研究業績

Structural Revisions of Macrocyclic Ellagitannin Dimers Bridged by Two Hexahydroxydiphenoyl Groups

Ryo Ohtsuka, Yosuke Matsuo, Yoshinori Saito, Koji Yamada, Takashi Tanaka, Fumika Yakushiji

Tetrahedron, 184, 134751 (2025)
DOI: 10.1016/j.tet.2025.134751

Conformationally flexible ellagitannins: Conformational analysis of davidiin and punicafolin by DFT-based ¹H–¹H coupling constant calculations

Yosuke Matsuo, Misato Iki, Chiho Okubo, Yoshinori Saito, Takashi Tanaka

New Journal of Chemistry, 49, 11068-11079 (2025)
DOI: 10.1039/D5NJ01278C

Front Cover: New J. Chem. 2025, Volume 49, Issue 26
イラスト制作：株式会社ヤップ

Grandifolins A–D: three 6/6/5 abietane diterpenes and an abietane diterpene from Salvia grandifolia

Hiroshi Kawabe, Teppei Komiyama, Yoshinori Saito, Yasuko Okamoto, Emi Hara, Keiichi Matsuzaki, Motoo Tori, Ryo Hanai, Hiroshi Hirota, Xun Gong, Chiaki Kuroda, Hiroyuki Kagechika, Ayumi Ohsaki

Journal of Natural Medicines, 79, 647-655 (2025)
DOI: 10.1007/s11418-025-01884-9

Isomallotusinin is mallotusinin: a structural misassignment caused by conformational flexibility

Kosuke Kikuchi, Yosuke Matsuo, Yoshinori Saito, Koji Yamada, Takashi Tanaka, Fumika Yakushiji

Stereochemical Revision of Brevipetins E and F: Opposite Hexahydroxydiphenoyl Atropisomerism in Ellagitannin Dimers Revealed by DFT-Based Spectroscopic Analysis

Yosuke Matsuo, Ryo Ohtsuka, Yoshinori Saito, Koji Yamada, Takashi Tanaka, Fumika Yakushiji

Concise Synthesis of 11-Noriridoids via Pauson–Khand Reaction

Ryuji Kouda, Kazuki Yamamoto, Akira Katsuyama, Satoshi Ichikawa, Fumika Yakushiji

Chemical and Pharmaceutical Bulletin, 72, 547-558 (2024)
DOI: 10.1248/cpb.c24-00190

Two Metallic Nanoparticles Formulas of Phyllostachys heterocycla Extract Exhibited Potent Cytotoxicity against Ovarian Cancer Cells through Apoptosis Induction

Reda F. A. Abdelhameed, Mohamed S. Nafie, Ahmed K. Ibrahim, Amany K. Ibrahim, Maged S. Abdel-Kader, Safwat A. Ahmed, Gharieb S. El-Sayyad, Ahmed I. El-Batal, Koji Yamada, Jihan M. Badr, Eman S. Habib

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

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

Oligomerization mechanism of epigallocatechin-3-O-gallate during autoxidation

Yosuke Matsuo, Kohei Katayama, Takako Yamashita, Yoshinori Saito, Takashi Tanaka

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

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

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

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

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

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

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

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

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

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

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

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

Dihydrobenzofurans and Propynylthiophenes From the Roots of Eupatorium heterophyllum

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

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

A new secoiridoid glucoside from Olea europaea

Hideyuki Nakayama, Nanami Nishi, Yosuke Matsuo, Takashi Tanaka, Nobuhiro Kotoda, Kanji Ishimaru

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

Synthetic Modifications of Histones and Their Functional Evaluation

Moe Toyobe, Fumika Yakushiji

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

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

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

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

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

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

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

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

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

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

Cover Feature: Eur. J. Org. Chem. 2021, Issue 5
イラスト制作：サイエンス・グラフィックス株式会社

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Production Mechanisms of Black Tea Polyphenols

Takashi Tanaka, Yosuke Matsuo

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