Document Detail


Glycolipids from sponges. Part 17. Clathrosides and isoclathrosides, unique glycolipids from the Caribbean sponge Agelas clathrodes.
MedLine Citation:
PMID:  16441072     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Two families of unique glycolipids, clathrosides A-C (2a-4a) and isoclathrosides A-C (5a-7a) were isolated from the Caribbean sponge Agelas clathrodes. Clathrosides and isoclathrosides are glycosides of a very-long-chain alcohol derived from fatty acids, a new class of glycolipids that appears to be characteristic of marine sponges. The six compounds differ in configuration and in the branching of alkyl chains. Stereostructures of the clathrosides were determined by NMR and CD spectroscopy, mass spectrometry, and chemical degradation. Location of the methyl branch on the proper alkyl chain required an exceptional 1-D TOCSY experiment, in which coherence was transferred through as many as 13 vicinal couplings.
Authors:
Valeria Costantino; Ernesto Fattorusso; Concetta Imperatore; Alfonso Mangoni
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Journal of natural products     Volume:  69     ISSN:  0163-3864     ISO Abbreviation:  J. Nat. Prod.     Publication Date:  2006 Jan 
Date Detail:
Created Date:  2006-01-30     Completed Date:  2006-03-16     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  7906882     Medline TA:  J Nat Prod     Country:  United States    
Other Details:
Languages:  eng     Pagination:  73-8     Citation Subset:  IM    
Affiliation:
Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, Via D. Montesano 49, 80131 Napoli, Italy.
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MeSH Terms
Descriptor/Qualifier:
Agelas / chemistry*
Animals
Caribbean Region
Circular Dichroism
Glycolipids / chemistry*,  isolation & purification*
Glycosides / chemistry*,  isolation & purification*
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Chemical
Reg. No./Substance:
0/Glycolipids; 0/Glycosides

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