Massetolides A-H, antimycobacterial cyclic depsipeptides produced by two pseudomonads isolated from marine habitats.
Massetolides A-H (1-8), novel cyclic depsipeptides, and the known compound viscosin (9) have been isolated from cultures of two Pseudomonas sp. isolated from a marine alga and a marine tube worm, respectively. Massetolide A (1) and viscosin (9) exhibit in vitro antimicrobial activity against Mycobacterium tuberculosis and Mycobacterium avium-intracellulare. Precursor-directed biosynthesis has been used to generate unnatural massetolides 11-13 incorporating nonprotein amino acids.
Gerard
J
J
Department of Chemistry, University of British Columbia, Vancouver, Canada.
Lloyd
R
R
Barsby
T
T
Haden
P
P
Kelly
M T
MT
Andersen
R J
RJ
D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects*; D015269:Mycobacterium avium Complex / Q000187:drug effects; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010456:Peptides, Cyclic / Q000096:biosynthesis / Q000302:isolation & purification* / Q000494:pharmacology; D011549:Pseudomonas / Q000187:drug effects; D000461:Rhodophyta / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000900:Anti-Bacterial Agents; D010456:Peptides, Cyclic