Revisiting the sponge sources, stereostructure, and biological activity of cyclocinamide a

J Nat Prod. 2008 Aug;71(8):1475-8. doi: 10.1021/np800230d. Epub 2008 Jul 1.

Abstract

The dramatic biogeographical variations in the secondary metabolites from Psammocinia aff. bulbosa have complicated our efforts to reisolate the two most cytotoxic of its metabolites, (+)-psymberin and (+)-cyclocinamide A. Reported now are the results of a new study that demonstrates our ability to repeatedly isolate these two compounds through targeted collection efforts. Additional study of the new sample of (+)-cyclocinamide A has enabled finalizing its biological activity and absolute stereochemistry as 4S, 7S, 11S, 14S.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology*
  • Porifera / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Peptides, Cyclic
  • cyclocinamide A