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[凹缘吴茱萸茎叶的化学成分]

[Chemical constituents from stems and leaves of Clausena emarginata].

作者信息

Hu Shi, Guo Jia-Ming, Zhang Wen-Hao, Zhang Ming-Ming, Liu Yan-Ping, Fu Yan-Hui

机构信息

School of Pharmacy,Fujian University of Traditional Chinese Medicine Fuzhou 350122,China Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education,Hainan Normal University Haikou 571158,China Key Laboratory of Southern Medicinal Plants Resources of Haikou City,Hainan Normal University Haikou 571158,China.

Key Laboratory of Tropical Medicinal Plant Chemistry of Ministry of Education,Hainan Normal University Haikou 571158,China Key Laboratory of Southern Medicinal Plants Resources of Haikou City,Hainan Normal University Haikou 571158,China.

出版信息

Zhongguo Zhong Yao Za Zhi. 2019 May;44(10):2096-2101. doi: 10.19540/j.cnki.cjcmm.20190321.204.

Abstract

The chemical constituents from the stems and leaves of Clausena emarginata were separated and purified by column chromatographies on silica gel,ODS,Sephadex LH-20,and PR-HPLC. The structures of the isolated compounds were identified on the basis of physicochemical properties and spectroscopic analysis,as well as comparisons with the data reported in the literature. Sixteen compounds were isolated from the 90% ethanol extract of the stems and leaves of C. emarginata,which were identified as siamenol( 1),murrastanine A( 2),3-formyl-1,6-dimethoxycarbazole( 3),3-methoxymethylcarbazole( 4),3-methylcarbazole( 5),murrayafoline A( 6),3-formylcarbazole( 7),3-formyl-1-hydroxycarbazole( 8),3-formyl-6-methoxycarbazole( 9),murrayanine( 10),murrayacine( 11),girinimbine( 12),nordentatin( 13),chalepin( 14),8-hydroxy-6-methoxy-3-pentylisocoumarin( 15) and ethyl orsellinate( 16). Compounds 1-4,14-16 were isolated from C. emarginata for the first time. Among them,compounds 1,2,15 and 16 were isolated from the genus Clausena for the first time. All isolated compounds were evaluated for their cytotoxic activities against five human cancer cell lines: HL-60,SMMC-7721,A-549,MCF-7 and SW480 in vitro. Compounds 12 and 14 showed significant inhibitory effects against various human cancer cell lines with IC_(50) values comparable to those of doxorubicin.

摘要

通过硅胶柱色谱、ODS柱色谱、葡聚糖凝胶LH - 20柱色谱和制备型高效液相色谱对凹叶黄皮茎和叶的化学成分进行了分离和纯化。根据物理化学性质、光谱分析以及与文献报道数据的比较,鉴定了分离得到化合物的结构。从凹叶黄皮茎和叶的90%乙醇提取物中分离出16个化合物,分别鉴定为暹罗醇(1)、默拉斯他宁A(2)、3 - 甲酰基 - 1,6 - 二甲氧基咔唑(3)、3 - 甲氧基甲基咔唑(4)、3 - 甲基咔唑(5)、默里叶酸A(6)、3 - 甲酰基咔唑(7)、3 - 甲酰基 - 1 - 羟基咔唑(8)、3 - 甲酰基 - 6 - 甲氧基咔唑(9)、默里任碱(10)、默里新碱(11)、吉里任宾(12)、去甲丹叶大黄素(13)、查莱平(14)、8 - 羟基 - 6 - 甲氧基 - 3 - 戊基异香豆素(15)和苔色酸乙酯(16)。化合物1 - 4、14 - 16为首次从凹叶黄皮中分离得到。其中,化合物1、2、15和16为首次从黄皮属植物中分离得到。对所有分离得到的化合物进行了体外对5种人癌细胞系HL - 60、SMMC - 7721、A - 549、MCF - 7和SW480的细胞毒活性评价。化合物12和14对多种人癌细胞系显示出显著的抑制作用,其半数抑制浓度(IC_(50))值与阿霉素相当。

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