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来自缬草(Valeriana jatamansi Jones.)根部的环烯醚萜类化合物。

Iridoids from the roots of Valeriana jatamansi Jones.

作者信息

Wang Ru-Jing, Chen Hai-Mei, Yang Fan, Deng Yun, Ao Hui, Xie Xiao-Fang, Li Hong-Xiang, Zhang Hai, Cao Zhi-Xing, Zhu Li-Xia, Chen Yin, Peng Cheng, Tan Yu-Zhu

机构信息

State Key Laboratory Breeding Base of Systematic Research Development and Utilization of Chinese Medicine Resources, Sichuan Province and Ministry of Science and Technology, Chengdu, 611137, China; Pharmacy College, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

Pharmacy College, Chengdu University of Traditional Chinese Medicine, Chengdu, 611137, China.

出版信息

Phytochemistry. 2017 Sep;141:156-161. doi: 10.1016/j.phytochem.2017.05.010. Epub 2017 Jun 15.

Abstract

Five iridoids, named as chlorovaltrate P-T, together with six known analogues, (4β,8β)-8-methoxy-3-methoxy-10-methylene-2,9-dioxatricyclo[4.3.1.0]decan-4-ol, chlorovaltrate A, (1R,3R,5R,7S,8R,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine, 8-methoxy-4-acetoxy-3-chlormethyl-10-methylen-2,9-dioxa-tricyclo[4.3.1.0]decan, (1S,3R,5R,7S,8R,9S)-3,8-epoxy-1-O-ethyl-5-hydroxyvalechlorine, (1R,3R,5R,7S,8R,9S)-3,8-epoxy-1-O-methyl-5-hydroxyvalechlorine were isolated from the roots of Valeriana jatamansi (syn. Valeriana wallichii). Their structures were elucidated by extensive analysis of 1D, 2D NMR and HRESIMS spectroscopic. The absolute configuration of chlorovaltrate P-T were established by comparing their experimental and calculated electronic circular dichroism (ECD) spectra. 3,8-epoxy iridoids exhibited weak cytotoxicity against the lung adenocarcinoma (A 549) and gastric carcinoma cells (SGC 7901). Some also showed moderate neuroprotective effects against CoCl-induced neuronal cell death in PC12 cells.

摘要

从缬草(同义词:印度缬草)的根中分离出5种环烯醚萜类化合物,命名为氯缬草素P - T,以及6种已知类似物,即(4β,8β)-8-甲氧基-3-甲氧基-10-亚甲基-2,9-二氧杂三环[4.3.1.0]癸-4-醇、氯缬草素A、(1R,3R,5R,7S,8R,9S)-3,8-环氧-1 - O - 乙基-5-羟基缬草氯醛、8-甲氧基-4-乙酰氧基-3-氯甲基-10-亚甲基-2,9-二氧杂三环[4.3.1.0]癸烷、(1S,3R,5R,7S,8R,9S)-3,8-环氧-1 - O - 乙基-5-羟基缬草氯醛、(1R,3R,5R,7S,8R,9S)-3,8-环氧-1 - O - 甲基-5-羟基缬草氯醛。通过对一维、二维核磁共振和高分辨电喷雾电离质谱光谱进行广泛分析来阐明它们的结构。通过比较氯缬草素P - T的实验和计算电子圆二色光谱(ECD)确定其绝对构型。3,8-环氧环烯醚萜类化合物对肺腺癌(A549)和胃癌细胞(SGC 7901)表现出较弱的细胞毒性。其中一些对氯化钴诱导的PC12细胞神经元死亡也显示出适度的神经保护作用。

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