title: Synthesis, antibacterial and QSAR evaluation of 5-oxo and 5-thio derivatives of 1,4-disubstituted tetrazoles.
abstract: A series of 1,4-disubstituted tetrazol-5-ones 3a, 5, 7, 12, 13 and 1,4-disubstituted tetrazol-5-thiones 3b, 9, 10 was synthesized and fully characterized by IR, MS, (1)H NMR and (13)C NMR. The series was evaluated for in vitro antibacterial activity against four Gram negative (Escherichia coli, Proteus mirabilis, Klebsiella pneumonia, and Pseudomonas aeruginosa) and three Gram positive (Staphylococcus aureus, Enterococcus faecalis, and Bacillus subtilis) bacteria. The zone of inhibition was measured using the well-diffusion assay, and in vitro minimum inhibitory concentration (MIC) was determined by microbroth dilution assay. MIC values indicate that compounds exhibited a varied range (0.2-37 μg/mL) of antibacterial activity against the tested bacterial strains. Statistically significant QSAR models were developed by the simple linear regression analysis for the correlation of MIC with computed descriptors. The concluded cross validated regression factors are 0.953 and 0.986 for E. coli, and S. aureus, respectively.
authors.affiliation: Chemistry Department, Faculty of Science, Islamic University of Gaza, PO Box 108, Gaza Strip, Palestine.
authors.forename: Rami Y
authors.initials: RY
authors.lastname: Morjan
authors.affiliation: Chemistry Department, Faculty of Science, Al-Azhar University, PO Box 1277, Gaza, Palestine.
authors.forename: Nisreen H
authors.initials: NH
authors.lastname: Al-Attar
authors.affiliation: Chemistry Department, Faculty of Science, Al-Azhar University, PO Box 1277, Gaza, Palestine.
authors.forename: Omar S
authors.initials: OS
authors.lastname: Abu-Teim
authors.affiliation: UMET, UMR CNRS N°8207, Université Lille 1-Sciences et Technologies, 59655 Villeneuve d'Ascq Cedex, France.
authors.forename: Maschke
authors.initials: M
authors.lastname: Ulrich
authors.affiliation: Chemistry Department, Faculty of Science, Islamic University of Gaza, PO Box 108, Gaza Strip, Palestine.
authors.forename: Adel M
authors.initials: AM
authors.lastname: Awadallah
authors.affiliation: Chemistry Department, Faculty of Applied Science, Alaqsa University, PO Box 4051, Gaza, Palestine.
authors.forename: Ahmed M
authors.initials: AM
authors.lastname: Mkadmh
authors.affiliation: Medical Laboratory Sciences Department, Faculty of Health Science, Islamic University of Gaza, PO Box 108, Gaza Strip, Palestine.
authors.forename: Abdelrauof A
authors.initials: AA
authors.lastname: Elmanama
authors.affiliation: School of Chemistry, The University of Manchester, Brunswick Street, Manchester M13 9PL, United Kingdom.
authors.forename: James
authors.initials: J
authors.lastname: Raftery
authors.affiliation: Chemistry Department, Faculty of Science, Islamic University of Gaza, PO Box 108, Gaza Strip, Palestine.
authors.forename: Fakhr M
authors.initials: FM
authors.lastname: Abu-Awwad
authors.affiliation: Chemistry Department, Faculty of Science, Islamic University of Gaza, PO Box 108, Gaza Strip, Palestine.
authors.forename: Zyad J
authors.initials: ZJ
authors.lastname: Yaseen
authors.affiliation: UMET, UMR CNRS N°8207, Université Lille 1-Sciences et Technologies, 59655 Villeneuve d'Ascq Cedex, France.
authors.forename: Ammar F
authors.initials: AF
authors.lastname: Elqidrea
authors.affiliation: Manchester Institute of Biotechnology, School of Chemistry and EPS, The University of Manchester, Manchester M1 7DN, United Kingdom. Electronic address: gardiner@manchester.ac.uk.
authors.forename: John M
authors.initials: JM
authors.lastname: Gardiner
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006094:Gram-Positive Bacteria / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D021281:Quantitative Structure-Activity Relationship; D013777:Tetrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
chemical_list: D000900:Anti-Bacterial Agents; D013777:Tetrazoles
keywords: Antibacterial; QSAR; Tetrazole; Tetrazolethiones; Tetrazolones