Belamide A, a new antimitotic tetrapeptide from a Panamanian marine cyanobacterium

Belamide A, a new antimitotic tetrapeptide from a Panamanian marine cyanobacterium

The isolation and structure elucidation of belamide A from the marine cyanobacterium Symploca sp. is described. Belamide A is a highly methylated linear tetrapeptide with structural analogy to the important linear peptides dolastatins 10 and 15. Disruption of the microtubule network in A-10 cells wa...

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Bibliographic Details
Published in:Tetrahedron letters Vol. 47; no. 20; pp. 3387 - 3390
Main Authors: Simmons, T. Luke, McPhail, Kerry L., Ortega-Barría, Eduardo, Mooberry, Susan L., Gerwick, William H.
Format: Journal Article
Language:English
Published: Elsevier Ltd 15-05-2006
Subjects:
Dolastatins
Linear peptide
Marine natural products
Symploca sp
Linear peptide
Marine natural products
Symploca sp
Dolastatins
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Summary:The isolation and structure elucidation of belamide A from the marine cyanobacterium Symploca sp. is described. Belamide A is a highly methylated linear tetrapeptide with structural analogy to the important linear peptides dolastatins 10 and 15. Disruption of the microtubule network in A-10 cells was observed at 20 μM and displayed classic tubulin destabilizing antimitotic characteristics. The moderate cytotoxicity of belamide A (IC 50 0.74 μM vs HCT-116 colon cancer line) provides new insights into structure–activity relationships for this drug class.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.03.082