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来自竹叶兰块茎的抗肿瘤联苄衍生物

[Antitumoral bibenzyl derivatives from tuber of Arundina graminifolia].

作者信息

Liu Meifeng, Lv Haoran, Ding Yi

机构信息

School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, China.

出版信息

Zhongguo Zhong Yao Za Zhi. 2012 Jan;37(1):66-70.

Abstract

OBJECTIVE

To isolate the bibenzyl derivatives from the tuber of Arundina graminifolia and evaluate the anti-tumor activity of these compounds in vitro.

METHOD

The constituents have been extracted by 95% alcohol and then isolated by column chromatography on silica gel and Sephedax LH-20. The structures were determined by UV, IR, NMR and MS spectral analysis.

RESULT

Six constituents have been isolated, and their structures have been established as 2,7-dihydroxy-1-(p-hydroxylbenzyl)-4-methoxy-9, 10-dihydrophenanthrene (1), 4,7-dihydroxy-1- (p-hydroxylbenzyl)-2-methoxy-9,10-dihydrophenanthrene (2), 3, 3'-dihydroxy-5-methoxybibenzyl (3), (2E) -2- propenoic acid-3-(4-hydroxy-3-methoxyphenyl) -tetracosyl ester (4), (2E) -2-propenoic acid-3- (4-hydroxy-3- methoxyphenyl) -pentacosyl ester (5) and pentadecyl acid (6), respectively.

CONCLUSION

All compounds except for 3 were isolated from the tuber of A. graminifolia for the first time. Compound 3 with bibenzyl ring opening exhibits stronger anti-tumor activity than that of compounds 1 and 2 with bibenzyl ring closing.

摘要

目的

从竹叶兰块茎中分离联苄衍生物,并体外评价这些化合物的抗肿瘤活性。

方法

用95%乙醇提取其成分,然后通过硅胶柱色谱和Sephedax LH - 20进行分离。通过紫外、红外、核磁共振和质谱光谱分析确定结构。

结果

分离得到6个成分,其结构分别鉴定为2,7 - 二羟基 - 1 - (对羟基苄基) - 4 - 甲氧基 - 9,10 - 二氢菲(1)、4,7 - 二羟基 - 1 - (对羟基苄基) - 2 - 甲氧基 - 9,10 - 二氢菲(2)、3,3'-二羟基 - 5 - 甲氧基联苄(3)、(2E) - 2 - 丙烯酸 - 3 - (4 - 羟基 - 3 - 甲氧基苯基) - 二十四烷基酯(4)、(2E) - 2 - 丙烯酸 - 3 - (4 - 羟基 - 3 - 甲氧基苯基) - 二十五烷基酯(5)和十五烷酸(6)。

结论

除3外,所有化合物均首次从竹叶兰块茎中分离得到。具有联苄开环结构的化合物3比具有联苄闭环结构的化合物1和2表现出更强的抗肿瘤活性。

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