Cyclic Colisporifungin and Linear Cavinafungins, Antifungal Lipopeptides Isolated from Colispora cavincola

Colisporifungin (1), a cyclic depsilipopeptide structurally related to the aselacins, and cavinafungins A and B, two linear peptides, were isolated from liquid culture broths of the hitherto unstudied fungus Colispora cavincola using a Candida albicans whole-cell assay as well as a bioassay to detec...

Full description

Saved in:
Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2015-03, Vol.78 (3), p.468-475
Main Authors: Ortíz-López, Francisco Javier, Monteiro, Maria Cândida, González-Menéndez, Víctor, Tormo, José R, Genilloud, Olga, Bills, Gerald F, Vicente, Francisca, Zhang, Chaowei, Roemer, Terry, Singh, Sheo B, Reyes, Fernando
Format: Article
Language:English
Subjects:
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Ascomycota - chemistry
Aspergillus fumigatus
Aspergillus fumigatus - drug effects
Candida - drug effects
Candida albicans
Candida albicans - drug effects
Echinocandins - chemistry
Echinocandins - isolation & purification
Echinocandins - pharmacology
Lipopeptides - chemistry
Lipopeptides - isolation & purification
Lipopeptides - pharmacology
Microbial Sensitivity Tests
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Colisporifungin (1), a cyclic depsilipopeptide structurally related to the aselacins, and cavinafungins A and B, two linear peptides, were isolated from liquid culture broths of the hitherto unstudied fungus Colispora cavincola using a Candida albicans whole-cell assay as well as a bioassay to detect compounds potentiating the antifungal activity of caspofungin. The structural elucidation, including the absolute configuration of the new molecules, was accomplished using a combination of spectroscopic and chemical techniques, including 1D and 2D NMR, HRMS, and Marfey’s analysis. The cyclic peptide colisporifungin displayed a strong potentiation of the growth inhibitory effect of caspofungin against Aspergillus fumigatus and, to a lesser extent, against Candida albicans. The linear peptides displayed broad-spectrum antifungal activities inhibiting growth of Candida species (MIC values 0.5–4 μg/mL) as well as A. fumigatus with a prominent inhibition of 8 μg/mL.
ISSN:0163-3864
1520-6025
DOI:10.1021/np500854j