Isolation and structure determination of obyanamide, a novel cytotoxic cyclic depsipeptide from the marine cyanobacterium Lyngbya confervoides.
Obyanamide (1) was isolated from a variety of the marine cyanobacterium Lyngbya confervoides collected in Saipan, Commonwealth of the Northern Mariana Islands. Gross structure elucidation of this novel cyclic depsipeptide relied on extensive application of 2D NMR techniques. The absolute stereochemistry was deduced by chiral chromatography of the hydrolysis products and comparison with authentic and synthetic standards. Obyanamide (1) was cytotoxic against KB cells with an IC(50) of 0.58 microg/mL.
Williams
Philip G
PG
Department of Chemistry, University of Hawaii at Manoa, Honolulu, Hawaii 96822, USA.
Yoshida
Wesley Y
WY
Moore
Richard E
RE
Paul
Valerie J
VJ
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002845:Chromatography; D000458:Cyanobacteria / Q000737:chemistry*; D047630:Depsipeptides; D006801:Humans; D006868:Hydrolysis; D020128:Inhibitory Concentration 50; D007624:KB Cells / Q000187:drug effects; D019344:Lactic Acid; D008849:Micronesia; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010456:Peptides, Cyclic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D014635:Valproic Acid / Q000138:chemical synthesis / Q000737:chemistry
C449752:3-aminopentanoic acid; D000970:Antineoplastic Agents; D047630:Depsipeptides; D010456:Peptides, Cyclic; C449753:obyanamide; D019344:Lactic Acid; D014635:Valproic Acid