Journal
JOURNAL OF NATURAL PRODUCTS
Volume 77, Issue 3, Pages 625-630Publisher
AMER CHEMICAL SOC
DOI: 10.1021/np400891s
Keywords
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Funding
- NSF [CHE0741968]
- NIH [S10RR025636, AI039987, AI100776]
- Ruth L. Kirschstein National Research Service Award NIH/NCI [T32 CA009523]
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Two new peptides, stylissamides G and H, were isolated from extracts of a sample of Stylissa caribica collected in deep waters of the Caribbean Sea. A single sample of S. caribica among a collection of 10 samples that were examined by LC-MS appeared to be a different chemotype from the others in that it lacked the familiar pyrrole-2-aminoimidazole alkaloids, stevensine and oroidin, and contained peptides of the stylissamide class. The structures of the title compounds were solved by integrated analysis of the MS and NMR spectra and chemical degradation. The solution conformation of stylissamide G was briefly examined by electronic circular dichroism and temperature-dependent H-1 NMR chemical shifts of amide NH signals, which supported a conformationally rigid macrocycle.
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