1. Structural assignment of poecillastrins B and C, macrolide lactams from the deep-water Caribbean sponge Poecillastra species.
- Author
-
Takada K, Choi BW, Rashid MA, Gamble WR, Cardellina JH 2nd, Van QN, Lloyd JR, McMahon JB, and Gustafson KR
- Subjects
- Animals, Antineoplastic Agents chemistry, Antineoplastic Agents pharmacology, Bahamas, Drug Screening Assays, Antitumor, Humans, Lactams chemistry, Lactams pharmacology, Macrolides chemistry, Macrolides pharmacology, Melanoma, Molecular Structure, Tumor Cells, Cultured, Antineoplastic Agents isolation & purification, Lactams isolation & purification, Macrolides isolation & purification, Porifera chemistry
- 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
- Full Text
- View/download PDF