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Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure–Activity Relationships

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journal contribution
posted on 09.11.2017 by Masayuki Satake, Kimberly Cornelio, Shinya Hanashima, Raymond Malabed, Michio Murata, Nobuaki Matsumori, Huiping Zhang, Fumiaki Hayashi, Shoko Mori, Jong Souk Kim, Chang-Hoon Kim, Jong-Soo Lee
Amphidinols are polyketide metabolites produced by marine dinoflagellates and are chiefly composed of a long linear chain with polyol groups and polyolefins. Two new homologues, amphidinols 20 (AM20, 1) and 21 (AM21, 2), were isolated from Amphidinium carterae collected in Korea. Their structures were elucidated by detailed NMR analyses as amphidinol 6-type compounds with remarkably long polyol chains. Amphidinol 21 (2) has the longest linear structure among the amphidinol homologues reported so far. The congeners, particularly amphidinol 21 (2), showed weaker activity in hemolysis and antifungal assays compared to known amphidinols.