Caldoramide, a Modified Pentapeptide from the Marine Cyanobacterium Caldora penicillata

J Nat Prod. 2016 Jul 22;79(7):1867-71. doi: 10.1021/acs.jnatprod.6b00203.

Sarath P Gunasekera ¹, Lorelie Imperial, Christiana Garst ¹, Ranjala Ratnayake, Long H Dang, Valerie J Paul ¹, Hendrik Luesch

Affiliations

Affiliation

1 Smithsonian Marine Station at Ft. Pierce , 701 Seaway Drive, Ft. Pierce, Florida 34949, United States.

PMID: 27380142 DOI: 10.1021/acs.jnatprod.6b00203

Abstract

The isolation, structure determination, and biological activities of a new linear pentapeptide, caldoramide (5), from the marine cyanobacterium Caldora penicillata from Florida are described. Caldoramide (5) has structural similarities to belamide A (4), dolastatin 10 (1), and dolastatin 15 (2). We profiled caldoramide against parental HCT116 colorectal Cancer cells and isogenic cells lacking oncogenic KRAS or hypoxia-inducible factors 1α (HIF-1α) and 2α (HIF-2α). Caldoramide (5) showed differential cytotoxicity for cells containing both oncogenic KRAS and HIF over the corresponding knockout cells. LCMS dereplication indicated the presence of caldoramide (5) in a subset of C. penicillata samples.

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