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

  • YOUSSEF KANDRI RODI
    Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco
  • YASSIR FILALI BABA
    Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco
  • JOEL T. MAGUE
    Sidi Mohamed Ben Abdellah University, Faculty of Science and Technology Saïss, Laboratory of Microbial Biotechnology, Fez, Morocco
  • MARWA CHRAIBI
    Sidi Mohamed Ben Abdellah University, Faculty of Science and Technology Saïss, Laboratory of Microbial Biotechnology, Fez, Morocco
  • KAWTAR FIKRI BENBRAHIM
    Sidi Mohamed Ben Abdellah University, Faculty of Science and Technology Saïss, Laboratory of Microbial Biotechnology, Fez, Morocco
  • FOUAD OUAZZANI CHAHD
    Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco
  • YOUNES OUZIDAN
    Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco
  • EL MOKHTAR ESSASSI
    Sidi Mohamed Ben Abdallah University, Faculty of Science and Technology, Laboratory of Applied Organic Chemistry, BP 2202 Fez, Morocco

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.

Cuvinte cheie

alkylation antioxidant and anti-bacterial activities quinolone X-ray diffraction