7-Epi-30-Methyloscillatoxin D From an Okinawan Cyanobacterium Okeania hirsuta

Author:

Kanda Nao1,Zhang Bo-Tao1,Shinjo Akihisa1,Kamiya Mitsunobu1,Nagai Hiroshi1ORCID,Uchida Hajime2,Araki Yusuke3,Nishikawa Toshio3,Satake Masayuki4

Affiliation:

1. Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo, Japan

2. Fisheries Technology Institute, Japan Fisheries Research and Education Agency, Yokohama, Japan

3. Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Aichi, Japan

4. Department of Chemistry, The University of Tokyo, Tokyo, Japan

Abstract

Some aplysiatoxin-related compounds have been isolated from an Okinawan cyanobacterium Okeania hirsuta. The structure of a natural product isolated as 30-methyloscillatoxin D (1a) from this cyanobacterium in our previous report was re-investigated and revised to be a 7-epimer of 30-methyloscillatoxin D (4a) using precise NMR analysis. The synthesis of O-Me-7- epi-30-methyloscillatoxin D (4b) led to confirmation of the stereochemistry of 4a. This is the first report of a 7- epi-type aplysiatoxin-related compound from a natural source.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

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