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Pure Appl. Chem., 2012, Vol. 84, No. 6, pp. 1341-1351

http://dx.doi.org/10.1351/PAC-CON-11-08-22

Published online 2012-02-08

Synthesis and structure–activity studies of simplified analogues of aplysiatoxin with antiproliferative activity like bryostatin-1

Kazuhiro Irie1,2*, Masayuki Kikumori1, Hiroaki Kamachi1, Keisuke Tanaka1, Akira Murakami1, Ryo C. Yanagita3,1, Harukuni Tokuda4, Nobutaka Suzuki4, Hiroshi Nagai5, Kiyotake Suenaga6 and Yu Nakagawa1,7

1 Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan
2 Research Unit for Physiological Chemistry, the Center for the Promotion of Interdisciplinary Education and Research, Kyoto University, Kyoto 606-8502, Japan
3 Department of Applied Biological Science, Faculty of Agriculture, Kagawa University, Kagawa 761-0195, Japan
4 Department of Complementary and Alternative Medicine, Clinical R&D, Graduate School of Medical Science, Kanazawa University, Kanazawa 920-8640, Japan
5 Tokyo University of Marine Science and Technology, Tokyo 108-8477, Japan
6 Faculty of Science and Technology, Keio University, Yokohama 223-8522, Japan
7 Synthetic Cellular Chemistry Laboratory, Advanced Science Institute, RIKEN, Saitama 351‑0198, Japan

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CrossRef Cited-by Linking

  • Irie Kazuhiro, Yanagita Ryo C.: Synthesis and Biological Activities of Simplified Analogs of the Natural PKC Ligands, Bryostatin-1 and Aplysiatoxin. The Chemical Record 2014, n/a. <http://dx.doi.org/10.1002/tcr.201300036>
  • Kamachi Hiroaki, Tanaka Keisuke, Yanagita Ryo C., Murakami Akira, Murakami Kazuma, Tokuda Harukuni, Suzuki Nobutaka, Nakagawa Yu, Irie Kazuhiro: Structure–activity studies on the side chain of a simplified analog of aplysiatoxin (aplog-1) with anti-proliferative activity. Bioorganic & Medicinal Chemistry 2013, 21, 2695. <http://dx.doi.org/10.1016/j.bmc.2013.03.013>
  • Yanagita Ryo C., Kamachi Hiroaki, Kikumori Masayuki, Tokuda Harukuni, Suzuki Nobutaka, Suenaga Kiyotake, Nagai Hiroshi, Irie Kazuhiro: Effects of the methoxy group in the side chain of debromoaplysiatoxin on its tumor-promoting and anti-proliferative activities. Bioorganic & Medicinal Chemistry Letters 2013, 23, 4319. <http://dx.doi.org/10.1016/j.bmcl.2013.05.096>
  • Hanaki Yusuke, Kikumori Masayuki, Ueno Sayo, Tokuda Harukuni, Suzuki Nobutaka, Irie Kazuhiro: Structure–activity studies at position 27 of aplog-1, a simplified analog of debromoaplysiatoxin with anti-proliferative activity. Tetrahedron 2013, 69, 7636. <http://dx.doi.org/10.1016/j.tet.2013.02.008>
  • Irie Kazuhiro, Kikumori Masayuki, Kamachi Hiroaki, Tanaka Keisuke, Murakami Akira, Yanagita Ryo C., Tokuda Harukuni, Suzuki Nobutaka, Nagai Hiroshi, Suenaga Kiyotake, et al. et al.: ChemInform Abstract: Synthesis and Structure-Activity Studies of Simplified Analogues of Aplysiatoxin with Antiproliferative Activity Like Bryostatin-1. ChemInform 2012, 43, no. <http://dx.doi.org/10.1002/chin.201244245>
  • Kikumori Masayuki, Yanagita Ryo C., Tokuda Harukuni, Suzuki Nobutaka, Nagai Hiroshi, Suenaga Kiyotake, Irie Kazuhiro: Structure–Activity Studies on the Spiroketal Moiety of a Simplified Analogue of Debromoaplysiatoxin with Antiproliferative Activity. J. Med. Chem. 2012, 55, 5614. <http://dx.doi.org/10.1021/jm300566h>