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Updated: May 14, 2026

Detection of Functional Matrix Metalloproteinases by Zymography
Published on: November 8, 2010
Synthesis and structure-activity relationship analysis of caffeic acid amides as selective matrix metalloproteinase
Zhi-Hao Shi1, Nian-Guang Li, Qian-Ping Shi
1Jiangsu Key Laboratory for High Technology Research of TCM Formulae, Nanjing University of Chinese Medicine, Nanjing, Jiangsu 210046, China.
Abstract:
Four series of acid amides were synthesized, and through measurement using a fluorogenic substrate assay with human recombinant MMP-1, MMP-2 and MMP-9, compound 3f showed considerable inhibitory activities against MMP-2, MMP-9 and the best selectivity over MMP-1. Preliminary structure-activity relationship analysis indicated that caffeic acid amides with electron-donating groups at para-position of amino phenyl group showed better inhibitory activities and selectivity than those with electron-withdrawing groups, and the presence of adjacent dihydroxy in the caffeoyl group was very important for the MMP-2 and MMP-9 inhibitory activities.
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