inhibitors from a new fermented tea obtained by tea-rolling processing of loquat (Eryobotrya japonica) and green tea leaves"
Asami Toshima, Toshiro Matsui, Mai Noguchi, Ju Qiu, Kei Tamaya, Yuji Miyata, Takashi Tanaka, Kazunari Tanaka
Journal of the Science of Food and Agriculture 90, 1545-1550 (2010).
[DOI]


3. "Suppression of blood glucose level by a new fermented tea obtained by tea-rolling processing of loquat (Eriobotrya japonica) and green tea leaves in disaccharide-loaded Sprague-Dawley rats"

Kei Tamaya, Toshiro Matsui, Asami Toshima, Mai Noguchi, Qiu Ju, Yuji Miyata, Takashi Tanaka, Kazunari Tanaka
Journal of the Science of Food and Agriculture 90, 779-783 (2010). [DOI]


4. "Chemical Constituents of the leaves of rabbiteye blueberry (Vaccinium ashei) and characterization of polymeric proanthocyanidins containing phenylpropanoid units and A-type linkages"
Yosuke Matsuo, Yusuke Fujita, Sachiko Ohnishi, Takashi Tanaka, Hideaki Hirabaru, Takanori Kai, Hiroshi Sakaida, Shoko Nishizono, Isao Kouno
Food Chemistry 121, 1073-1079 (2010).
[DOI] [NAOSITE]



5. "Reaction of the Black Tea Pigment Theaflavin during Enzymatic Oxidation of Tea Catechins"

Yan Li, Akane Shibahara, Yosuke Matsuo, Takashi Tanaka, Isao Kouno
Journal of Natural Products 73, 33-39 (2010). [DOI]


<Review>

"Chemistry of Secondary Polyphenols Produced during Processing of Tea and Selected Foods"

Takashi Tanaka, Yosuke Matsuo, Isao Kouno
International Journal of Molecular Sciences 11, 14-40 (2010).[DOI] [NAOSITE]


2009

<Research article>

1. "Coupling Reactions of Catechins with Natural Aldehydes and Allyl Alcohols and Radical Scavenging Activities of the Triglyceride-Soluble Products"

Ryusuke Fudouji, Takashi Tanaka, Toshitugu Taguri, Yosuke Matsuo, Isao Kouno
Journal of Agricultural and Food Chemistry 57, 6417-6424 (2009). [DOI]


2. "Increase of Theaflavin Gallates and Thearubigins by Acceleration of Catechin Oxidation in a New Fermented Tea Product Obtained by the Tea-Rolling Processing of Loquat (Eriobotrya japonica) and Green Tea Leaves"

Takashi Tanaka, Yuji Miyata, Kei Tamaya, Rie Kusano, Yosuke Matsuo, Shizuka Tamaru, Kazunari Tanaka, Toshiro Matsui, Masamichi Maeda, Isao Kouno
Journal of Agricultural and Food Chemistry 57, 5816-5822 (2009). [DOI]


3. "Dammarane-type Triterpene Saponins from the Flowers of Panax notoginseng"

Jing-Rong Wang, Yuko Yamasaki, Takashi Tanaka, Isao Kouno, Zhi-Hong Jiang
Molecules 14, 2087-2094 (2009). [DOI] [NAOSITE]


4. "Euscaphinin, a New Ellagitannin Dimer from Euscaphis japonica (THUNB.) KANITZ"

Hajime Maeda, Yosuke Matsuo, Takashi Tanaka, Isao Kouno
Chemical & Pharmaceutical Bulletin 57, 421-423 (2009). [DOI] [NAOSITE]


5. "7-O-Galloyl-D-sedoheptulose Is a Novel Therapeutic Agent against Oxidative Stress and Advanced Glycation Endproducts in the Diabetic Kidney"
Noriko Yamabe, Ki Sung Kang, Chan Hum Park, Takashi Tanaka, Takako Yokozawa
Biological & Pharmaceutical Bulletin 32, 657-664 (2009). [DOI]


6. "Production mechanism of proepitheaflagallin, a precursor of benzotropolone-type black tea pigment, derived from epigallocatechin via a bicyclo[3.2.1]octane-type intermediate"

Yosuke Matsuo, Takashi Tanaka, Isao Kouno
Tetrahedron Letters 50, 1348-1351 (2009).
[DOI] [NAOSITE]

<Book>

"Physicochemical Properties and Biomimetic Reactions of Ellagitannins"
Takashi Tanaka
In "Chemistry and Biology of Ellagitannins: An Underestimated Class of Bioactive Plant Polyphenols", World Scientific, pp 119-151 (2009)

2008

<Research article>
1. Rhyu, D. Y.; Kang, K. S.; Sekiya, M.; Tanaka, T.; Park, J. C.; Yokozawa, T. Active Compounds Isolated from Traditional Chinese Prescription Wen-Pi-Tang Protecting Against Peroxynitrite-Induced LLC-PK1 Cell Damage, Am. J. Chin. Med. 36, 761-770 (2008).
[DOI]
2. Yokozawa, T.; Yamabe, N.; Kim, H. Y.; Kang, K. S.; Hur, J. M.; Park, C. H.; Tanaka, T. Protective Effects of Morroniside Isolated from Corni Fructus against Renal Damage in Streptozotocin-Induced Diabetic Rats, Biol. Pharm. Bull. 31, 1422-1428 (2008). [DOI] [CiNii] [NAOSITE]
3. Zhao, P.; Tanaka, T.; Hirabayashi, K.; Zhang, Y.-J.; Yang, C.-R.; Kouno, I. Caffeoyl arbutin and related compounds from the buds of Vaccinium dunalianum. Phytochemistry 69, 3087-3094. [DOI] [NAOSITE]
4. Fujieda, M.; Tanaka, T.; Suwa, Y.; Koshimizu, S.; Kouno, I. Isolation and Structure of Whiskey Polyphenols Produced by Oxidation of Oak Wood Ellagitannins, J. Agric. Food Chem. 56, 7305-7310 (2008). [DOI]
5. Tanaka, T.; Matsuo, Y.; Yamada, Y.; Kouno, I. Structure of Polymeric Polyphenols of Cinnamon Bark Deduced from Condensation Products of Cinnamaldehyde with Catechin and Procyanidins. J. Agric. Food Chem. 56, 5864-5870 (2008).
[DOI]
6. Jiang, Z.-H.; Wen, X.-Y.; Tanaka, T.; Wu, S.-Y.; Liu, Z.; Iwata, H.; Hirose, Y.; Wu, S.; Kouno, I. Cytotoxic hydrolyzable tannins from Balanophora japonica. J. Nat. Prod. 71, 719-723 (2008).
[DOI]
7. Jiang, Z.-H.; Yang, Q.-X.; Tanaka, T.; Kouno, I. Bicyclic polyketide lactones from Chinese medicinal ants, Polyrhacis lamellidens. J. Nat. Prod. 71, 724-727 (2008).
[DOI]
8. Shuaibu, M.N.; Wuyep, P.A.; Yanagi, T.; Hirayama, K.; Tanaka, T.; Kouno, I. The use of microfluorometric method for activity-guided isolation of antiplasmodial compound from plant extracts. Parasitol. Res. 102, 1119-1127 (2008). [DOI]
9. Shuaibu, M.N.; Wuyep, P.T.A.; Yanagi, T.; Hirayama, K.; Ichinose, A.; Tanaka, T.; Kouno, I. Trypanocidal activity of extracts and compounds from the stem bark of Anogeissus leiocarpus and Terminalia avicennoides. Parasitol. Res. 102, 697-703 (2008). [DOI]
10. Matsuo, Y.; Yamada, Y.; Tanaka, T.; Kouno, I. Enzymatic oxidation of gallocatechin and epigallocatechin: Effects of C-ring configuration on the reaction products. Phytochemistry 69, 3054-3061 (2008). [DOI]
11. Kusano, R.; Andou, H.; Fujieda, M.; Tanaka, T.; Matsuo, Y.; Kouno, I. Polymer-like Polyphenols of Black Tea and their Lipase and Amylase Inhibitory Activities. Chem. Pharm. Bull. 56, 266-272 (2008).[DOI] [CiNii] [NAOSITE]
12. Li, H.; Nakashima, T.; Tanaka, T.; Zhang, Y.J.; Yang, C.R.; Kouno, I. Two new maltol glycosides and cyanogenic glycosides from Elsholtzia rugulosa Hemsl. J. Nat. Med. 62, 75-78 (2008). [DOI]


<Review>
Tanaka, T. Chemical Studies on Plant Polyphenols and Formation of Black Tea Polyphenols, YAKUGAKU ZASSHI, 128, 1119-1131 (2008).
[DOI] [CiNii] [NAOSITE]

<Book>
Tanaka, T.; Matsuo, Y.; Kouno, I. Production of Theaflavins, Theasinensins, and Related Polyphenols during Tea Fermentation; In "Tea and Tea Products, Chemistry and Health-Promoting Properties", CRC Press, pp59-76 (2008). [Google Book Search]



2007

<Research article>
1. Tanaka, T.; Yoshitake, N.; Zhao, P.; Matsuo, Y.; Kouno, I.; Nonaka, G. Production of oligomeric proanthocyanidins by fragmentation of polymers. Japanese Journal of Food Chemistry 14, 134-139 (2007).
2. Kusano, R.; Tanaka, T.; Matsuo, Y.; Kouno, I. Structures of Epicatechin Gallate Trimer and Tetramer Produced by Enzymatic Oxidation. Chem. Pharm. Bull. 55, 1768-1772 (2007).
[DOI][CiNii]
3. Yokozawa, T.; Hyun, Y.K.; Hyun, J.K.; Tanaka, T.; Sugino, H.; Okubo, T.; Chu, D.C.; Kekh, R.J. Amla (Emblica officinalis Gaertn.) Attenuates Age-Related Renal Dysfunction by Oxidative Stress. J. Agric. Food Chem. 55, 7744-7752 (2007).
[DOI]
4. Jin, H.; Tanaka, T.; Kouno, I.; Ishimaru, K. A new kaempferol trioside from Solidago altissima L. J. Nat. Med. 61, 351-354 (2007).
[DOI]
5. Li, H.; Tanaka, T.; Zhang, Y.J.; Yang, C.R.; Kouno, I. Rubusuaviins A-F, Monomeric and Oligomeric Ellagitannins from Chinese Sweet Tea and Their a-Amylase Inhibitory Activity. Chem. Pharm. Bull. 55, 1325-1331 (2007).
[DOI] [CiNii]
6. Lee, Y.A.; Eun, J.C.; Tanaka, T.; Yokozawa, T. Inhibitory activities of proanthocyanidins from persimmon against oxidative stress and digestive enzymes related to diabetes. J. Nutr. Sci. Vitaminol. 53, 287-292 (2007).
7. Yamabe, N.; Kang, K.S.; Matsuo, Y.; Tanaka, T.; Yokozawa, T. Identification of Antidiabetic Effect of Iridoid Glycosides and Low Molecular Weight Polyphenol Fractions of Corni Fructus, a Constituent of Hachimi-jio-gan, in Streptozotocin-Induced Diabetic Rats. Biol. Pharm. Bull. 30, 1289-1296 (2007).
[DOI]
8. Tanaka, T.; Nakashima, T.; Ueda, T.; Tomii, K.; Kouno, I. Facile Discrimination of Aldose Enantiomers by Reversed-Phase HPLC. Chem. Pharm. Bull. 55, 899-901 (2007).
[DOI]
9. Li, Y.; Tanaka, T.; Kouno, I. Oxidative coupling of the pyrogallol B-ring with a galloyl group during enzymatic oxidation of epigallocatechin 3-O-gallate. Phytochemistry, 68, 1081-1088 (2007).
[DOI]
10. Matsui, T.; Tanaka, T.; Tamura, S.; Toshima, A.; Tamaya, K.; Miyata, Y.; Tanaka, K.; Matsumoto, K. a-Glucosidase Inhibitory Profile of Catechins and Theaflavins. J. Agric. Food Chem. 55, 99-105 (2007).
[DOI]
11. Yamabe, N.; Kang, K.S.; Goto, E.; Tanaka, T.; Yokozawa, T. Beneficial Effect of Corni Fructus, a Constituent of Hachimi-jio-gan, on Advanced Glycation End-product-Mediated Renal Injury in Streptozotocin-Treated Diabetic Rats. Biol. Pharm. Bull. 30, 520-526 (2007).
[DOI]

2006

<Research article>
1. Huang, S.; Seki, K.; Kanda, H.; Kato, F.; Tanaka, T.; Kouno, I.; Ishimaru, K. Processing of plants containing geraniin and analysis of the products. Nippon Shokuhin Kagaku Gakkaishi 13, 118-124 (2006).
2. Jin, H.; Mori, A.; Tanaka, T.; Kouno, I.; Ishimaru, K. A new phenylethanoid glycoside from Hemiphragma heterophyllum. Nippon Shokuhin Kagaku Gakkaishi 13, 83-86 (2006).
3. Jin, H.; Tanaka, T.; Kouno, I.; Fujioka, T.; Yoshida, M.; Ishimaru, K. Tissue cultures and polyphenol production in Solidago altissima L. Nippon Shokuhin Kagaku Gakkaishi 13, 136-140 (2006).
4. Matsuo, Y.; Tanaka, T.; Kouno, I. A new mechanism for oxidation of epigallocatechin and production of benzotropolone pigments. Tetrahedron 62, 4774-4783 (2006).
[DOI]
5. Taguri, T.; Tanaka, T.; Kouno, I. Antibacterial Spectrum of Plant Polyphenols and Extracts Depending upon Hydroxyphenyl Structure. Biol. Pharm. Bull. 29, 2226-2235 (2006).
[DOI] [NAOSITE]

<Patent>
Tanaka, T.; Nonaka, G.; Kouno, I.; Fujii, H.; Nakagawa, T.; Nishioka, H.; Method of Producing Proanthocyanidin Oligomer, WO/2006/090830

2005

<Research article>
1. Nakagawa, T.; Yokozawa, T.; Kim, Y.A.; Kang, K.S.; Tanaka, T. Activity of Wen-Pi-Tang, and Purified Constituents of Rhei Rhizoma and Glycyrrhizae Radix against Glucose-Mediated Protein Damage. Am. J. Chin. Med., 33, 817-829 (2005).
[DOI]
2. Tanaka, T.; Inoue, K.; Kouno, I. Regioselectivity in benzotropolone formation between catechins and proanthocyanidins. Nat. Prod. Res., 19, 731-737 (2005).
[DOI]
3. Tanaka, T.; Matsuo, Y.; Kouno, I. A Novel Black Tea Pigment and Two New Oxidation Products of Epigallocatechin-3-O-gallate. J. Agric. Food Chem., 53, 7571-7578 (2005).
[DOI]
4. Tanaka, T.; Watarumi, S.; Fujieda, M.; Kouno, I. New black tea polyphenol having N-ethyl-2-pyrrolidinone moiety derived from tea amino acid theanine: isolation, characterization and partial synthesis. Food Chem., 93, 81-87 (2005).
[DOI]
5. Jiang, Z.-H.; Tanaka, T.; Iwata, H.; Sakamoto, S.; Hirose, Y.; Kouno, I. Ellagitannins and lignan glycosides from Balanophora japonica (Balanophoraceae). Chem. Pharm. Bull., 53, 339-341 (2005).
[DOI] [NAOSITE]
6. Tanaka, T.; Uehara, R.; Nishida, K.; Kouno, I. Galloyl, caffeoyl and hexahydroxydiphenoyl esters of dihydrochalcone glucosides from Balanophora tobiracola. Phytochemistry, 66, 675-681 (2005).
[DOI]
7. Tanimura, S.; Kadomoto, R.; Tanaka, T.; Zhang, Y.-J.; Kouno, I.; Kohno, M. Suppression of tumor cell invasiveness by hydrolyzable tannins (plant polyphenols) via the inhibition of matrix metalloproteinase-2/-9 activity. Biochem. Biophys. Res. Commun., 330, 1306-1313 (2005).
[DOI]

<Book>
Tanaka, T.; Mine, C.; Watarumi, S.; Matsuo, Y.; Kouno, I. Production of Theaflavins and Theasinensins during Tea Fermentation; In "Phenolic Compounds in Foods and Natural Health Products", American Chemical Society, ACS SYMPOSIUM SERIES 909, pp188-196 (2005).

2004

<Research article>
1. Taguri, T.; Tanaka, T.; Kouno, I. Antimicrobial Activity of 10 Different Plant Polyphenols against Bacteria Causing Food-Borne Disease. Biol. Pharm. Bull., 27, 1965-1969 (2004).
[DOI] [NAOSITE]
2. Zhang, Y.-J.; Nagao, T.; Tanaka, T.; Yang, C.-R.; Okabe, H.; Kouno, I. Antiproliferative Activity of the Main Constituents from Phyllanthus emblica. Biol. Pharm. Bull., 27, 251-255 (2004).
[DOI] [NAOSITE]
3. Ling, S.-K.; Takashima, T.; Tanaka, T.; Fujioka, T.; Mihashi, K.; Kouno, I. A new diglycosyl megastigmane from Carallia brachiata. Fitoterapia, 75, 785-788 (2004).
[DOI]
4. Lee, S.-H.; Tanaka, T.; Nonaka, G.-i.; Nishioka, I. Structure and Biogenesis of Jolkinin, a Highly Oxygenated Ellagitannin from Euphorbia jolkinii. J. Nat. Prod., 67, 1018-1022 (2004).
[DOI]
5. Yamamoto, H.; Kuribayashi, H.; Seshima, Y.; Zhao, P.; Kouno, I.; Taguchi, G.; Shimomura, K. Metabolism of administered (2RS)-naringenin in flavonoid-producing cultured cells of Sophora flavescens. Plant Biotechnol., 21, 355-359 (2004).
6. Zhao, P.; Iwamoto, Y.; Kouno, I.; Egami, Y.; Yamamoto, H. Stimulating the production of homoisoflavonoids in cell suspension cultures of Caesalpinia pulcherrima using cork tissue. Phytochemistry, 65, 2455-2461 (2004).
[DOI]
7. Huang, S.; Inoue, K.; Li, Y.; Tanaka, T.; Ishimaru, K. Analysis of catechins in autoclaved tea leaves and drinks. Nippon Shokuhin Kagaku Gakkaishi, 11, 99-102 (2004).
8. Satoh, A.; Yokozawa, T.; Tanaka, T.; Okamoto, T.; Sei, Y. The antioxidative activity of Kangen-karyu extract delays senescence of human lung fibroblasts. J. Trad. Med., 21, 87-93 (2004).
[CiNii] [NAOSITE]
9. Wilkinson, K. L.; Elsey, G. M.; Prager, R. H.; Tanaka, T.; Sefton, M. A. Precursors to oak lactone. Part 2: Synthesis, separation and cleavage of several β-D-glucopyranosides of 3-methyl-4-hydroxyoctanoic acid. Tetrahedron, 60, 6091-6100 (2004).
[DOI]

2003

<Research article>
1. Ling, S.-K.; Tanaka, T.; Kouno, I. Effects of Iridoids on Lipoxygenase and Hyaluronidase Activities and Their Activation by a-Glucosidase in the Presence of Amino Acids. Biol. Pharm. Bull., 26, 352-356 (2003).
[DOI] [NAOSITE]
2. Tanaka, T.; Fukumori, M.; Ochi, T.; Kouno, I. Paeonianins A-E, New Dimeric and Monomeric Ellagitannins from the Fruits of Paeonia lactiflora. J. Nat. Prod., 66, 759-763 (2003).
[DOI]
3. Tanaka, T.; Watarumi, S.; Matsuo, Y.; Kamei, M.; Kouno, I. Production of theasinensins A and D, epigallocatechin gallate dimers of black tea, by oxidation-reduction dismutation of dehydrotheasinensin A. Tetrahedron, 59, 7939-7947 (2003).
[DOI]
4. Zhao, Ping; Inoue, Kenichiro; Kouno, Isao; Yamamoto, Hirobumi. Characterization of Leachianone G 2''-Dimethylallyltransferase, a Novel Prenyl Side-Chain Elongation Enzyme for the Formation of the Lavandulyl Group of Sophoraflavanone G in Sophora flavescens Ait. Cell Suspension Cultures. Plant Physiol., 133, 1306-1313 (2003).
[DOI]

<Review>
Tanaka, T.; Kouno, I. Oxidation of Tea Catechins: Chemical Structures and Reaction Mechanism. Food Sci. Technol. Res., 9, 128-133 (2003).
[DOI]

<Patent>
1. Kouno, I.; Tanaka, T.; Nonaka, G.; Takagaki, K. Proanthocyanidin-rich material isolation from plant materials. In PCT Int. Appl. WO 2003091237, A1 20031106 (2003)
2. Kouno, I.; Tanaka, T.; Nonaka, G.; Takagaki, K. Process for producing proanthocyanidine-rich material for food, cosmetics, and pharmaceuticals. In PCT Int. Appl. WO 2003090770, A1 20031106 (2003)

2002

<Research article>
1. Z. H. Jiang, T. Tanaka, T. Sakamoto, I. Kouno, J. A. Duan, R. H. Zhou: Biflavones, Diterpenes, and Coumarins from the Roots of Stellera chamaejasme L. Chem. Pharm. Bull. 50, 137-139 (2002).
[DOI] [NAOSITE]
2. S. K. Ling, A. Komorita, T. Tanaka, T. Fujioka, K. Mihashi, I. Kouno: Sulfur-Containing Bis-iridoid Glucosides and Iridoid Glucosides from Saprosma scortechinii. J. Nat. Prod., 65, 656-660 (2002).
[DOI]
3. S. K. Ling, T. Tanaka, I. Kouno: New Cyanogenic and Alkyl Glycoside Constituents from Phyllagathis rotundifolia. J. Nat. Prod., 65, 131-135 (2002). [DOI]
4. Ling, S.-K.; Komorita, A.; Tanaka, T.; Fujioka, T.; Mihashi, K.; Kouno, I. Iridoids and Anthraquinones from the Malaysian Medicinal Plant, Saprosma scortechinii (Rubiaceae). Chem. Pharm. Bull., 50, 1035-1040 (2002).
[DOI] [NAOSITE]
5. T. Tanaka, C. Mine, K. Inoue, M. Matsuda, I. Kouno: Synthesis of Theaflavin from Epicatechin and Epigallocatechin by Plant Homogenates and Role of Epicatechin Quinone in the Synthesis and Degradation of Theaflavin. J. Agric. Food Chem., 50, 2142-2148 (2002).
[DOI]
6. Tanaka, T.; Mine, C.; Kouno, I. Structures of Two New Oxidation Products of Green Tea Polyphenols Generated by Model Tea Fermentation. Tetrahedron, 58, 8851-8856 (2002).
[DOI]
7. Tanaka, T.; Mine, C.; Watarumi, S.; Fujioka, T.; Mihashi, K.; Zhang, Y.-J.; Kouno, I. Accumulation of Epigallocatechin Quinone Dimers during Tea Fermentation and Formation of Theasinensins. J. Nat. Prod., 65, 1582-1587 (2002).
[DOI]
8. Y. J. Zhang, T. Tanaka, Y. Betsumiya, R. Kusano, A. Matsuo, T. Ueda, I. Kouno: Association of Tannins and Related Polyphenols with the Cyclic Peptide Gramicidin S. Chem. Pharm. Bull., 50, 258-262 (2002).
[DOI] [NAOSITE]
9. Zhang, Y.-J.; Abe, T.; Tanaka, T.; Yang, C.-R.; Kouno, I. Two New Acyalted Flavanone Glycosides from the Leaves and Branches of Phyllanthus emblica. Chem. Pharm. Bull., 50, 841-843 (2002).
[DOI] [NAOSITE]
10. Ueno, T.; Miyanaga, T.; Kawakami, F.; Okano, M.; Tanaka, T.; Ohtsuki, K. Further Characterization of Galloyl Pedunculagin as an Effective Autophosphorylation Inhibitor od C-Kinase in Vitro. Biol. Pharm. Bull., 25, 1401-1404 (2002).
[DOI] [NAOSITE]
11. Hayashi, T.; Maruyama, H.; Kasai, R.; Hattori, K.; Takasuga, S.; Hazeki, O.; Yamasaki, K.; Tanaka, T. Ellagitannins from Lagerstroemia speciosa as Activators of Glucose Transport in Fat Cells. Planta Med., 68, 173-174 (2002).
[DOI]
12. Yokozawa, T.; Chen, C. P.; Rhyu, D. Y.; Tanaka, T.; Park, J. C.; Kitani, K. Potential of Sanguiin H-6 against Oxidative Damage in Renal Mitochondria and Apotosis Mediated by Peroxynitrite in vivo. Nephron, 92, 133-141 (2002).
[DOI]
13. Yokozawa, T.; Chen, C. P.; Tanaka, T.; Kitani, K. Effects of sanguiin H-6, a component of Sanguisorbae Radix, on lipopolysaccharide-stimulated nitric oxide production. Biochemical Pharmacology, 63, 853-858 (2002).
[DOI]
14. Kinjo, J.; Nagao, T.; Tanaka, T.; Nonaka, G.; Okawa, M.; Nohara, T.; Okabe, H. Activity-Guided Fractionation of Green Tea Extract with Antiproliferative Activity against Human Stomach Cancer Cells. Biol. Pharm. Bull., 25, 1238-1240 (2002).
[DOI] [NAOSITE]

<Patent>
Tanaka, T.; Nonaka, G.; Ishimaru, K.; Kato, F. Manufacture of theaflavins, and green tea extracts containing them. In Jpn. Kokai Tokkyo Koho (2002), 2002; pp 9 pp.

<Review>
Tanaka, T., Oxidation of Tea Catechins and Production of Black tea Pigments, Kagaku to Seibutsu, 40, 513-518 (2002).

2001

<Research article>
1. I. Kouno, A. Hirai, A. Fukushige, Z.-H. Jiang, T. Tanaka: New Eudesmane Sesquiterpenes from the Root of Lindera strychnifolia, J. Nat. Prod., 64, 286-289 (2001).
[DOI]
2. S. Kosuge, T. Maekawa, C. Saito, T. Tanaka, I. Kouno, K. Ohtsuki: Biochemical Characterization of Galloyl Pedunculagin (Ellagitannin) as a Selective Inhibitor of the β-Regulatory Subunit of A-Kinase in vitro, J. Biochem., 129, 403-409 (2001).
3. T. Tanaka, G. Nonaka, M. Ishimatsu, I. Nishioka, I. Kouno: Revised Structure of Cercidinin A, a Novel Ellagitannin Having (R)-Hexahydroxydiphenoyl Esters at the 3,4-Positions of Glucopyranose, Chem. Pharm. Bull., 49, 486-487 (2001).
[DOI] [NAOSITE]
4. Y.-J. Zhang, T. Tanaka, C.-R. Yang, I. Kouno: New Phenolic Constituents from the Fruit Juice of Phyllanthus emblica, Chem. Pharm. Bull., 49, 537-540 (2001).
[DOI] [NAOSITE]
5. Z.-H. Jiang, T. Tanaka, C. Inutsuka, I. Kouno: Alkaloids, Diarylheptanoid and Naphthalene Carboxylic Acid Ester from Rhoiptelea chiliantha, Chem. Pharm. Bull., 49, 737-740 (2001).
[DOI] [NAOSITE]
6. Z.-H. Jiang, Y. Hirose, H. Iwata, S. Sakamoto, T. Tanaka, I. Kouno: Caffeoyl, Coumaroyl, Galloyl, and Hexahydroxydiphenoyl Glucoses from Balanophore japonica, Chem. Pharm. Bull., 49, 887-892 (2001).
[DOI] [NAOSITE]
7. S.-K. Ling, T. Tanaka, I. Kouno: Iridoids from Rhothmannia macrophylla, J. Nat. Prod., 64, 796-798 (2001).
8. Z.-H. Jiang, T. Tanaka, M. Sakamoto, T. Jiang, I. Kouno: Studies on a Medicinal Parasitic Plant: Lignans from the Stems of Cynomorium songaricum, Chem. Pharm. Bull., 49, 1036-1038 (2001).
[DOI] [NAOSITE]
9. Y.-J. Zhang, T. Tanaka, Y. Iwamoto, C.-R. Yang, I. Kouno: Novel Sesquiterpenoids from the Roots of Phyllanthus emblica, J. Nat. Prod., 64, 870-873 (2001).
10. I. Abe, Y. Kashiwagi, H. Noguchi, T. Tanaka, Y. Ikeshiro, Y. Kashiwada: Ellagitannins and Hexahydroxydiphenoyl Esters as Inhibitors of Vertebrate Squalene Epoxidase, J. Nat. Prod., 64, 1010-1014 (2001).
11. T. Tanaka, K. Inoue, Y. Betsumiya, C. Mine, I. Kouno: Two Types of Oxidative Dimerization of the Black Tea Polyphenol Theaflavin, J. Agric. Food Chem., 49, 5785-5789 (2001).
[DOI]
12. J. Kinjo, T, Nagao, T. Tanaka, G. Nonaka, H. Okabe: Antiproliferative Constituents in the Plant 8. Seeds of Rhynchosia volubillis, Biol. Pharm. Bull., 24, 1443-1445 (2001).
[DOI] [NAOSITE]
13. T. Yokozawa, T. Tanaka, T. Kimura: Examination of the Nitric Oxide Production-Suppressing Component in Tinospora tuberculata, Biol. Pharm. Bull., 24, 1153-1156 (2001).
[DOI] [NAOSITE]

2000

<Research article>
1. T. Tanaka, Y. Betsumiya, C. Mine, I. Kouno: Theanaphthoquinone, a novel pigment oxidatively derived from theaflavin during tea-fermentation. Chem. Comm., 15, 1365-1366 (2000).
[DOI]
2. T.Tanaka, M. Kataoka, N. Tsuboi, I. Kouno: New Monoterpene Glycoside Esters and Phenolic Constituents of Paeoniae Radix, and Increase of Water Solubility of Proanthocyanidins in the Presence of Paeoniflorin. Chem. Pharm. Bull., 48, 201-207 (2000).
3. T. Tanaka, K. Kondou, I. Kouno: Oxidation and epimerization of epigallocatechin in banana fruits. Phytochemistry, 63, 311-316 (2000).
4. Y.-J. Zhang, T. Tanaka, Y. Iwamoto, C.-R. Yang, I. Kouno: Novel Norsesquiterpenoids from the Roots of Phyllanthus emblica, J. Nat. Prod., 63, 1507-1510 (2000)
5. Y.-J. Zhang, T. Tanaka, Y. Iwamoto, C.-R. Yang, I. Kouno: Phyllaemblic acid, a Novel highly Oxygenated Norbisabolane from the Root of Phyllanthus emblica, Tetrahedron Letters, 41, 1781-1784 (2000).
6. Y. Ohashi, T. Tanaka, S. Akashi, S. Morimoto, Y. Kishimoto, Y. Nagai: Squid nerve sphingomyelin containing an unusual sphingoid base. J. Lipid Res., 41, 1118-1124 (2000).
7. T. Yokozawa, C.-P. Chen, T. Tanaka: Direct scavenging of nitric oxide by traditional crude drugs. Phytomedicine, 6, 453-463 (2000).
8. T. Yokozawa, C.-P. Chen, T. Tanaka, K. Kitani: A study on the nitric oxide production-suppressing activity of Sanguisorbae Radix components. Biol. Pharm. Bull., 23, 717-722 (2000).
9. K. Kondo, M. Kurihara, T. Tanaka, T. Suzuki, N. Miyata, M. Toyoda: Conversion of procyanidine B-type (catechin dimer) to A-type: evidence for abstraction of C-2 hydrogen in catechin during radical oxidation. Tetrahedron Lett., 41, 485-488 (2000).
10. K. Konishi, M. Urada, I. Adachi, T. Tanaka: Inhibitory Effect of Sanguiin H-11 on Chemotaxis of Neutrophil. Biol. Pharm. Bull., 23, 213-218 (2000).

1999

<Research article>
1. Z.-H. Jiang, R. Fukuoka, F. Aoki, T. Tanaka, I. Kouno: Dammarane-type Triterpene Glycoside from the Leaves of Rhoiptelea chiliantha, Chem. Pharm. Bull., 47, 257-262 (1999).
2. Z.-H. Jiang, C. Inutzuka, T. Tanaka, I. Kouno: Euphane-type Triterpene Tridesmosides from the Leaves of Rhoiptelea chiliantha, Chem. Pharm. Bull., 47, 101-103 (1999).
3. Z.-H. Jiang, T. Tanaka, I. Kouno: New Phenylpropanoid Glycosides from the Fruits of Illicium anisatum, Chem. Pharm. Bull., 47, 421-422 (1999).
4. Z.-H. Jiang, T. Tanaka, I. Kouno: Three Novel C-Glycosidic Ellagitannins, Rhoipteleanins H, I, and J, from Rhoiptelea chiliantha, J. Nat. Prod., 62, 425-429 (1999).
5. I. Kouno, A. Hirai, A. Fukushige, Z.-H. Jiang, T. Tanaka,: A Novel Rearranged Type of Secoeudesmane Sesquiterpenoid from the Root of Lindera strychnifolia(Sieb. et Zucc.)F. Villars, Chem. Pharm. Bull., 47, 1056-1057 (1999).
6. C.-P. Chen. T. Yokozawa, T. Tanaka: Protective effect of Sanguisorbae Radix against apoptosis and function of renal tissues subjected to ischemia-reperfusion, J. Trad. Med., 16. 97-101 (1999).
7. M. Gondo, N. Tanaka, T. Tanaka, K. Shimomura, F. Nakanishi, K. Ishimaru,: A naphthalene glycoside from callus cultures of Diosphyros kaki, Phytochemistry, 51, 879-881 (1999).
8. K. Konishi, T. Tanaka: Inhibitory Effects of Tannins on the NADH Dehydrogenase Activity of Bovine Heart Mitochondrial Complex I, Biol. Pharm. Bull., 22, 240-243 (1999).
9. N. Okamura, H. Miki, S. Ishida, H. Ono, A. Yano, T. Tanaka, Y. Ono, A. Yagi: Simultaneous Determination of Baicaline, Wogonoside, Baicalein, Wogonin, Berberine, Coptisine, Palmatine, Jateorrhizine and Glycyrrhizin in Kampo Medicines by Ion-Pair High-Performance Liquid Chromatography, Biol. Pharm. Bull., 22, 1015-1021 (1999).
10. T. Yokozawa, A.-W. Liu, C.-P. Chen, T. Tanaka: Evaluation of Caffeic Acid Analogues using a Cultured Renal Epithelial Cell Line, LLC-PK1, Pharm. Pharmacol. Commun., 5, 365-370 (1999).


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