title: Click chemistry: studies on the synthesis of novel fluorous tagged triazol-4-yl substituted quinazoline derivatives and their biological evaluation--theoretical and experimental validation.
abstract: The formation of N- and O-propargylated quinazoline derivatives 2, 3 from quinazol-4-ones 1 was theoretically predicted by optimizations at B3LYP/6-31G* level, analysed kinetically and thermodynamically. Theoretical predictions are validated by experiment to observe the trends and found deviation. Thus, compound 1 was propargylated in basic media to obtain compound 2 and 3 in definite proportions. Each compound was further subjected to [3+2] cycloaddition using perfluoroalkyl azides through Click reaction under Sharpless conditions, and obtained a series of novel perfluoroalkyl-1H,1,2,3-triazol-4-yl substituted quinazolines 4, 5, and 6. All the compounds were screened for antimicrobial activity and identified potential compounds.
authors.affiliation: Medicinal Chemistry Research Division, University College of Pharmaceutical Sciences, Kakatiya University, Warangal, India.
authors.forename: P
authors.initials: P
authors.lastname: Mani Chandrika
authors.forename: T
authors.initials: T
authors.lastname: Yakaiah
authors.forename: G
authors.initials: G
authors.lastname: Gayatri
authors.forename: K
authors.initials: K
authors.lastname: Pranay Kumar
authors.forename: B
authors.initials: B
authors.lastname: Narsaiah
authors.forename: U S N
authors.initials: US
authors.lastname: Murthy
authors.forename: A
authors.initials: A
authors.lastname: Raghu Ram Rao
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D005658:Fungi / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D008968:Molecular Conformation; D011799:Quinazolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D015203:Reproducibility of Results; D013816:Thermodynamics; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000890:Anti-Infective Agents; D011799:Quinazolines; D014230:Triazoles