Design, Synthesis and Biological Evaluation of Caffeic Acid Amides as Selective MMP-2 and MMP-9 Inhibitors

被引:12
作者
Shi, Zhi-Hao [1 ,3 ]
Li, Nian-Guang [1 ,2 ]
Shi, Qian-Ping [1 ,2 ]
Tang, Hao [1 ]
Tang, Yu-Ping [1 ]
Li, Wei [1 ,2 ]
Yin, Lian [1 ]
Yang, Jian-Ping [1 ]
Duan, Jin-Ao [1 ]
机构
[1] Nanjing Univ Chinese Med, Jiangsu Key Lab High Technol Res TCM Formulae, Nanjing 210046, Jiangsu, Peoples R China
[2] Nanjing Univ Chinese Med, Dept Med Chem, Nanjing 210046, Jiangsu, Peoples R China
[3] China Pharmaceut Univ, Dept Organ Chem, Nanjing 211198, Jiangsu, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
metrix metalloproteinase; caffeic acid; tumor; structure-activity relationship; MATRIX-METALLOPROTEINASE INHIBITOR; PHENETHYL ESTER; INTERSTITIAL COLLAGENASE; CATALYTIC DOMAIN; METASTASIS; CLEAVAGE; EXTRACT; DISEASE; ANALOGS; CANCER;
D O I
10.1002/ddr.21038
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Strategy, Management and Health Policy Preclinical Research A series of caffeic acid amides with extended P1' groups were synthesized and tested for their inhibitory activities on matrix metalloproteinase (MMP)-1, MMP-2, and MMP-9. Compound 3f showed considerable inhibitory activities against MMP-2, MMP-9, and best selectivity over MMP-1. Preliminary structureactivity relationship analysis and docking studies indicated that caffeic acid amides with electron-donating groups at p-position of amino phenyl group showed better inhibitory activities and selectivity than those with electron-withdrawing groups. The findings of this study would provide information for the exploitation and utilization of caffeic acid as MMP inhibitor for metastatic tumor treatment.
引用
收藏
页码:343 / 351
页数:9
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