Abstract

Chemical investigation of chloroform extract of Flacourtia rukam Zoll. & Moritzi stems led to the isolation of one new compound namely rukamtenol together with four known compounds, viz., chaulmooric acid, flacourtin, 3,4,5-trimethoxyphenyl β-D-glucopyranoside, and daucosterol. Their structures and relative stereochemistry have been determined by 1D and 2D NMR analysis, high resolution mass spectroscopy, and compared with those in literatures. Rukamtenol represented the first 2-oxaspiro[4.4]non-8-en-3-one in nature. The relative configuration of rukamtinol was defined using DFT-NMR chemical shift calculations and subsequent DP4 probability method. Rukamtenol, flacourtin, and 3,4,5-trimethoxyphenyl β-D-glucopyranoside were tested for cytotoxic activity toward three MDA-MB-231, HepG2, and RD cancer cell lines. However, they failed to reveal any activity (IC₅₀ > 100 μM) on these cell lines.

摘要

Flacourtia rukam Zoll氯仿提取物的​​化学研究。& Moritzi 茎导致分离出一种新化合物，即 rukamtenol 以及四种已知化合物，即 chaulmooric 酸、flacourtin、3,4,5-三甲氧基苯基β -D-吡喃葡萄糖苷和 daucosterol。它们的结构和相对立体化学已经通过一维和二维核磁共振分析、高分辨率质谱确定，并与文献中的比较。Rukamtenol 代表了自然界中第一个 2-oxaspiro[4.4]non-8-en-3-one。使用 DFT-NMR 化学位移计算和随后的 DP4 概率方法定义了卢卡姆丁醇的相对构型。Rukamtenol、flacourtin 和 3,4,5-三甲氧基苯基β测试了 -D-吡喃葡萄糖苷对三种 MDA-MB-231、HepG2 和 RD 癌细胞系的细胞毒活性。然而，他们未能揭示这些细胞系的任何活性（IC ₅₀  > 100 μM）。