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Tedanolide C: A Potent New 18-Membered-Ring Cytotoxic Macrolide Isolated from the Papua New Guinea Marine Sponge Ircinia sp

Authors :
Xidong Feng
Anita M. Orendt
Tim S. Bugni
Mary Kay Harper
Chris M. Ireland
Camille Chevallier
Source :
The Journal of Organic Chemistry. 71:2510-2513
Publication Year :
2006
Publisher :
American Chemical Society (ACS), 2006.

Abstract

Cytotoxicity-guided fractionation of the crude methanol extract of a marine sponge, Ircinia sp., yielded tedanolide C (1), a new 18-membered macrolide. The structure was solved by interpreting NMR and MS data, and the relative stereochemistry was determined from a combination of homo- and heteronuclear coupling constants in conjunction with molecular modeling. Compound 1 exhibited potent cytotoxicity against HCT-116 cells in vitro. Cell cycle analysis showed that treatment of cells with compound 1 arrested cells in the S-phase.

Details

ISSN :
15206904 and 00223263
Volume :
71
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....ee82ecf8f3782451aaab4d79cecb9eb9