np8b00993_si_001.pdf (6.82 MB)
Download fileIridal-Type Triterpenoids with a Cyclopentane Unit from the Rhizomes of Belamcanda chinensis
journal contribution
posted on 2019-06-27, 00:00 authored by Jiayuan Li, Gang Ni, Yanfei Liu, Zhenpeng Mai, Renzhong Wang, Dequan YuTen new iridal-type triterpenoid
derivatives, polycycloiridals
K–T (1–10), with a cyclopentane
moiety originating from the cyclization of the homofarnesyl side chain
were isolated from the rhizomes of Belamcanda chinensis. Their structures were established by spectroscopic data, a single-crystal
X-ray diffraction analysis, TDDFT quantum mechanical calculations,
and chemical derivatization. Compounds 2 and 10 exhibited 33.4% and 32.9% inhibitory activities, respectively, against
PTP1b (protein tyrosine phosphatase) at a concentration of 10 μM.
A putative biosynthetic pathway is proposed.
History
Usage metrics
Read the peer-reviewed publication
Categories
Keywords
Belamcanda chinensisiridal-type triterpenoid derivativescalculationderivatizationCompoundpathwayquantumCyclopentanemoietyRhizomebiosyntheticTriterpenoidcyclizationconcentration10 μ Mrhizomesingle-crystal X-ray diffraction analysiscyclopentanespectroscopicTDDFT1bdatapolycycloiridalIridal-Typechemicalprotein tyrosine phosphatasePTPhomofarnesyl side chain