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Pure Appl. Chem., 2012, Vol. 84, No. 6, pp. 1369-1378

http://dx.doi.org/10.1351/PAC-CON-11-10-31

Published online 2012-04-02

Synthesis and biological activities of chaetocin and its derivatives

Mikiko Sodeoka1,2*, Kosuke Dodo1,2, Yuou Teng3,1,2, Katsuya Iuchi1,2, Yoshitaka Hamashima1,4, Eriko Iwasa1,2 and Shinya Fujishiro1

1 RIKEN Advanced Science Institute, 2-1, Hirosawa, Wako-shi, Saitama 351-0198, Japan
2 Sodeoka Live Cell Chemistry Project, ERATO, JST, 2-1, Hirosawa, Wako-shi, Saitama 351-0198, Japan
3 College of Biotechnology, Tianjin University of Science and Technology, No.29, 13th Street, Tianjin Economic-Technology Development Area, Tianjin, 300457, China
4 School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan

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  • Wada Mitsuhiro, Murata Takahisa, Oikawa Hideaki, Oguri Hiroki: Nickel-catalyzed dimerization of pyrrolidinoindoline scaffolds: systematic access to chimonanthines, folicanthines and (+)-WIN 64821. Org. Biomol. Chem. 2014, 12, 298. <http://dx.doi.org/10.1039/c3ob41918e>
  • Tadano Shinji, Mukaeda Yuri, Ishikawa Hayato: Bio-Inspired Dimerization Reaction of Tryptophan Derivatives in Aqueous Acidic Media: Three-Step Syntheses of (+)-WIN 64821, (−)-Ditryptophenaline, and (+)-Naseseazine B. Angew. Chem. 2013, 125, 8148. <http://dx.doi.org/10.1002/ange.201303143>
  • Tadano Shinji, Mukaeda Yuri, Ishikawa Hayato: Bio-Inspired Dimerization Reaction of Tryptophan Derivatives in Aqueous Acidic Media: Three-Step Syntheses of (+)-WIN 64821, (−)-Ditryptophenaline, and (+)-Naseseazine B. Angew. Chem. Int. Ed. 2013, 52, 7990. <http://dx.doi.org/10.1002/anie.201303143>
  • Fujishiro Shinya, Dodo Kosuke, Iwasa Eriko, Teng Yuou, Sohtome Yoshihiro, Hamashima Yoshitaka, Ito Akihiro, Yoshida Minoru, Sodeoka Mikiko: Epidithiodiketopiperazine as a pharmacophore for protein lysine methyltransferase G9a inhibitors: Reducing cytotoxicity by structural simplification. Bioorganic & Medicinal Chemistry Letters 2013, 23, 733. <http://dx.doi.org/10.1016/j.bmcl.2012.11.087>
  • Dubey Ramin, Levin Michael D., Szabo Lajos Z., Laszlo Csaba F., Kushal Swati, Singh Jason B., Oh Philip, Schnitzer Jan E., Olenyuk Bogdan Z.: Suppression of Tumor Growth by Designed Dimeric Epidithiodiketopiperazine Targeting Hypoxia-Inducible Transcription Factor Complex. J. Am. Chem. Soc. 2013, 135, 4537. <http://dx.doi.org/10.1021/ja400805b>
  • Boyer Nicolas, Morrison Karen C., Kim Justin, Hergenrother Paul J., Movassaghi Mohammad: Synthesis and anticancer activity of epipolythiodiketopiperazine alkaloids. Chem. Sci. 2013, 4, 1646. <http://dx.doi.org/10.1039/c3sc50174d>
  • Sodeoka Mikiko, Dodo Kosuke, Teng Yuou, Iuchi Katsuya, Hamashima Yoshitaka, Iwasa Eriko, Fujishiro Shinya: ChemInform Abstract: Synthesis and Biological Activities of Chaetocin and Its Derivatives. ChemInform 2012, 43, no. <http://dx.doi.org/10.1002/chin.201244244>