Aureoverticillactam, a novel 22-atom macrocyclic lactam from the marine actinomycete Streptomyces aureoverticillatus.
During the course of our screening program designed to discover novel anticancer and anti-infective agents from marine microorganisms, a strain of Streptomyces aureoverticillatus (NPS001583) isolated from a marine sediment was found to produce a novel macrocyclic lactam with cytotoxicity against various tumor cell lines. Using extensive MS, UV, and NMR spectral analyses, the structure has been established as compound 1, aureoverticillactam, a 22-atom macrocyclic lactam incorporating both triene and tetraene conjugated olefins.
Mitchell
Scott S
SS
Nereus Pharmaceuticals, Inc., 10480 Wateridge Circle, San Diego, California 92121, USA.
Nicholson
Benjamin
B
Teisan
Sy
S
Lam
Kin S
KS
Potts
Barbara C M
BC
D039903:Actinobacteria / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D000617:Aminoglycosides / Q000737:chemistry; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D006801:Humans; D007769:Lactams / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018942:Macrolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011090:Polyenes / Q000737:chemistry; D013302:Streptomyces / Q000737:chemistry*; D014407:Tumor Cells, Cultured
D000475:Alkenes; D000617:Aminoglycosides; D000970:Antineoplastic Agents; D007769:Lactams; D018942:Macrolides; D011090:Polyenes; C491897:aureoverticillactam; C076081:BE 14106; C082785:vicenistatin; C031780:stubomycin