Three new steroidal alkaloids from the bark of Holarrhena antidysenterica

Phytochemistry
1988.0

Abstract

Three new steroidal alkaloids, namely regholarrhenine A, B, and C, isolated from the stem bark of Holarrhena antidysenterica collected at flowering stage are described. Structural studies on the basis of 1H NMR, 13C NMR, ORD, CD and mass spectral and chemical evidences show that the first two alkaloids lack the C-3 amino function in the conenine structure but possess a dienone system in ring A. In addition, both contain a hydroxy group at C- 11 but differ in the nature of the nitrogen in the heterocyclic ring (tertiary and secondary amino group, respectively). Regholarrhenine C is the partially demethylated enamine analogue of conessine where both the heterocyclic and C-3 nitrogens are secondary amines. © 1988.

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