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Di- and Triterpenoids from the Leaves of Casearia balansae and Neurite Outgrowth Promoting Effects of PC12 Cells

Xu, Jing, Kang, Jing, Sun, Xiaocong, Cao, Xiangrong, Rena, Kasimu, Lee, Dongho, Ren, Quanhui, Li, Shen, Ohizumi, Yasushi, Guo, Yuanqiang
Journal of natural products 2016 v.79 no.1 pp. 170-179
Casearia, X-ray diffraction, circular dichroism spectroscopy, diterpenoids, leaves, median effective concentration, neurites, nuclear magnetic resonance spectroscopy, purification methods, spectral analysis, triterpenoids
A bioassay-guided phytochemical investigation of the leaves of Casearia balansae led to the isolation of six new cucurbitane-type triterpenoid derivatives (balanterpenes A–F, 1–6) and four new clerdoane-type diterpenoids (balanterpenes G–J, 7–10). The structures of 1–10 were established on the basis of extensive analysis of NMR spectroscopic data, X-ray crystallography, and experimental and calculated electronic circular dichroism spectra. Compound 1 features a ring-expanded triterpenoid skeleton with the C-19 methyl involved in the ring formation, compound 6 possesses a rare hexanortriterpenoid scaffold, and compounds 7–10 may be four new diterpenoid artifacts presumably formed during the extraction and purification processes. Compounds 3 and 7–10 showed promoting effects on neurite outgrowth of PC12 cells with EC₅₀ values in the range 2.9–10.0 μM.