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印度鹊肾树(Streblus indicus (Bur.) Corner)树皮中的苯并呋喃糖苷和香豆素类化合物。

Benzofuran glycosides and coumarins from the bark of Streblus indicus (Bur.) Corner.

作者信息

He Ruijie, Zhang Yanjun, Wu Liangdeng, Nie Hui, Huang Yan, Liu Buming, Deng Shengping, Yang Ruiyun, Huang Shuai, Nong Zhijie, Li Jun, Chen Haiyan

机构信息

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmacy of Guangxi Normal University, Guilin, 541004, PR China; Guangxi Key Laboratory of Functional Phytochemicals Research and Utilization, Guangxi Institute of Botany, Guilin, 541006, PR China.

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, College of Chemistry and Pharmacy of Guangxi Normal University, Guilin, 541004, PR China.

出版信息

Phytochemistry. 2017 Jun;138:170-177. doi: 10.1016/j.phytochem.2017.01.011. Epub 2017 Mar 9.

Abstract

Two pairs of rare benzofuran glucoside epimers, indicuses A and B and indicuses C and D, three biogenetically related compounds indicuses E-G, and one coumarin indicus H, as well as 11 known compounds, were isolated from the bark of Streblus indicus (Bur.) Corner. The structures of indicuses A-H were elucidated by NMR and MS data, as well as by CD. (S)-Marmesinin exhibited moderate antimicrobial activity in vitro against Bacillus subtilis and Saccharomyces cerevisiae. 7,8-Dihydroxy-3-(3-methyl-2-butenyl) coumarin, umbelliferone, and scopoletin displayed strong cytotoxic activity in vitro against human bladder carcinoma cell line EJ. The structure-activity relationships indicate that hydroxylation at C-7 in the cytotoxic compounds is crucial to their activities.

摘要

从印度鹊肾树(Streblus indicus (Bur.) Corner)的树皮中分离出两对罕见的苯并呋喃葡萄糖苷差向异构体,即指标A和B以及指标C和D,三种生源相关的化合物指标E-G,一种香豆素指标H,以及11种已知化合物。通过核磁共振(NMR)和质谱(MS)数据以及圆二色光谱(CD)对指标A-H的结构进行了阐明。(S)-崖椒素在体外对枯草芽孢杆菌和酿酒酵母表现出中等抗菌活性。7,8-二羟基-3-(3-甲基-2-丁烯基)香豆素、伞形花内酯和东莨菪素在体外对人膀胱癌细胞系EJ表现出较强的细胞毒性活性。构效关系表明,细胞毒性化合物中C-7位的羟基化对其活性至关重要。

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