Document Detail


Porpoisamides A and B, two novel epimeric cyclic depsipeptides from a Florida Keys collection of Lyngbya sp.
MedLine Citation:
PMID:  21705224     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
NMR-guided fractionation of a non-polar extract of a Florida Keys collection of Lyngbya sp. resulted in the isolation of two novel epimeric cyclic depsipeptides, porpoisamides A (1) and B (2). The planar structures of these compounds were determined using NMR spectroscopic techniques. The absolute configurations of amino and hydroxy acid subunits were assigned by enantioselective HPLC analysis. These compounds showed weak cytotoxicity towards HCT-116 colorectal carcinoma and U2OS osteosarcoma cells. The porpoisamides are a unique pair of cyclic depsipeptides that are epimeric at C-2 of the β-amino acid, 3-amino-2-methyloctanoic acid.
Authors:
Theresa Meickle; Sarath P Gunasekera; Yanxia Liu; Hendrik Luesch; Valerie J Paul
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural     Date:  2011-06-06
Journal Detail:
Title:  Bioorganic & medicinal chemistry     Volume:  19     ISSN:  1464-3391     ISO Abbreviation:  Bioorg. Med. Chem.     Publication Date:  2011 Nov 
Date Detail:
Created Date:  2011-10-31     Completed Date:  2012-05-22     Revised Date:  2014-09-08    
Medline Journal Info:
Nlm Unique ID:  9413298     Medline TA:  Bioorg Med Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  6576-80     Citation Subset:  IM    
Copyright Information:
Published by Elsevier Ltd.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids
Cell Line, Tumor
Cyanobacteria / chemistry*,  metabolism
Depsipeptides / biosynthesis,  chemistry*,  pharmacology
Drug Screening Assays, Antitumor
Florida
HCT116 Cells
Humans
Nuclear Magnetic Resonance, Biomolecular
Stereoisomerism
Grant Support
ID/Acronym/Agency:
P41 GM086210/GM/NIGMS NIH HHS; P41 GM086210-02/GM/NIGMS NIH HHS; P41 GM086210-03/GM/NIGMS NIH HHS; P41GM086210/GM/NIGMS NIH HHS
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Depsipeptides
Comments/Corrections

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