Journal
JOURNAL OF NATURAL PRODUCTS
Volume 71, Issue 9, Pages 1544-1550Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np800110e
Keywords
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Funding
- the National Cancer Institute [CA52955]
- the International Cooperative Biodiversity Groups Program [1UO1 TW 006634-01]
- FOGARTY INTERNATIONAL CENTER [U01TW006634] Funding Source: NIH RePORTER
- NATIONAL CANCER INSTITUTE [U01CA052955, U19CA052955] Funding Source: NIH RePORTER
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Parallel chemical and phylogenetic investigation of a marine cyanobacterium from Panama led to the isolation of two new PKS-NRPS-derived compounds, viridamides A and B. Their structures were determined by NMR and mass spectroscopic methods, and the absolute configurations assigned by Marfey's method and chiral HPLC analysis. In addition to six standard, N-methylated amino and hydroxy acids, these metabolites contained the structurally novel 5-methoxydec-9-ynoic acid moiety and an unusual proline methyl ester terminus. Morphologically, this cyanobacterium was identified as Oscillatoria nigro-viridis, and its 16S rDNA sequence is reported here for the first time. Phylogenetic analysis of these sequence data has identified O. nigro-viridis strain OSC3L to be closely related to two other marine cyanobacterial genera, Trichodesmium and Blennothrix. Viridamide A showed antitrypanosomal activity with an IC50 of 1.1 mu M and antileishmanial activity with an IC50 of 1.5 mu M.
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