NEW QUINOLONE-BASED COMPOUNDS: SYNTHESIS, CRYSTAL STRUCTURES AND BIOLOGICAL ACTIVITIES

YOUSSEF KANDRI RODI(1*), YASSIR FILALI BABA(1), JOEL T. MAGUE(2), MARWA CHRAIBI(3), KAWTAR FIKRI BENBRAHIM(3), FOUAD OUAZZANI CHAHDI(1), YOUNES OUZIDAN(1), EL MOKHTAR ESSASSI(4)

1. Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco
2. Tulane University, Department of Chemistry, New Orleans, LA 70118, USA
3. Sidi Mohamed Ben Abdellah University, Faculty of Science and Technology Saïss, Laboratory of Microbial Biotechnology, Fez, Morocco
4 Mohammed V University, Faculty of Sciences, Competence Center Pharmacochemistry, Research Center of Drug Sciences, Laboratory of Heterocyclic Organic Chemistry, URAC 21, Av Ibn Battouta, BP 1014 Rabat, Morocco
*Corresponding author: youssef_kandri_rodi@yahoo.fr

Abstract

A new quinoline-based compounds have been synthesized from 2-oxo-1,2-dihydroquinoline-4-carboxylic acid (2) and involved in alkylation reactions using phase transfer catalysis conditions. The esterification and protection of the carboxylic acid function of (2) have been also studied. The structures of the prepared compounds have been determined by spectroscopic methods: IR, 1H NMR, 13C NMR and the structure of compound 4 was confirmed by single crystal X-ray diffraction. The antioxidant activity of these compounds was evaluated using DPPH, FRAP and β-carotene bleaching techniques. Their antimicrobial activity was evaluated against E. coli, S. aureus, B. subtilis, B. cereus and Salmonella typhi using a microplate protocol.

Keywords

alkylation antioxidant and anti-bacterial activities quinolone X-ray diffraction
Full article (PDF)