1. Structural assignment of poecillastrins B and C, macrolide lactams from the deep-water Caribbean sponge Poecillastra species
- Author
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Mohammad A. Rashid, John H. Cardellina, Que N. Van, John R. Lloyd, Kentaro Takada, Kirk R. Gustafson, William R. Gamble, James B. McMahon, and Byoung W. Choi
- Subjects
Poecillastra ,Lactams ,Stereochemistry ,Bahamas ,Pharmaceutical Science ,Tumor cells ,Antineoplastic Agents ,Biology ,Analytical Chemistry ,Drug Discovery ,Tumor Cells, Cultured ,Animals ,Humans ,Melanoma ,Pharmacology ,Molecular Structure ,Organic Chemistry ,biology.organism_classification ,Nmr data ,Deep water ,Porifera ,Sponge ,Complementary and alternative medicine ,Yield (chemistry) ,Molecular Medicine ,Human melanoma ,Macrolides ,Drug Screening Assays, Antitumor ,Two-dimensional nuclear magnetic resonance spectroscopy - Abstract
Two new chondropsin-type macrolide lactams, poecillastrins B (1) and C (2), were isolated from aqueous extracts of the marine sponge Poecillastra sp. These trace metabolites were isolated in low yield (400-600 microg), and their structures were determined primarily by analysis of NMR data acquired using a cyrogenically cooled probe. High-quality 1D and 2D NMR data sets allowed complete assignment of the spectroscopic data and defined the new structures as 35-membered ring analogues of poecillastrin A (3). Compounds 1 and 2 showed potent cytotoxic activity against a human melanoma tumor cell line (LOX) with an IC50 value of less than 1 microg/mL.
- Published
- 2007