Daryamides A-C, weakly cytotoxic polyketides from a marine-derived actinomycete of the genus Streptomyces strain CNQ-085.
In the course of our continuing search for new antitumor-antibiotics from marine-derived actinomycete bacteria, four new cytotoxic compounds, designated as daryamides A (1), B (2), and C (3) and (2E,4E)-7-methylocta-2,4-dienoic acid amide (4), were isolated from the culture broth of a marine-derived Streptomyces strain CNQ-085. The structures of these new compounds were assigned by detailed interpretation of spectroscopic data. The relative configuration of 1 was determined by comprehensive NMR analysis, while the absolute configuration of 1 was determined as 4S,5R using the modified Mosher method. The daryamides show weak to moderate cytotoxic activity against the human colon carcinoma cell line HCT-116 and very weak antifungal activities against Candida albicans.
Asolkar
Ratnakar N
RN
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, La Jolla, CA 92093-0204, USA.
Jensen
Paul R
PR
Kauffman
Christopher A
CA
Fenical
William
W
D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002140:California; D002176:Candida albicans / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D016106:Methicillin Resistance / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011090:Polyenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D053284:Polyunsaturated Alkamides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013211:Staphylococcus aureus / Q000187:drug effects; D013302:Streptomyces / Q000737:chemistry*; D014407:Tumor Cells, Cultured
D000903:Antibiotics, Antineoplastic; D011090:Polyenes; D053284:Polyunsaturated Alkamides; C516402:daryamide A; C516404:daryamide B; C516403:daryamide C