Chemical Biology and Medicinal Chemistry Graduate School of Biomedical Sciences, Nagasaki University

Publications

(2020–)

2025

Research Article

Stereochemical revision of brevipetins E and F: ellagitannin dimers with opposite hexahydroxydiphenoyl atropisomerism

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

Organic & Biomolecular Chemistry, accepted manuscript (2025)
DOI: 10.1039/D5OB01323B
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Research Article

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
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Preprint

Isomallotusinin is mallotusinin: a structural misassignment caused by conformational flexibility

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

ChemRxiv (2025)
DOI: 10.26434/chemrxiv-2025-xsgqb
Preprint
Preprint

Structure-guided design and development of cyclic peptide allosteric activators of Polycomb Repressive Complex 2

Yasuaki Tokodai, Mark Matyas, Azumi Ishigamori, Erin O'Connor, Angel Zhang, Sora Yamazaki, Tsunehide Hiraki, Noah Lohar, Liqi Yao, Ryan Stoner, Luis E. Paez-Beltran, Kayoko Kanamitsu, Noriko Nakaya, Satoshi Ichikawa, Justin Brumbaugh, Vignesh Kasinath, Fumika Yakushiji

bioRxiv (2025)
DOI: 10.1101/2025.06.26.661818
Preprint

2024

Research Article

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
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Research Article

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

Journal of Cluster Science, 35, 2557-2569 (2024)
DOI: 10.1007/s10876-024-02645-6
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Research Article

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
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Research Article

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
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Research Article

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
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2023

Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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2022

Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Review

Synthetic Modifications of Histones and Their Functional Evaluation

Moe Toyobe, Fumika Yakushiji

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

Development of Novel Biologically Active Compounds Based on Synthetic Organic Chemistry

Fumika Yakushiji

YAKUGAKU ZASSHI, 142, 1-7 (2022)
DOI: 10.1248/yakushi.21-00196
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2021

Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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2020

Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

Caffeic Acid Glucose Esters from Wild Onion (Allium macrostemon Bunge)

Hideyuki Nakayama, Yosuke Matsuo, Takashi Tanaka, Kazusato Ohshima, Shinji Fukuda, Kanji Ishimaru

Journal of the Food Chemical Society of Japan, 27, 28-32 (2020)
DOI: 10.18891/jjfcs.27.1_28
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Research Article

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
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Research Article

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
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Research Article

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
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Research Article

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
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Review

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
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Symposium Review

Diversity-oriented Symposium: Diversity Experiences through Study Abroad

Fumika Yakushiji, Atsushi Nakayama

YAKUGAKU ZASSHI, 140, 23-24 (2020)
DOI: 10.1248/yakushi.19-00186-F
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