ABSTRACT
Two new sesquiterpenes, 1S*, 4R*, 5S*, 6R*, 7S*, 10S*-1(5), 6(7)-diepoxy-4-guaiol (1) and 1S*, 4S*, 5S*, 10R*-4,10-guaianediol (2) have been isolated from the ethyl acetate soluble portion of the soft coral Sinularia sp., and their stereostructure were determined by spectroscopic methods and by X-ray single crystal analysis. Both compounds showed antioxidant and cytotoxic activities.
Subject(s)
Anthozoa/chemistry , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacology , Animals , Antineoplastic Agents/chemistry , Antineoplastic Agents/isolation & purification , Antineoplastic Agents/pharmacology , Antioxidants/chemistry , Antioxidants/isolation & purification , Antioxidants/pharmacology , Drug Screening Assays, Antitumor , HT29 Cells , Humans , Mice , Molecular Conformation , Nuclear Magnetic Resonance, Biomolecular , Sesquiterpenes/chemistry , Spectrometry, Mass, Electrospray Ionization , Spectrometry, Mass, Fast Atom Bombardment , Spectrophotometry, InfraredABSTRACT
[structure: see text] A new hemiketal steroid, named cladiellin A (1), was first isolated from the soft coral Cladiella sp. Its structure was determined by spectroscopic methods and X-ray analysis. Compound 1 easily converted to 1a when NMR spectra were measured in CDCl(3) solution and quickly changed to 1b when pyridine was used. The structures of dehydrated products 1a and 1b were determined by spectroscopic analysis. Bioassay showed that all these three compounds showed antioxidant activity.
