2024

<原著論文>

1

Modulation of proteasome subunit selectivity of syringolins

Kengo Tatsumi, Shun Kitahata, Yuya Komatani, Akira Katsuyama, Fumika Yakushiji, Satoshi Ichikawa
Bioorganic & Medicinal Chemistry, 106, 117733 (2024) DOI: 10.1016/j.bmc.2024.117733

2

Synthesis and biological evaluation of echinomycin analogues as potential colon cancer agent
Keita Kojima, Hiroaki Konishi, Kyoka Momosaki, Yuya Komatani, Akira Katsuyama, Koji Nakagawa, Kayoko Kanamitsu, Fumika Yakushiji, Mikihiro Fujiya, Satoshi Ichikawa
Scientific Reports, 14, 7628 (2024) DOI: 10.1038/s41598-024-58196-3

3

Oligomerization mechanism of epigallocatechin-3-O-gallate during autoxidation
Yosuke Matsuo, Kohei Katayama, Takako Yamashita, Yoshinori Saito, Takashi Tanaka
Food Chemistry, 449, 139186 (2024) DOI: 10.1016/j.foodchem.2024.139186

4

Marihysin B, a new cyclic lipopeptide from culture broth of Staphylococcus sp. - antimicrobial and glucoamylase inhibitory activities

Amgad I.M. Khedr, Gamal A. Mohamed, Sabrin R.M. Ibrahim, Reda F.A. Abdelhameed, Tagyedeen H. Shoaib, Abdulrahim A. Alzain, Koji Yamada, Mohamed S. Refaey
Journal of Molecular Structure, 1297, 137008 (2024) DOI: 10.1016/j.molstruc.2023.137008

2023

<原著論文>

1

Beneficial effects of a new neuroprotective compound in neuronal cells and MPTP-administered mouse model of Parkinson's disease

Izumi Kato, Yudai Ogawa, Fumika Yakushiji, Jiro Ogura, Masaki Kobayashi, Naoya Shindo, Satoshi Ichikawa, Katsumi Maenaka, Masahiro Sakaitani
Chemical Communications, 59, 12306-12309 (2023) DOI: 10.1039/D3CC03069E

2

Solid-Phase Synthesis of Nannocystin Ax and Its Analogues

Daiki Miyakita, Kohei Kawanishi, Akira Katsuyama, Kazuki Yamamoto, Fumika Yakushiji, Satoshi Ichikawa
The Journal of Organic Chemistry, 88, 11367-11371 (2023) DOI: 10.1021/acs.joc.3c01189

3

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

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

4

Chemical Compositions of Eupatorium heterophyllum Leaf Samples from 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

5

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 Chemistry, 426, 136671 (2023) DOI: 10.1016/j.foodchem.2023.136671

6

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

7

Molecular and Biological Investigation of Isolated Marine Fungal Metabolites as Anticancer Agents: A Multi-Target Approach
Hanin A. Bogari,Sameh S. Elhady, Khaled M. Darwish,Mohamed S. Refaey, Radi A. Mohamed, Reda F. A. Abdelhameed,Ahmad J. Almalki, Mohammed M. Aldurdunji, Manar O. Lashkar, Samah O. Alshehri, Rania T. Malatani, Koji Yamada, Amgad I. M. Khedr
Metabolites, 13, 162 (2023) DOI: 10.3390/metabo13020162

<プレプリント>

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

<総説、著書、その他>

1

加水分解型タンニンの立体化学および酸化的代謝機構

松尾洋介
オレオサイエンス, 23, 575-580 (2023) DOI: 10.5650/oleoscience.23.575

2022

<原著論文>

1

Chemical profiling, cytotoxic activities through apoptosis induction in MCF-7 cells and molecular docking of Phyllostachys heterocycla bark nonpolar extract
Reda F. A. Abdelhameed, Eman S. Habib, Ahmed K. Ibrahim, Koji Yamada, Maged S. Abdel-Kader, Amany K. Ibrahim, Safwat A. Ahmed, Jihan M. Badr, Mohamed S. Nafie
Journal of Biomolecular Structure and Dynamics, 40, 9636-9647 (2022) DOI: 10.1080/07391102.2021.1932599

2

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

3

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

4

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

5

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: 10.1016/j.foodchem.2021.131326

6

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, 24 1093-1100 (2022) DOI: 10.1080/10286020.2021.2017898

7

The design and synthesis of potent benzimidazole derivatives via scaffold hybridization and evaluating their antiproliferative and proapoptotic activity against breast and lung cancer cell lines

Mohamed Saleh Elgawish, Mohamed S. Nafie, Asmaa S. A. Yassen, Koji Yamada, Nagat Ghareb
New Journal of Chemistry, 46, 4239-4256 (2022) DOI: 10.1039/D1NJ05655G

<総説、著書、その他>

1

Synthetic Modifications of Histones and Their Functional Evaluation

Moe Toyobe, Fumika Yakushiji
Chemistry—An Asian Journal, 17, e202200197 (2022) DOI: 10.1002/asia.202200197

2

有機合成化学を基盤とした新規生物活性化合物の創製研究
薬師寺文華
YAKUGAKU ZASSHI, 142, 1-7 (2022) DOI: 10.1248/yakushi.21-00196

2021

<原著論文>

1

Solid-phase Synthesis of Fluorescent Analogues of Park's Nucleotide, Lipid I and Lipid II
Akira Katsuyama, Fumika Yakushiji, Satoshi Ichikawa

Tetrahedron Letters, 73, 153101 (2021) DOI: 10.1016/j.tetlet.2021.153101

2

Structure, solubility, and permeability relationships in a diverse middle molecule library

Hiroyuki Miyachi, Kayoko Kanamitsu, Mayumi Ishii, Eri Watanabe, Akira Katsuyama, Satoko Otsuguro, Fumika Yakushiji, Mizuki Watanabe, Kouhei Matsui, Yukina Sato, Satoshi Shuto, Takashi Tadokoro, Shunsuke Kita, Takanori Matsumaru, Akira Matsuda, Tomoyasu Hirose, Masato Iwatsuki, Yasuteru Shigeta, Tetsuo Nagano, Hirotatsu Kojima, Satoshi Ichikawa, Toshiaki Sunazuka, Katsumi Maenaka
Bioorganic & Medicinal Chemistry Letters, 37, 127847 (2021) DOI: 10.1016/j.bmcl.2021.127847

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: 10.1002/asia.202100380

4

Chemical Constituent Profiling of Phyllostachys heterocycla var. Pubescens with Selective Cytotoxic Polar Fraction through EGFR Inhibition in HepG2 Cells
Reda F A Abdelhameed, Eman S Habib, Ahmed K Ibrahim, Koji Yamada, Maged S Abdel-Kader, Safwat A Ahmed, Amany K Ibrahim, Jihan M Badr, Mohamed S Nafie
Molecules, 26, 940 (2021) DOI: 10.3390/molecules26040940

5

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, 18, e2100444 (2021) DOI: 10.1002/cbdv.202100444

6

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: 10.3390/molecules26144134

7

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: 10.3390/molecules26020337

8

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: 10.1002/ejoc.202001579
Selected as Cover Feature

2020

<原著論文>

1

Elucidating Structural Requirement of Uridylpeptide Antibiotics on Antibacterial Activity
Yuma Terasawa, Chisato Sataka, Chie Nakajima, Toyotaka Sato, Kazuki Yamamoto, Yukari Fukushima, Yasuhiko Suzuki, Akira Katsuyama, Takanari Matsumaru, Fumika Yakushiji, Shin-ichi Yokota, Satoshi Ichikawa

Journal of Medicinal Chemistry, 63, 9803-9827 (2020) DOI: 10.1021/acs.jmedchem.0c00973

2

Total synthesis of acaulide and acaulone A

Jun Hirabayashi, Fumika Yakushiji, Akira Katsuyama, Satoshi Ichikawa
Organic Letters, 22, 5545-5549 (2020) DOI: 10.1021/acs.orglett.0c01907

3

Total synthesis of echinomycin and its analogues

Keita Kojima, Fumika Yakushiji, Akira Katsuyama, Satoshi Ichikawa
Organic Letters, 22, 4217-4221 (2020) DOI: 10.1021/acs.orglett.0c01268

4

Development of cyclic peptide derivatives from the N-terminal region of LANA for targeting the nucleosome acidic patch

Fumika Yakushiji, Aoi Ishikawa, Akira Katsuyama, Satoshi Ichikawa
Bioorganic & Medicinal Chemistry Letters, 30, 126839 (2020) DOI: 10.1016/j.bmcl.2019.126839

5

Synthesis and biological evaluation of a MraY selective analogue of tunicamycins
Kazuki Yamamoto, Toyotaka Sato, Yuta Hikiji, Akira Katsuyama, Takanori Matsumaru, Fumika Yakushiji, Shin-Ichi Yokota, Satoshi Ichikawa
Nucleosides, Nucleotides & Nucleic acids, 39, 349-364 (2020) DOI: 10.1080/15257770.2019.1649696

6

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: 10.1021/acs.jnatprod.9b00917

7

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: 10.1021/acs.jnatprod.0c00893

8

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: 10.1021/acs.jnatprod.0c00691

9

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: 10.1016/j.tet.2020.131204

10

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: 10.3390/molecules25051051

11

ノビル（Allium macrostemon Bunge）のカフェー酸グルコースエステル類
中山秀幸, 松尾洋介, 田中 隆, 大島一里, 福田伸二, 石丸幹二
日本食品化学学会誌, 27, 28-32 (2020) DOI: 10.18891/jjfcs.27.1_28

12

Pentabromobenzyl-RP versus triazole-HILIC columns for separation of the polar basic analytes famotidine and famotidone: LC method development combined with in silico tools to follow the potential consequences of famotidine gastric instability

Rania El-Shaheny, Mohamed O. Radwan, Fathalla Belal, Koji Yamada
Journal of Pharmaceutical and Biomedical Analysis, 186, 113305 (2020) DOI: 10.1016/j.jpba.2020.113305

13

Cytotoxic, Apoptosis-Inducing Activities, and Molecular Docking of a New Sterol from Bamboo Shoot Skin Phyllostachys heterocycla var. pubescens
Reda F A Abdelhameed, Mohamed S Nafie, Ahmed K Ibrahim, Koji Yamada, Maged S Abdel-Kader, Amany K Ibrahim, Safwat A Ahmed, Jihan M Badr, Eman S Habib
Molecules, 25, 5650 (2020) DOI: 10.3390/molecules25235650

14

New Cytotoxic Natural Products from the Red Sea Sponge Stylissa carteri
Reda F. A. Abdelhameed, Eman S. Habib, Nermeen A. Eltahawy, Hashim A. Hassanean, Amany K. Ibrahim, Anber F. Mohammed, Shaimaa Fayez, Alaa M. Hayallah, Koji Yamada, Fathy A. Behery, Mohammad M. Al-Sanea, Sami I. Alzarea, Gerhard Bringmann, Safwat A. Ahmed, Usama Ramadan Abdelmohsen
Marine Drugs, 18, 241 (2020) DOI: 10.3390/md18050241

15

Novel Reporter System Monitoring IL-18 Specific Signaling Can Be Applied to High-Throughput Screening

Riho Kurata, Kenji Shimizu, Xiaofeng Cui, Masamitsu Harada, Takayuki Isagawa, Hiroaki Semba, Jun Ishihara, Koji Yamada, Jun Nagai, Yasuhiro Yoshida, Norihiko Takeda, Koji Maemura, Tomo Yonezawa
Marine Drugs, 18, 60 (2020) DOI: 10.3390/md18010060

<総説、著書、その他>

1

Recent advances in iridoid chemistry: Biosynthesis and chemical synthesis

Ryuji Kouda, Fumika Yakushiji
Chemistry—An Asian Journal, 15, 3771-3783 (2020) DOI: 10.1002/asia.202001034

2

Diversity-oriented シンポジウム：若手海外挑戦がひらく多様性のトビラ
薬師寺文華, 中山 淳
YAKUGAKU ZASSHI, 140, 23-24 (2020) DOI: 10.1248/yakushi.19-00186-F

3

Production Mechanisms of Black Tea Polyphenols

Takashi Tanaka, Yosuke Matsuo
Chemical and Pharmaceutical Bulletin, 68, 1131-1142 (2020) DOI: 10.1248/cpb.c20-00295