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Versatile Routes to Marine Sponge Metabolites through Benzylidene Rhodanines

Kottakota, S.K; Benton, M; Evangelopoulos, D; Guzman, J.D; Bhakta, S; McHugh, T.D; Gray, M; Groundwater, P.W; Marrs, E.C.L; Perry, J.D; Harburn, J.J

Authors

S.K Kottakota

M Benton

D Evangelopoulos

J.D Guzman

S Bhakta

T.D McHugh

M Gray

P.W Groundwater

E.C.L Marrs

J.D Perry

J.J Harburn



Abstract

The first total synthesis of the marine natural products Psammaplin C and Tokaradine A is described. Benzylidene rhodanines were utilized as versatile intermediates toward the synthesis of seven brominated marine sponge metabolites through the optimization of protection group strategies. Spermatinamine demonstrated good inhibition of all cancer cell lines tested, in particular the leukemia K562 and colon cancer HT29 cell lines.

Citation

Kottakota, S., Benton, M., Evangelopoulos, D., Guzman, J., Bhakta, S., McHugh, T., …Harburn, J. (2012). Versatile Routes to Marine Sponge Metabolites through Benzylidene Rhodanines. Organic Letters, 14(24), 6310-6313. https://doi.org/10.1021/ol303057a

Journal Article Type Article
Publication Date Dec 1, 2012
Deposit Date Dec 21, 2012
Journal Organic Letters
Print ISSN 1523-7060
Electronic ISSN 1523-7052
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 14
Issue 24
Pages 6310-6313
DOI https://doi.org/10.1021/ol303057a

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