Document Detail


Sagittamides A and B. Polyacetoxy long-chain acyl amino acids from a didemnid ascidian.
MedLine Citation:
PMID:  15901189     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[structure: see text]. An unidentified tunicate from Pohnpei, Micronesia, yielded sagittamides A and B-compounds comprising a long-chain C26 dicarboxylic acid that acylates terminal L-valine and L-ornithine groups. The structures, which contain an unprecedented internal O-hexacetyl-1,2,3,4,5,6-hexaol moiety, were determined by combined spectroscopic analysis including mass spectrometry and 1D and 2D NMR and chemical degradation. The partial absolute stereochemistry of the new compounds was addressed by Marfey's analysis.
Authors:
Sarah C Lievens; Tadeusz F Molinski
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Organic letters     Volume:  7     ISSN:  1523-7060     ISO Abbreviation:  Org. Lett.     Publication Date:  2005 May 
Date Detail:
Created Date:  2005-05-19     Completed Date:  2006-02-27     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2281-4     Citation Subset:  IM    
Affiliation:
Department of Chemistry, University of California, Davis, California 95616, USA.
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MeSH Terms
Descriptor/Qualifier:
Animals
Drug Screening Assays, Antitumor
Humans
Inhibitory Concentration 50
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Ornithine / analogs & derivatives*,  chemical synthesis,  pharmacology
Stereoisomerism
Urochordata / chemistry*
Valine / analogs & derivatives*,  chemical synthesis,  pharmacology
Grant Support
ID/Acronym/Agency:
CA 85602/CA/NCI NIH HHS; NIH RR11973/RR/NCRR NIH HHS
Chemical
Reg. No./Substance:
0/sagittamide A; 0/sagittamide B; 7004-03-7/Valine; 7006-33-9/Ornithine

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


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