Document Detail


Palmyramide A, a cyclic depsipeptide from a Palmyra Atoll collection of the marine cyanobacterium Lyngbya majuscula.
MedLine Citation:
PMID:  19839606     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Bioassay-guided fractionation of the extract of a consortium of a marine cyanobacterium and a red alga (Rhodophyta) led to the discovery of a novel compound, palmyramide A, along with the known compounds curacin D and malyngamide C. The planar structure of palmyramide A was determined by one- and two-dimensional NMR studies and mass spectrometry. Palmyramide A is a cyclic depsipeptide that features an unusual arrangement of three amino acids and three hydroxy acids; one of the hydroxy acids is the rare 2,2-dimethyl-3-hydroxyhexanoic acid unit (Dmhha). The absolute configurations of the six residues were determined by Marfey's analysis, chiral HPLC analysis, and GC/MS analysis of the hydrolysate. Morphological and phylogenetic studies revealed the sample to be composed of a Lyngbya majuscula-Centroceras sp. association. MALDI-imaging analysis of the cultured L. majuscula indicated that it was the true producer of this new depsipeptide. Pure palmyramide A showed sodium channel blocking activity in neuro-2a cells and cytotoxic activity in H-460 human lung carcinoma cells.
Authors:
Masatoshi Taniguchi; Joshawna K Nunnery; Niclas Engene; Eduardo Esquenazi; Tara Byrum; Pieter C Dorrestein; William H Gerwick
Related Documents :
19458476 - Autophagy is required for extension of yeast chronological life span by rapamycin.
24764166 - Reversible click reactions with boronic acids to build supramolecular architectures in ...
23042836 - Characterization and comparison of methacrylic acid with 2-acrylamido-2-methyl-1-propan...
17067166 - Chrysosporide, a cyclic pentapeptide from a new zealand sample of the fungus sepedonium...
7153456 - Micro-analysis of amino acids.
3032266 - Inhibition of leukotriene formation in human leukocytes by halothane.
Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Journal of natural products     Volume:  73     ISSN:  1520-6025     ISO Abbreviation:  J. Nat. Prod.     Publication Date:  2010 Mar 
Date Detail:
Created Date:  2010-03-26     Completed Date:  2010-04-30     Revised Date:  2013-05-31    
Medline Journal Info:
Nlm Unique ID:  7906882     Medline TA:  J Nat Prod     Country:  United States    
Other Details:
Languages:  eng     Pagination:  393-8     Citation Subset:  IM    
Affiliation:
Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego, La Jolla, California 92093, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Chromatography, High Pressure Liquid
Cyanobacteria / chemistry*
Depsipeptides / chemistry,  isolation & purification*
Drug Screening Assays, Antitumor
Gas Chromatography-Mass Spectrometry
Humans
Marine Biology
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
Stereoisomerism
Grant Support
ID/Acronym/Agency:
R01 NS053398/NS/NINDS NIH HHS; R01 NS053398-09S1/NS/NINDS NIH HHS
Chemical
Reg. No./Substance:
0/Depsipeptides; 0/palmyramide A
Comments/Corrections

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


Previous Document:  Betulin-Derived Compounds as Inhibitors of Alphavirus Replication.
Next Document:  Fullerene Nanoparticles Selectively Enter Oxidation-Damaged Cerebral Microvessel Endothelial Cells a...