Amanicadol, a pimarane-type diterpene from Phlomis amanica Vierch.


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Yalcin F. N., Ersoz T., Bedir E., Donmez A. A., Stavri M., Zloh M., ...More

ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, vol.61, no.11, pp.1433-1436, 2006 (SCI-Expanded) identifier identifier

Abstract

Fractionation of the methanol extract of Phlomis amanica resulted in the isolation of a new pimarane type diterpene, amanicadol (1), together with the known glycosides lamiide, verbascoside (= acteoside), syringaresinol-4-O-beta-glucoside, liriodendrin, syringin, and a caffeic acid ester, chlorogenic acid. The structure of the new compound was established on the basis of extensive 1D and 2D NMR spectroscopic data interpretation. Molecular modeling studies on 1 were conducted and showed that it exhibited low conformational flexibility. Additionally, NMR chemical shifts were calculated for 1 in vacuo, and calculated values were in very close agreement with those found experimentally.