Microcionamides A and B, bioactive peptides from the philippine sponge Clathria (Thalysias) abietina |
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Authors: | Davis Rohan A Mangalindan Gina C Bojo Zenaida P Antemano Rowena R Rodriguez Nell O Concepcion Gisela P Samson Shiela C de Guzman Dennis Cruz Lourdes J Tasdemir Deniz Harper Mary Kay Feng Xidong Carter Guy T Ireland Chris M |
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Affiliation: | Department of Medicinal Chemistry, University of Utah, Salt Lake City, Utah 84112, USA. |
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Abstract: | Microcionamides A (1) and B (2) have been isolated from the Philippine marine sponge Clathria (Thalysias) abietina. These new linear peptides are cyclized via a cystine moiety and have their C-terminus blocked by a 2-phenylethylenamine group. Their total structures, including absolute stereochemistry, were determined by a combination of spectral and chemical methods. Compound 1 was shown to slowly isomerize about the C-36/C-37 double bond when stored in DMSO. Microcionamides A (1) and B (2) exhibited significant cytotoxicity against the human breast tumor cells lines MCF-7 and SKBR-3 and displayed inhibitory activity against Mycobacterium tuberculosis H(37)Ra. |
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