Synthesis of derivatives of methyl rosmarinate and their inhibitory activities against matrix metalloproteinase-1 (MMP-1)

A series of MMP-1 inhibitors have been identified based upon a methyl rosmarinate scaffold using structure-based drug design methods. The best compound in the series showed an IC50 value of 0.4 μM. A docking study was conducted for compound (S)-10n in order to investigate its binding interactions with MMP-1. The structure–activity relationships (SAR) were also briefly discussed. Useful SAR was established which provides important guidelines for the design of future generations of potent inhibitors against MMP-1.

Graphical abstractSeveral MMP-1 inhibitors have been identified using structure-based drug design methods. The best compound in the series showed an IC50 value of 0.4 μM.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► A series of methyl rosmarinate analogs were synthesized. ► The compounds were tested for their inhibitory activities against MMP-1. ► The structure–activity relationships of compounds have been discussed.