Amphidinolides H2-H5, G2, and G3, new cytotoxic 26- and 27-membered macrolides from dinoflagellate Amphidinium sp.
Six new macrolides, amphidinolides H2 (5), H3 (6), H4 (7), H5 (8), G2 (9), and G3 (10), have been isolated from a marine dinoflagellate Amphidinium sp. (strain Y-42). Cytotoxicity of five derivatives (11-15) of amphidinolide H (1) in addition to 10 amphidinolides (1-10) containing amphidinolides H (1), G (2), B (3), and D (4) was examined, and it was found that the presence of an allyl epoxide, an S-cis-diene moiety, and the ketone at C-20 was important for the cytotoxicity of amphidinolide H (1)-type macrolides.
Kobayashi
Jun'ichi
J
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan. jkobay@pharm.hokudai.ac.jp
Shimbo
Kazutaka
K
Sato
Masaaki
M
Tsuda
Masashi
M
D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D004141:Dinoflagellida / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007564:Japan; D007624:KB Cells / Q000187:drug effects; D007938:Leukemia; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008387:Marine Toxins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects; D000097442:Amphidinolides
D018942:Macrolides; D008387:Marine Toxins; C414664:amphidinolide H; D000097442:Amphidinolides