Monoterpenoid indole alkaloids bearing an N4-Iridoid from Gelsemium elegans.
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.
Yin
Sheng
S
State 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.
He
Xiu-Feng
XF
Wu
Yan
Y
Yue
Jian-Min
JM
D002942:Circular Dichroism; D031450:Gelsemium / Q000737:chemistry*; D039823:Iridoids / Q000737:chemistry* / Q000302:isolation & purification; D015394:Molecular Structure; D018515:Plant Leaves / Q000737:chemistry; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D046948:Secologanin Tryptamine Alkaloids / Q000737:chemistry* / Q000302:isolation & purification
D039823:Iridoids; D046948:Secologanin Tryptamine Alkaloids