Design, synthesis, and evaluation of novel 2-phenylpropionic acid derivatives as dual COX inhibitory-antibacterial agents

作者：Gencer Hulya Karaca; Cevik Ulviye Acar; Cavusoglu Betul Kaya; Saglik Begum Nurpelin; Levent Serkan; Atli Ozlem; Ilgin Sinem; Ozkay Yusuf; Kaplancikli Zafer Asim

来源：Journal of Enzyme Inhibition and Medicinal Chemistry, 2017, 32(1): 732-745.

DOI：10.1080/14756366.2017.1310726

• Phenylpropionic acid
• COX inhibition
• antibacterial
• dual effect
• docking

A series of 2-(4-substitutedmethylphenyl) propionic acid derivatives (6a-6m) were synthesized, characterized and evaluated for cyclooxygenase (COX) enzyme inhibitory and antimicrobial activity. Test compounds that exhibited good COX inhibition and antibacterial activity were further screened for their cytotoxicity and genotoxicity. Compounds 6h and 6l showed better COX-1 and COX-2 inhibition when compared to ibuprofen. Inhibition potency of these compounds against COX-2 was very close to that of nimesulide. The compounds 6d, 6h, 6l and 6m displayed promising antibacterial property when compared to chloramphenicol. However, the compound 6l was emerged as the best dual COX inhibitory-antibacterial agent in this study. The ADME prediction of the compounds revealed that they may have a good pharmacokinetic profile. Docking results of the compounds 6h and 6l with COX-1 (PDB ID: 1EQG) also exhibited a strong binding profile.

• 出版日期2017