L-苯丙氨酸二肽衍生物的合成及其抗肿瘤活性研究

胡磊, 陈小敏, 童洋, 王姗, 梁光义, 徐必学

中国药学杂志 ›› 2016, Vol. 51 ›› Issue (21) : 1831-1838.

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中国药学杂志 ›› 2016, Vol. 51 ›› Issue (21) : 1831-1838. DOI: 10.11669/cpj.2016.21.003
论著

L-苯丙氨酸二肽衍生物的合成及其抗肿瘤活性研究

  • 胡磊1,2, 陈小敏2, 童洋2,3, 王姗1, 梁光义2,3*, 徐必学2*
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Synthesis and Anti-tumor Activities of L-Phenylalanine Dipeptide Derivatives

  • HU Lei1,2, CHEN Xiao-min2, TONG Yang2,3, WANG Shan1, LIANG Guang-yi2,3*, XU Bi-xue2*
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摘要

目的 探索苯丙氨酸二肽的合成及对肿瘤细胞的抑制作用。方法L-苯丙氨酸、4-硝基-L-苯丙氨酸或L-酪氨酸为原料经酰化、缩合、亲核取代等反应,设计合成苯丙氨酸二肽衍生物,并用噻唑蓝(MTT)法评价了目标化合物对5种肿瘤细胞株的生长抑制活性。结果 合成了17个目标化合物,体外活性显示,部分化合物对白血病细胞株K562、HEL具有一定的抑制作用,衍生物3f、3q对K562细胞株及前列腺癌细胞株PC3有较好的抑制作用。结论 苯丙氨酸二肽衍生物对抑制白血病及前列腺肿瘤细胞具有较好的抑制作用,具有进一步研究的价值。

Abstract

OBJECTIVE To explore the synthesis of novel phenylalanine dipeptide derivatives and their inhibitory effects on tumor cells. METHODS Starting from L-phenylalanine or L-tyrosine, a series of derivatives were synthesized by reaction with chloroacetyl chloride, followed by condensation with L-phenylalaninol or L-phenylalanine methyl ester hydrochloride and nucleophilic substitution reaction with differently substituted phenol.The cell proliferation inhibiting activities of the derivatives were evaluated by thiazolyl blue tetrazolium bromide(MTT)method.RESULTS Some of the target compounds showed certain inhibitory effect for leukemia cell lines K562 and HEL in vitro.Furthermore, the derivatives 3f and 3q had preferably inhibitory effect on K562 cell line prostate cancer PC3 cells in vitro.CONCLUSION Phenylalanine dipeptide derivatives possess good effect on the leukemia and prostate cancer cells and are worth of further research.

关键词

苯丙氨酸二肽 / 衍生物 / 合成 / 抗肿瘤活性

Key words

phenylalanine dipeptide / derivatives / synthesis / anti-tumor activity

引用本文

导出引用
胡磊, 陈小敏, 童洋, 王姗, 梁光义, 徐必学. L-苯丙氨酸二肽衍生物的合成及其抗肿瘤活性研究[J]. 中国药学杂志, 2016, 51(21): 1831-1838 https://doi.org/10.11669/cpj.2016.21.003
HU Lei, CHEN Xiao-min, TONG Yang, WANG Shan, LIANG Guang-yi, XU Bi-xue. Synthesis and Anti-tumor Activities of L-Phenylalanine Dipeptide Derivatives[J]. Chinese Pharmaceutical Journal, 2016, 51(21): 1831-1838 https://doi.org/10.11669/cpj.2016.21.003
中图分类号: R914   

参考文献

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基金

贵州省留学人员科技活动项目 [黔人项目资助合同(2014)7号];中国科学院“西部之光”人才计划项目(2014);贵州大学研究生创新基金资助项目(研农2015021)
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