Bisabolane xanthorrhizol

Four anti-tumor bisabolane sesquiterpenes, a-curcumene (224), ar-turmerone (225), P-atlantone (226) and xanthorrhizol (227), were isolated from the rhizomes of C. xanthorrhiza and 224 was reported to be the most active compound [170]. On further examination of the rhizomes, four additional bisabolanes, bisacurone (228), biscumol (229), bisacurol (230) and curlone (231) were obtained [171]. The absolute stereostructures of compounds 228-231 were determined by spectroscopy methods, chemical conversions and the CD exciton chirality method for allylic alcohols [171]. In more work by the same group, four related sesquiterpenes, bisacurone epoxide (232), bisacurone A (233), bisacurone B (234) and bisacurone C (235) were isolated from the same extract and their stereostructures were... 

Fuganti, C. and Serra, S. (2000) Baker s yeast-mediated enantiosdective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (-l-)-xanthorrhizol, (—)-curcuquinone and (+)-curcuhydroquinone. J. CiKm. Soc. Perkin Trans. I, 3758-3764. 

Montiel, L.E., Zepeda, L.G., and Tamariz, J. (2010) Efficient total synthesis of racemic bisabolane sesquiterpenes curcuphenol and xanthorrhizol starting from substituted acetophenones. Hdv. Chem. Acta, 93,1261-1273. 

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