Increasing the antibacterial activity of gallium(III) against Pseudomonas aeruginosa upon coordination to pyridine-derived thiosemicarbazones

被引:63
作者
da Silva, Jeferson G. [1 ]
Azzolini, Lucas S. [1 ]
Wardell, Solange M. S. V. [2 ]
Wardell, James L. [1 ]
Beraldo, Heloisa [1 ]
机构
[1] Univ Fed Minas Gerais, Dept Quim, BR-31270901 Belo Horizonte, MG, Brazil
[2] Fiocruz MS, Inst Tecnol Farmacos, Dept Sintese Organ, BR-21041250 Rio De Janeiro, Brazil
关键词
Thiosemicarbazones; Gallium(III) complexes; Antibacterial; Pseudomonas aeruginosa; IN-VITRO; SPECTRAL CHARACTERIZATION; COPPER(II) COMPLEXES; CRYSTAL-STRUCTURE;
D O I
10.1016/j.poly.2009.04.022
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction of N(4)-phenyl-2-formlylpyridine thiosemicarbazone (H2Fo4Ph), N(4)-phenyl-2-acetylpyridine thiosemicarbazone (H2Ac4Ph) and N(4)-phenyl-2-benzoylpyridine thiosemicarbazone (H2Bz4Ph) with gallium nitrate gave [Ga(H2Fo4Ph)(2)](NO3)(3) (1), [Ga(2Ac4Ph)(2)]NO3 (2) and [Ga(2Bz4Ph)(2)]NO3 (3). In all complexes coordination of the thiosemicarbazone via the N-py-N-S chelating system occurs. In I the thiosemicarbazone acts as a neutral ligand while in 2 and 3 the ligand is anionic. Upon Slow diffusion of 2 in DMSO [Ga(2Ac4Ph)(2)] NO3 center dot DMSO (2a) was formed. The crystal structure of 2a was determined. Upon coo coordination the antibacterial activity of both gallium and thiosemicarbazones against Pseudomonas aeruginosa significantly increases. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2301 / 2305
页数:5
相关论文
共 27 条
[1]  
[Anonymous], 2003, NCCLS Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically
[2]   Synthesis, structure, spectroscopic and in vitro antitumour studies of a novel gallium(III) complex with 2-acetylpyridine 4N-dimethylthiosemicarbazone [J].
Arion, VB ;
Jakupec, MA ;
Galanski, MS ;
Unfried, P ;
Keppler, BK .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2002, 91 (01) :298-305
[3]  
BENSTEIN L, 1998, PHARMACOL REV, V50, P665
[4]   The wide pharmacological versatility of semicarbazones, thiosemicarbazones and their metal complexes [J].
Beraldo, H ;
Gambino, D .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2004, 4 (01) :31-39
[5]   Spectral studies of semicarbazones derived from 3-and 4-formylpyridine and 3-and 4-acetylpyridine: crystal and molecular structure of 3-formylpyridine semicarbazone [J].
Beraldo, H ;
Nacif, WF ;
West, DX .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2001, 57 (09) :1847-1854
[6]  
Bermejo E, 1999, Z ANORG ALLG CHEM, V625, P961, DOI 10.1002/(SICI)1521-3749(199906)625:6<961::AID-ZAAC961>3.0.CO
[7]  
2-J
[8]  
Clinical and Laboratory Standards Institute, 2005, M100S15 CLSI
[9]   Gallium in cancer treatment [J].
Collery, P ;
Keppler, B ;
Madoulet, C ;
Desoize, B .
CRITICAL REVIEWS IN ONCOLOGY HEMATOLOGY, 2002, 42 (03) :283-296
[10]   Utility and synthetic uses of Mannich reaction: An efficient route for synthesis of thiadiazino-[1,3,5][3,2-a]benzimidazoles [J].
El-Wareth, A ;
Sarhan, AO ;
Abdel-Hafez, SH ;
El-Sherief, H ;
Aboel-Fadl, T .
SYNTHETIC COMMUNICATIONS, 2006, 36 (08) :987-996