PHENYLBUTENOID DIMERS FROM THE RHIZOMES OF ZINGIBER CASSUMUNAR

Article abstract of DOI:10.1016/S0031-9422(00)94994-X

Two new phenylbutenoid dimers, (+/-)-trans-3-(2,4,5-trimethoxyphenyl)-4-<(E)-3,4-dimethoxystyryl>cyclohexene and cis-1,2-bis<(E)-3,4-dimethoxystyryl>cyclobutane, have been isolated from the fresh rhizomes of Zingiber cassumunar along with the two known phenylbutenoid dimers.Their structures were elucidated by spectroscopic and chemical methods.The stereochemistry of these cyclohexene compounds was clarified on the basis of 1H NMR data of their derivatives.The substituted positions for the 3,4-dimethoxystyryl groups of the cyclobutane compound were confirmed from a Cope rearrangement product in the pyrolysis of the cyclobutane, and the stereochemistry of the cyclobutane was confirmed by 1H NMR evidence.Key Word Index - Zingiber cassumunar; Zingiberaceae; rhizomes; phenylbutenoid; dimer.