Synthesis and Biological Evaluation of the 12,12-Dimethyl Derivative of Aplog-1, an Anti-Proliferative Analog of Tumor-Promoting Aplysiatoxin

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概要

• 論文の詳細を見る

• Aplog-1 is a unique analog of tumor-promoting aplysiatoxin that inhibits tumor-promotion by phorbol diesters and proliferation of tumor cells. While the structural features relevant to the biological activities of Aplog-1 remain to be identified, recent studies by us have suggested that local hydrophobicity around the spiroketal moiety of Aplog-1 is a crucial determinant of its anti-proliferative activity. This hypothesis led us to design 12,12-dimethyl-Aplog-1 (3), in which a hydrophobic geminal dimethyl group is installed proximal to the spiroketal moiety to improve biological potency. As expected, 3 was more effective than Aplog-1 in inhibiting cancer cell growth and binding to protein kinase Cδ, a putative receptor responsible for the biological response of Aplog-1. Moreover, an induction test on Epstein-Barr virus early antigen demonstrated 3 to be a better anti-tumor promoter than Aplog-1. These results indicate that 3 is a superior derivative of Aplog-1, and thus a more promising lead for anti-cancer drugs.

• 社団法人 日本農芸化学会の論文

著者

• MURAKAMI Akira

  Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University

• Nakamura Y

  Division Of Applied Life Sciences Graduate School Of Agriculture Kyoto University

• Nakagawa Y

  Graduate School Of Agriculture Kyoto University

• Nakagawa Yu

  Graduate School Of Agriculture Kyoto University

• Nakagawa Yasue

  Department Of Food Faculty Of Home Economics Jissen Women's University

• IRIE KAZUHIRO

  Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University

• NAKAGAWA Yu

  Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University

• Murakami Akira

  Division Of Food Science And Biotechnology Graduate School Of Agriculture Kyoto University

• Irie Kazuhiro

  Division Of Food Science And Biotechnology Graduate School Of Agriculture Kyoto University

• TOKUDA Harukuni

  Graduate School of Medical Science, Kanazawa University

• Tokuda Harukuni

  Graduate School Of Medical Science Kanazawa University

• KIKUMORI Masayuki

  Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University

• YANAGITA Ryo

  Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University

• NAGAI Hiroshi

  Tokyo University of Marine Science and Technology

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