The structures of five new antifungal and hemolytic amphidinol analogs from Amphidinium carterae collected in New Zealand

Amphidinols, antifungal and hemolytic compounds, were isolated from the marine dinoflagellates Amphidinium spp. Their structures were characterized by a conjugated triene, two ether rings, and polyhydroxy groups. Five new amphidinol analogs, amphidinols 9, 10, 11, 12 and 13 were isolated together with amphidinol 2 (AM2), and amphidinol 4 (AM4) from the dinoflagellate, Amphidinium carterae collected in New Zealand. Their structures were elucidated by detailed analyses of MS and 2D NMR spectra. Amphidinol 9 was a regioisomer of AM3, and amphidinol 10 was dinorAM4. Amphidinol 11, 12 and 13 possess a sulfate ester at C1 of AM2, AM4, and AM9, respectively. Attachment of the sulfate ester markedly reduced their antifungal and hemolytic activities. (C) 2004 Elsevier B.V. All rights reserved.