title: Synthesis, characterization, X-ray crystal structure, DFT calculation and antibacterial activities of new vanadium(IV, V) complexes containing chelidamic acid and novel thiourea derivatives.
abstract: Three new thiourea ligands derived from the condensation of aroyl- and aryl-isothiocyanate derivatives with 2,6-diaminopyridine, named 1,1'-(pyridine-2,6-diyl)bis(3-(benzoyl)thiourea) (L1), 1,1'-(pyridine-2,6-diyl)bis(3-(2-chlorobenzoyl)thiourea) (L2) and 1,1'-(pyridine-2,6-diyl)bis(3-(4-chlorophenyl)thiourea) (L3), their oxido-vanadium(IV) complexes, namely [VO(L1('))(H2O)] (C1), [VO(L2('))(H2O)] (C2) and [VO(L3('))(H2O)] (C3), and also, dioxo-vanadium(V) complex containing 4-hydroxy-2,6-pyridine dicarboxylic acid (chelidamic acid, H2dipic-OH) and metformin (N,N-dimethylbiguanide, Met), named [H2Met][VO2(dipic-OH)]2·H2O (C4), were synthesized and characterized by elemental analysis, FTIR and (1)H NMR and UV-visible spectroscopies. Proposed structures for free thiourea ligands and their vanadium complexes were corroborated by applying geometry optimization and conformational analysis. Solid state structure of complex [H2Met][VO2(dipic-OH)]2·H2O (triclinic, Pī) was fully determined by single crystal X-ray diffraction analysis. In this complex, metformin is double protonated and acted as counter ion. The antibacterial properties of these compounds were investigated in vitro against standard Gram-positive and Gram-negative bacterial strains. The experiments showed that vanadium(IV) complexes had the superior antibacterial activities than novel thiourea derivatives and vanadium(V) complex against all Gram-positive and Gram-negative bacterial strains.
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Javad
authors.initials: J
authors.lastname: Farzanfar
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Khaled
authors.initials: K
authors.lastname: Ghasemi
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran. Electronic address: Ali@hamoon.usb.ac.ir.
authors.forename: Ali Reza
authors.initials: AR
authors.lastname: Rezvani
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Hojat Samareh
authors.initials: HS
authors.lastname: Delarami
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Ali
authors.initials: A
authors.lastname: Ebrahimi
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Hona
authors.initials: H
authors.lastname: Hosseinpoor
authors.affiliation: Department of Chemistry, University of Sistan and Baluchestan, Zahedan 98135-674, Iran.
authors.forename: Amir
authors.initials: A
authors.lastname: Eskandari
authors.affiliation: Faculty of Chemistry, University of Isfahan, Isfahan 81746-73441, Iran.
authors.forename: Hadi Amiri
authors.initials: HA
authors.lastname: Rudbari
authors.affiliation: Universita degli Studi di Messina, dip. Scienze Chimiche. Viale Ferdinando S. d'Alcontres, 98166 Messina, Italy.
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Bruno
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D056831:Coordination Complexes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011728:Pyridones / Q000737:chemistry*; D013890:Thiourea / Q000737:chemistry*; D014639:Vanadium / Q000737:chemistry*
chemical_list: D000900:Anti-Bacterial Agents; D056831:Coordination Complexes; D011728:Pyridones; D014639:Vanadium; C042436:chelidamic acid; D013890:Thiourea
keywords: 4-hydroxy-2,6-pyridine dicarboxylic acid; Antibacterial activity; N,N-dimethylbiguanide; Oxo-vanadium(IV, V) complex; Thiourea