Amygdaloidins A-L, twelve new 13 α-OH jatrophane diterpenes from Euphorbia amygdaloides L.

Twelve new diterpenes, named annygdaloidins A-L (1-12), possessing a unique substitution pattern of the jatrophane skeleton, have been isolated from the wood spurge, Euphorbia amygdaloides L. (Euphorbiaceae). The chemical structures of amygdaloidins A-L have been established through a combination of extensive nuclear magnetic resonance and mass spectrometry methods. To deeper investigate the conformations adopted by such compounds in solution, we have carried out a molecular mechanic and dynamics calculation on amygdaloidin A and on the previously isolated euphodendroidin I. The data obtained gave further information on the endo- and exo-type conformations, the two main orientations of the jatrophane diterpenes. (c) 2005 Elsevier Ltd. All rights reserved.