Medicinal Chemistry and Drug Design

Biography

Biography: Osarumwense Peter Osarodion

Abstract

Introduction: The  rapid a d appearance  of  antibiotic  resistant  strains t ns today  and m nd misuse  of  antibiotics  and  more  Quinazolinone  ring sy ng system  was  rewarded  as a s a promising m ng molecule  because  of  its br s broad  spectrum  of  biological  activities  like  anti-histaminic, a , anticancer [2,3],  anti-HIV  [4],  anti-inflammatory,[5]analgesic,  [6]  anti-diabetic  [7],  anti-bacterial  [8],   antifungal  [9],  anti-oxidant  [10], a , anti-tubercular  [11],  anti-convulsant[12].

Objectives:  These  objectives  of  this st s study w udy was  to e o eliminate  the  current  challenges   by syn   by synthesizing  these  novel antibacterial   quinazolinone  derivatives  with a h a  high a gh antibacterial   potential. Methods: The condensation of 2-amino-methyl-3,4-dimethoxybenzoate with acetic anhydride yielded the cyclic compound 2-methyl-5-substituted-1,3-benzo-oxazine-4-one which further produced a  novel  2,3-disubstituted quinazolin-4 ones via  the reaction with hydrazine hydrate. The compounds synthesized were unequivocally confirmed by means of Infrared,  Nuclear Magnetic Resonance (1H and 13C),  Gas chromatography-mass spectrophotometer and elemental  analysis. The  synthesized  compounds w pounds were  screened  against  various st ous strains of  microorganism; Staphylococcus  aureus,  Bacillus spe s species,   Escherichia  coli,  Klebsiella pne a pneumonia,  Serratia  marcescens, and candida al da albicans. Results: Compounds 1 a pounds 1 a pounds 1 and 2 show nd 2 show nd 2 showed  significant  activity a y against   Staphylococcus  aureusand Se usand Serratia marcescenswith MI h MIC  ranging f ng from  6 – 12 m  6 – 12 m  6 – 12 m  6  12 mg/mL. Discussion: Compound 1 displayed a  singlet signal  at: δ 3.78 attributed to methoxyl  group and singlet at δ 3.68 which was due to methyl  group. Also,  1H NMR spectrum of compound 2 showed a  characteristic signal  at δ 2.56 (singlet) corresponding  to methyl  group and duplet at: δ 3.90 for methoxy group. For the IR spectra, Compound 1 was characterized by absence of v NH2and presence of v C-O stretch in 1101cm-1 region of the compound. Compound 2 showed the highest antibacterial  activity at 16 mm compared to compound 1 and Ciprofloxicin  (CPX)  for  bacteria,  Ketonaxol  (PEF). The compounds synthesized had a  higher activity than Ciprofloxicin  (CPX)  for  bacteria,  Ketonaxol  (PEF)  for  fungus,  a  standard antibacterial  drug.

Conclusion: Compound 2 had a  higher antibacterial  activity than Compound 1. The compounds synthesized had a  higher activity than Ciprofloxicin  (CPX)  for  bacteria,  Ketonaxol  (PEF)  for  fungus,  a  standard antibacterial drug.

Keywords:  Antibacterial  activity, Q y, Quinazoline-4(3H)-One,   6-methoxyl  2-methyl  4H–benzo[d]  [1,3]–oxazine– 4–One,  N ,  Nucleophile,  Synthesis,  3,  3-Amino  6- no  6-methoxyl   -2-Methyl