Triterpenoid alkaloid derivatives from Buxus rugulosa

Yu-Xin Yan,Yan Li,Jia Su,Jian-Chao Chen,Yun Sun,Lin Zhou,Ming-Hua Qiu

doi:10.1007/s13659-011-0010-z

Abstract

Four new triterpenoid alkaloid derivatives, buxrugulines A–D (1–4), together with four known ones (5–8), were isolated from the leaves and stems of Buxus rugulosa. The structures of compounds 1–4 were elucidated by NMR and MS spectroscopic analysis. All compounds were assayed for their cytotoxicities against HL-60, SMMC-7721, A549, MCF-7, and SW480 cells lines.

Highlights

Buxus rugulosa, belonging to the Buxus genus of the family Buxaceae, is a dwarf shrub growing in the rocky mountains in the northwest district of Yunnan Province
As part of this study, we have examined the stems and leaves of B. rugulosa, and isolated four new triterpenoid alkaloid derivatives, buxrugulines A–D [1,2,3,4], along with four known ones, N20-acetoxy-cyclovirobuxin D [5]12, (+)-16αacetoxybuxabenzamidienine [6]13,14, moenjodaramine [7]9,15,16, irehine [8]17
After column chromatography on C-18 gel column chromatography by aqueous MeOH (60%-90%), amino silica gel column with petroleum ether (PE)-EtOAc (10:1) and CHCl3-MeOH (50:1), further separated by Sephadex LH20 eluted with MeOH, FC (14 g) to afford 1 (11 mg), 4 (4 mg), 5 (6 mg), 7(28 mg), 8 (42 mg)

Summary

Introduction

Buxus rugulosa, belonging to the Buxus genus of the family Buxaceae, is a dwarf shrub growing in the rocky mountains in the northwest district of Yunnan Province. As part of this study, we have examined the stems and leaves of B. rugulosa, and isolated four new triterpenoid alkaloid derivatives, buxrugulines A–D [1,2,3,4], along with four known ones, N20-acetoxy-cyclovirobuxin D [5]12, (+)-16αacetoxybuxabenzamidienine [6]13,14, moenjodaramine [7]9,15,16, irehine [8]17. We report the isolation and structural elucidation of the new compounds, as well as cytotoxic activities of the isolates from B. rugulosa.

Results

Conclusion