Premium
Synthesis, Antimicrobial Evaluation, and Docking Studies of Novel 4‐Substituted Quinazoline Derivatives as DNA‐Gyrase Inhibitors
Author(s) -
Boyapati Shireesha,
Kulandaivelu Umasankar,
Sangu Srinivas,
Vanga Malla Reddy
Publication year - 2010
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.201000065
Subject(s) - quinazoline , chemistry , dna gyrase , anthranilic acid , antimicrobial , docking (animal) , stereochemistry , combinatorial chemistry , antibacterial activity , molecule , biochemistry , organic chemistry , bacteria , escherichia coli , biology , medicine , genetics , nursing , gene
Quinazoline derivatives are reported to have anti‐inflammatory, analgesic, antibacterial, and anticancer activities. The incorporation of “OCH 2 CONH 2 ” (oxymethylcarbamide) at 4 th position of the quinazoline ring was found to influence the biological activities of the molecules. With this rationale, some new oxadiazolyl methyloxy quinazolines, pyrazolyl acetoxy methyl quinazolines, triazolylmethyloxy quinazolines were synthesized from anthranilic acid through quinazolyl oxyacetylhydrazide intermediates. All the compounds were characterized by IR, 1 H‐NMR, EI‐MS, and C, H, N analyses and evaluated for their antimicrobial activity. Docking studies on the DNA‐gyrase enzyme (1KZN) show their role in the antimicrobial activity of the molecules and explain the higher potency of compounds 6a , 6b , 8a , 8b based on ReRanking scores and binding poses of the molecules.