Document Detail


2-methoxylated fatty acids in marine sponges: defense mechanism against mycobacteria?
MedLine Citation:
PMID:  15588025     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
A series of saturated 2-methoxylated FA having even-numbered chains with 8-14 carbons were synthesized, and their spectroscopic data are presented for the first time. The 2-methoxylated C10-C14 acids were prepared from the corresponding 2-hydroxylated FA, whereas the 2-methoxyoctanoic acid was synthesized starting with heptaldehyde. All of the methoxylated FA displayed some degree of inhibition (between 2 and 99%) of Mycobacterium tuberculosis H(37)Rv at 6.25 microg/mL. The most inhibitory FA was 2-methoxydecanoic acid, with a minimum inhibitory concentration of 200-239 microM against M. tuberculosis H(37)Rv as determined by both the microplate Alamar Blue assay and the green fluorescent protein microplate assay. These results are discussed in terms of the possible role of the 2-methoxylated FA as antimicrobial lipids produced either by marine sponges, or the associated marine symbiotic bacteria, as a defense mechanism in a highly competitive environment.
Authors:
Néstor M Carballeira; Heidyleen Cruz; Cecil D Kwong; Baojie Wan; Scott Franzblau
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Lipids     Volume:  39     ISSN:  0024-4201     ISO Abbreviation:  Lipids     Publication Date:  2004 Jul 
Date Detail:
Created Date:  2004-12-13     Completed Date:  2005-07-05     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0060450     Medline TA:  Lipids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  675-80     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of Puerto Rico, San Juan, Puerto Rico. ncarball@upracd.upr.clu.edu
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MeSH Terms
Descriptor/Qualifier:
Animals
Anti-Bacterial Agents / chemistry*,  metabolism
Fatty Acids / chemistry*,  metabolism
Molecular Structure
Mycobacterium tuberculosis / metabolism*
Porifera / chemistry*,  microbiology*
Grant Support
ID/Acronym/Agency:
S06GM08102/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Anti-Bacterial Agents; 0/Fatty Acids

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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