Monoterpenoid indole alkaloids bearing an N4-Iridoid from Gelsemium elegans
Sheng Yin1, Xiu-Feng He, Yan Wu
1State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai, China.
Abstract:
Five new alkaloids, gelseganines A-D (1-4) and humantenine N(4)-oxide (5), were isolated from the stems and leaves of Gelsemium elegans. Compounds 1-4 represent a rare class of monoterpenoid indole alkaloids that bear an N(4)-iridoid unit. The structures of 1-5 were determined by spectroscopic analysis, single-crystal X-ray diffraction, and chemical correlation, and their absolute configurations were elucidated by CD analysis. A plausible biogenetic pathway for alkaloids 1-5 was also postulated.
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