Design, Synthesis and Biological Evaluation of Ferulic Acid Amides as Selective Matrix Metalloproteinase Inhibitors

Title:Design, Synthesis and Biological Evaluation of Ferulic Acid Amides as Selective Matrix Metalloproteinase Inhibitors

Volume: 9 Issue: 7

Author(s): Zhi-Hao Shi, Nian-Guang Li, Qian-Ping Shi, Hao-Tang, Yu-Ping Tang, Wei-Li, Lian-Yin, Jian-Ping Yang and Jin-Ao Duan

Affiliation:

Keywords: Design, ferulic acid, inhibitor, metrix metalloproteinase, structure-activity relationship, tumor.

Abstract: A series of ferulic acid amides with extended P1' groups were synthesized and tested for their inhibitory activities on matrix metalloproteinase (MMP)-1, MMP-2, and MMP-9. Preliminary structure–activity relationship analysis and docking studies indicated that ferulic acid amides with electron-donating groups at the amino phenyl ring showed better inhibitory activities and selectivity than those with electron-withdrawing groups. Compound 3e, which had a hydroxyl group at meta-position of amino phenyl ring, showed considerable inhibitory activities against MMP-2, MMP-9 and best selectivity over MMP-1. The findings of this study would provide information for the exploitation and utilization of ferulic acid as MMP inhibitor for metastatic tumor treatment.

Cite this article as:

Shi Zhi-Hao, Li Nian-Guang, Shi Qian-Ping, Hao-Tang , Tang Yu-Ping, Wei-Li , Lian-Yin , Yang Jian-Ping and Duan Jin-Ao, Design, Synthesis and Biological Evaluation of Ferulic Acid Amides as Selective Matrix Metalloproteinase Inhibitors, Medicinal Chemistry 2013; 9 (7) . https://dx.doi.org/10.2174/1573406411309070008