5 years ago

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

Structures of the Largest Amphidinol Homologues from the Dinoflagellate Amphidinium carterae and Structure–Activity Relationships
Michio Murata, Chang-Hoon Kim, Shoko Mori, Huiping Zhang, Fumiaki Hayashi, Raymond Malabed, Shinya Hanashima, Kimberly Cornelio, Jong-Soo Lee, Nobuaki Matsumori, Masayuki Satake, Jong Souk Kim
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.

Publisher URL: http://dx.doi.org/10.1021/acs.jnatprod.7b00345

DOI: 10.1021/acs.jnatprod.7b00345

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