Absolute stereochemistry of amphidinolide E.
The absolute configurations at eight chiral centers in amphidinolide E (1), a cytotoxic 19-membered macrolide isolated from a marine dinoflagellate Amphidinium sp., were determined to be 2R, 7R, 8R, 13S, 16S, 17R, 18R, and 19R on the basis of detailed analysis of NMR data and by chemical means.
Kubota
Takaaki
T
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Tsuda
Masashi
M
Kobayashi
Jun'ichi
J
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D001688:Biological Products / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D002384:Catalysis; D004141:Dinoflagellida / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013237:Stereoisomerism; D000097442:Amphidinolides
D000970:Antineoplastic Agents; D001688:Biological Products; D019086:Bridged Bicyclo Compounds, Heterocyclic; D004952:Esters; D018942:Macrolides; C452448:amphidinolide E; D000097442:Amphidinolides