Zinc complexes of the antibacterial drug oxolinic acid: Structure and DNA-binding properties

Tarushi, Alketa; Psomas, George; Raptopoulou, Catherine P.; Kessissoglou, Dimitris P.

doi:10.1016/j.jinorgbio.2009.03.007

Cited by 132 publications

(115 citation statements)

References 79 publications

(87 reference statements)

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“…These values suggest a relatively strong binding of the complexes to CT DNA and are lower than the EB binding affinity for CT DNA, (K b = 1.23 ± 0.07 Â 10 5 M À1 bp À1 ), 46 suggesting that electrostatic and/or intercalative interaction may affect EB partial displacement. 33,34,46,47 The intrinsic binding constant (K b ) obtained for complex 3 (=4.94 ± 0.05 Â 10 4 M À1 ) is higher than the other two complexes indicating its stronger ability to bind to CT DNA. 38 …”

Section: Spectroscopic Study Of the Dna-bindingmentioning

confidence: 94%

“…A competitive ethidium bromide (EB) binding study has been undertaken with fluorescence spectroscopic titration 46,47,51 in order to investigate if the complexes could displace EB from its EB-DNA complex. EB (=3,8-diamino-5-ethyl-6-phenylphenanthridinium bromide), a phenenthridine fluorescence dye, is a typical indicator of intercalation, 53 forms soluble complexes with nucleic acids and emits intense fluorescence in the presence of CT DNA due to the intercalation of the planar phenenthridinium ring between adjacent base pairs on the double helix.…”

Section: Competitive Dna-binding Studies With Ebmentioning

confidence: 99%

See 1 more Smart Citation

Characterization and DNA-interaction studies of 1,1-dicyano-2,2-ethylene dithiolate Ni(II) mixed-ligand complexes with 2-amino-5-methyl thiazole, 2-amino-2-thiazoline and imidazole. Crystal structure of [Ni(i-MNT)(2a-5mt)2]

Cox¹,

Psomas²,

Bolos³

2009

Bioorganic & Medicinal Chemistry

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Section: Spectroscopic Study Of the Dna-bindingmentioning

confidence: 94%

Section: Competitive Dna-binding Studies With Ebmentioning

confidence: 99%

Characterization and DNA-interaction studies of 1,1-dicyano-2,2-ethylene dithiolate Ni(II) mixed-ligand complexes with 2-amino-5-methyl thiazole, 2-amino-2-thiazoline and imidazole. Crystal structure of [Ni(i-MNT)(2a-5mt)2]

Cox¹,

Psomas²,

Bolos³

2009

Bioorganic & Medicinal Chemistry

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“…94 O complexo formado entre a norfloxacina e a prata é utilizado como agente antibacteriano em queimaduras. 95 Têm sido reportados ainda complexos com Zn(II), 96,97 Fe(III), 98 Mg(II), 99 Ca(II), 100 Mo(VI) 101 e Cd(II), 102 dentre outros.…”

Section: Figura 5 Estrutura Proposta Para O Complexo De Pd(ii) Com Cunclassified

Coordenação de metais a antibióticos como uma estratégia de combate à resistência bacteriana

Rocha¹,

Pinto²,

Ruggiero³

et al. 2011

Quím. Nova

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Recebido em 12/1/10; aceito em 2/8/10; publicado na web em 16/11/10 COORDINATION OF METALS TO ANTIBIOTICS AS A STRATEGY TO COMBAT BACTERIAL RESISTANCE. Antibiotic resistance has been growing at an alarming rate and consequently the arsenal of effective antibiotics against Gram-negative and Gram-positive bacteria has dropped dramatically. In this sense there is a strong need to produce new substances that not only have good spectrum of activity, but having new mechanisms of action. In this regard, this paper emphasizes the coordination of metals to antibiotics as a strategy for reversing antibiotic resistance and production of new drugs, with a special focus on quinolones, fluoroquinolones, sulfonamides and tetracyclines.Keywords: antibiotics; metal-based drugs; bacterial resistance. INTRODUÇÃOA descoberta dos antibióticos representa um dos mais importantes marcos da medicina moderna. A introdução das sulfonamidas em 1930 e da penicilina na década posterior provocaram um grande avanço no tratamento de doenças infecciosas, causando uma drásti-ca diminuição nas taxas de mortalidade e uma enorme sensação de bem-estar. 1 O sucesso dos primeiros antibióticos na cura de doenças até então consideradas letais acarretou uma intensa busca por novas drogas. De fato, as décadas de 40, 50 e 60 do século passado foram marcadas pela imensa quantidade de antibióticos produzidos e rapidamente incorporados às práticas clínicas. 2 No entanto, nas décadas posteriores houve um declínio na produção destes compostos. Entre o lançamento das quinolonas em 1962 até a aprovação das oxazolidinonas em 2000, houve pouca inovação no que se refere à introdução de novas classes de antibióticos de uso clínico bem-sucedido. 2 Quando um antibiótico é descoberto e introduzido no mercado, sua utilidade clínica começa a diminuir até um ponto em que há um aumento na restrição de seu uso. Esta restrição é provocada pelo surgimento de cepas resistentes. As bactérias surgiram na terra há bilhões de anos e para sobreviver desenvolveram mecanismos de resistência aos antibióticos que são encontrados livres na natureza. 3 Portanto, não é surpreendente o fato de que muitos antibióticos lançados nas últimas décadas, que são em sua ampla maioria de origem natural ou semissintética, terem utilidade limitada na época de sua descoberta e em pouco tempo se tornarem obsoletos. 3 Outro fator que contribui muito para tornar um antibiótico menos eficiente é a sua utilização indiscriminada e incorreta, o que vem a favorecer o surgimento de micro-organismos resistentes. Atualmente, algumas classes de micro-organismos representam extrema preocupação para a saúde publica. Dentre os que mais provocam mortes no mundo estão o Staphylococcus aureus meticilina-resistente (MRSA), Staphylococcus aureus vancomicina-resistente (VRSA), Escherichia coli, Klebsiella pneumoniae e Pseudomonas aeruginosa, que são bactérias resistentes a múltiplas drogas. Os processos infecciosos causados por estas classes de micro-organismos geralmente estão associados com alta letalidade e altos custos d...

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“…Ethidium bromide is one of the most sensitive fluorescent probes which can bind to DNA through intercalation [40,41]. Competitive binding with EB can provide rich information with regard to the DNA-binding mode.…”

Section: Dna-binding Mode and Affinitymentioning

confidence: 99%

DNA-binding, antioxidant activity and solid-state fluorescence studies of copper(II), zinc(II) and nickel(II) complexes with a Schiff base derived from 2-oxo-quinoline-3-carbaldehyde

Liu

Zhou

et al. 2011

Transition Met Chem

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A Schiff base derived from 2-oxo-quinoline-3-carbaldehyde-4-aminophenazone and its Cu(II), Zn(II) and Ni(II) complexes were synthesized. The molecular structures of the Zn(II) and Ni(II) complexes were determined by X-ray crystal diffraction. The DNA-binding modes of the compounds were investigated by spectroscopic methods, viscosity measurements and ethidium bromide-DNA displacement experiments. The experimental evidence indicated the compounds interact with calf thymus DNA through intercalation. Additionally, the compounds exhibited potential antioxidant properties in in vitro studies, and the Cu(II) complex was the most effective. The solid-state fluorescence properties of the Zn(II) complex were studied.

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Zinc complexes of the antibacterial drug oxolinic acid: Structure and DNA-binding properties

Cited by 132 publications

References 79 publications

Characterization and DNA-interaction studies of 1,1-dicyano-2,2-ethylene dithiolate Ni(II) mixed-ligand complexes with 2-amino-5-methyl thiazole, 2-amino-2-thiazoline and imidazole. Crystal structure of [Ni(i-MNT)(2a-5mt)2]

Characterization and DNA-interaction studies of 1,1-dicyano-2,2-ethylene dithiolate Ni(II) mixed-ligand complexes with 2-amino-5-methyl thiazole, 2-amino-2-thiazoline and imidazole. Crystal structure of [Ni(i-MNT)(2a-5mt)2]

Coordenação de metais a antibióticos como uma estratégia de combate à resistência bacteriana

DNA-binding, antioxidant activity and solid-state fluorescence studies of copper(II), zinc(II) and nickel(II) complexes with a Schiff base derived from 2-oxo-quinoline-3-carbaldehyde

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