Catechol-based matrix metalloproteinase inhibitors with additional antioxidative activity.
Tauro, M., Laghezza, A., Loiodice, F., Piemontese, L., Caradonna, A., Capelli, D., Montanari, R., Pochetti, G., Di Pizio, A., Agamennone, M., Campestre, C., Tortorella, P.(2016) J Enzyme Inhib Med Chem 31: 25-37
- PubMed: 27556138 
- DOI: https://doi.org/10.1080/14756366.2016.1217853
- Primary Citation of Related Structures:  
5H8X - PubMed Abstract: 
New catechol-containing chemical entities have been investigated as matrix metalloproteinase inhibitors as well as antioxidant molecules. The combination of the two properties could represent a useful feature due to the potential application in all the pathological processes characterized by increased proteolytic activity and radical oxygen species (ROS) production, such as inflammation and photoaging. A series of catechol-based molecules were synthesized and tested for both proteolytic and oxidative inhibitory activity, and the detailed binding mode was assessed by crystal structure determination of the complex between a catechol derivative and the matrix metalloproteinase-8. Surprisingly, X-ray structure reveals that the catechol oxygens do not coordinates the zinc atom.
Organizational Affiliation: 
a Department of Tumor Biology , H. Lee Moffitt Cancer Center and Research Institute , Tampa , FL , USA.