Lodopyridone, a structurally unprecedented alkaloid from a marine actinomycete.
Chemical examination of the secondary metabolites of a marine Saccharomonospora sp., isolated from marine sediments collected at the mouth of the La Jolla Submarine Canyon, yielded the unprecedented alkaloid lodopyridone (1). The low proton-to-carbon ratio of 1 precluded structure elucidation by NMR spectroscopic methods, thus the structure was defined by X-ray crystallography. Lodopyridone is cytotoxic to HCT-116 human colon cancer cells with IC(50) = 3.6 microM.
Maloney
Katherine N
KN
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, California 92093-0204, USA.
Macmillan
John B
JB
Kauffman
Christopher A
CA
Jensen
Paul R
PR
Dipasquale
Antonio G
AG
Rheingold
Arnold L
AL
Fenical
William
W
D039903:Actinobacteria / Q000737:chemistry*; D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D045325:HCT116 Cells; D006801:Humans; D008386:Marine Biology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular
D000470:Alkaloids; D000970:Antineoplastic Agents; C546479:lodopyridone