New polyhydroxylated spirostanol sapogenin (1) and saponin (2) were isolated from the leaves of Cestrum sendtenerianum (Solanaceae). Their structures were determined to be spirosta-5,25(27)-diene-1β,2α,3β,12β-tetrol (1) and spirosta-5,25(27)-diene-1β,2α,3β,12β-tetrol 3-O-β-D-galactopyranoside (2), respectively, on the basis of spectroscopic analysis, including two-dimensional NMR techniques, and the result of hydrolytic cleavage.
Solanaceae, spirostanol saponin, Cestrum sendtenerianum, spirostanol sapogenin
Publication DOI: 10.1248/cpb.47.582Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1, Horinouchi, Hachioji, Tokyo, 192-0392, Japan, Centro de Sanidade Animal, Instituto Biologico, Av. Conselheiro Aves, 1252, CEP 04014-002, São Paulo, SP, Brazil, Instituto de Quimica, Universidade de São Paulo, Av. Prof. Lineu Prestes, 748, CEP 05508-900, São Paulo, SP, Brazil
Methods: 13C NMR, 1H NMR, IR, HPLC, optical rotation measurement, COSY, HOHAHA, HR-FAB-MS, HCl hydrolysis