KK Rajasekhar,1 ND Nizamuddin,1 Abdrrahman Shemsu Surur,2 Yenus Tadesse Mekonnen2
1Department of Pharmaceutical Chemistry, Sri Padmavathi School of Pharmacy, Tiruchanur, India; 2Department of Pharmaceutical Chemistry, School of Pharmacy, College of Medicine and Health Sciences, University of Gondar, Gondar, Ethiopia
Abstract: Quinazolinone derivatives, which are known for their versatile biological activities, have been reported to show significant antibacterial and antitubercular activities. Fourteen compounds that belong to either 2-methyl substituted quinazolinone or 2-phenyl substituted quinazolinones were synthesized. Compounds 5a–e and 8a–c showed a minimum inhibitory concentration value between 6.25 and 100 µg/mL against Mycobacterium tuberculosis. Compounds 5g and 8d, on the other hand, showed significant antibacterial activity against Staphylococcus albus and Streptococcus pyogenes. The use of amido, thioamido, imidamido, N,N-dimethyl guanidinyl, or N-pyridoyl substituents at 3-position of quinazolinone was found to increase antitubercular activity. A binding affinity prediction by autodock vina was higher for the 2-phenyl series, which may be due to increased hydrophobic interactions within the binding site of enoyl-acyl carrier protein reductase.
Keywords: quinazolinones, antitubercular activity, antibacterial activity, autodock vina
1Department of Pharmaceutical Chemistry, Sri Padmavathi School of Pharmacy, Tiruchanur, India; 2Department of Pharmaceutical Chemistry, School of Pharmacy, College of Medicine and Health Sciences, University of Gondar, Gondar, Ethiopia
Abstract: Quinazolinone derivatives, which are known for their versatile biological activities, have been reported to show significant antibacterial and antitubercular activities. Fourteen compounds that belong to either 2-methyl substituted quinazolinone or 2-phenyl substituted quinazolinones were synthesized. Compounds 5a–e and 8a–c showed a minimum inhibitory concentration value between 6.25 and 100 µg/mL against Mycobacterium tuberculosis. Compounds 5g and 8d, on the other hand, showed significant antibacterial activity against Staphylococcus albus and Streptococcus pyogenes. The use of amido, thioamido, imidamido, N,N-dimethyl guanidinyl, or N-pyridoyl substituents at 3-position of quinazolinone was found to increase antitubercular activity. A binding affinity prediction by autodock vina was higher for the 2-phenyl series, which may be due to increased hydrophobic interactions within the binding site of enoyl-acyl carrier protein reductase.
Keywords: quinazolinones, antitubercular activity, antibacterial activity, autodock vina