Massetolides A-H, antimycobacterial cyclic depsipeptides produced by two pseudomonads isolated from marine habitats

J Gerard; R Lloyd; T Barsby; P Haden; M T Kelly; R J Andersen

doi:10.1021/np9606456

Massetolides A-H, antimycobacterial cyclic depsipeptides produced by two pseudomonads isolated from marine habitats

J Nat Prod. 1997 Mar;60(3):223-9. doi: 10.1021/np9606456.

Authors

J Gerard¹, R Lloyd, T Barsby, P Haden, M T Kelly, R J Andersen

Affiliation

¹ Department of Chemistry, University of British Columbia, Vancouver, Canada.

PMID: 9157190
DOI: 10.1021/np9606456

Abstract

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.

MeSH terms

Anti-Bacterial Agents / isolation & purification*
Anti-Bacterial Agents / pharmacology
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Mycobacterium / drug effects*
Mycobacterium avium Complex / drug effects
Mycobacterium tuberculosis / drug effects
Peptides, Cyclic / biosynthesis
Peptides, Cyclic / isolation & purification*
Peptides, Cyclic / pharmacology
Pseudomonas / drug effects
Rhodophyta / chemistry*
Spectrometry, Mass, Fast Atom Bombardment

Substances

Anti-Bacterial Agents
Peptides, Cyclic