Antibacterial tests of Bismuth(III)–Quinolone (Ciprofloxacin, cf) compounds against Helicobacter pylori and some other bacteria. Crystal structure of (cfH2)2[Bi2Cl10]·4H2O

Turel, Iztok; Golič, L.; Bukovec, Peter; Gubina, Marija

doi:10.1016/s0162-0134(98)10032-6

Cited by 90 publications

(55 citation statements)

References 25 publications

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“…The singlet peak which appeared at 7.8 -9.1 ppm was assigned to the azomethine proton (ZCHvNZ). In the 13 C NMR spectra, the peaks observed at about 114. 5 -…”

Section: Gel Analyses and Quantificationmentioning

confidence: 99%

Synthesis, characterization and biological aspects of novel five-coordinated dimeric-Cu(II) systems

Pansuriya

Patel

2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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The structural and spectroscopic properties of novel five-coordinated dimeric-Cu(II) system have been investigated. The biocidal activities of all eight compounds, ligands, cupric nitrate and standard drugs against six bacteria and three fungi were determined. The DNA interaction activity of complexes was studied using spectrophotometry and electrophoresis. The superoxide dismutase (SOD)-like activity of the complexes was compared with previously reported monomeric-and dimeric copper complexes. The results support the five-coordinated dimeric square pyramidal geometry for the quinolone-Cu(II) system.

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“…The singlet peak which appeared at 7.8 -9.1 ppm was assigned to the azomethine proton (ZCHvNZ). In the 13 C NMR spectra, the peaks observed at about 114. 5 -…”

Section: Gel Analyses and Quantificationmentioning

confidence: 99%

Synthesis, characterization and biological aspects of novel five-coordinated dimeric-Cu(II) systems

Pansuriya

Patel

2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…Compounds containing the [B12CI10] 4-anion belong to this category. The structures of several of them were investigated in relationship with the therapeutical use of Bi(m) salts as anti-ulcer drugs when combined with antibiotics like ciprofloxacin, the latter giving compounds containing either the dimeric [BÍ2CI10] 4-unit [1 ] or monomelic hexachlorobismuthate ions, [BiClé] 3- [2]. In the complex reported here the structure is monomeric.…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of di(hexaphenyldiphosphazenium) ethanolpentachlorobismuthate( III), (C36H30P2N)2[BiCl5(C2H6O)]

Tinant¹,

Declercq²,

Wullens³

et al. 2002

Zeitschrift Für Kristallographie - New Crystal Structures

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Source of materialThe compound has been obtained as crystals while attempting to isolate bismuth complexes with the polyaminocarboxylic acid ligand H4egta (ethyleneglycol-bis-(2-aminoethyl)tetraacetic acid). Bismuth oxocarbonate (0.667 g ; 2.617 mmol) was added to Experimental detailsThe hydrogen atom of the OH of ethanol was not located. All the other H atoms were calculated, and a common isotropic temperature factor was refined (Uiso = 0.062 (2) Â 2 ). There are two positions for the ethanol molecule, which was disordered These positions were included in the refinement, and the site occupation factor converged to 0.57(2) for position A and 0.43 for position B. Restraints were applied on C-C and C-O bond lengths of the ethanol. DiscussionWe report the first example of a crystal structure of a monomelic pentachloro 6-cooidinated Βί(ΠΓ) complex in which the sixth coordination site is occupied by the oxygen atom of an ethanol molecule. Bi halogeno complexes are generally studied with the aim of obtaining new data on the stereochemical activity of the electron lone pair of Βϊ(ΙΠ). Bismuth halides usually adopt dimeric edgeshared bioctahedral structures (BÍ2Xs(L)2) with L being a two electron donor ligand. Compounds containing the [B12CI10] 4-anion belong to this category. The structures of several of them were investigated in relationship with the therapeutical use of Bi(m) salts as anti-ulcer drugs when combined with antibiotics like ciprofloxacin, the latter giving compounds containing either the dimeric [BÍ2CI10] 4-unit [1 ] or monomelic hexachlorobismuthate ions, [BiClé] 3- [2]. In the complex reported here the structure is monomeric. The upper figure shows the coordination of the metal. The packing of the [BiCl5(C2H60)] 2_ anions and hexaphenyldiphosphazenium cations is presented in the lower figure. The configuration of the 6-coordinated Βί(ΙΠ) complex is a distorted octahedron. The Bi-CI bond lengths range from 2.501 Â to 2.753 Â (with a mean value of2.658 Â) while the Bi-O bond is longer (the average of the distance over the two positions of the ethanol oxygen is 2.790 Â). If only the major orientation of ethanol is considered, the cis-coordination angles lie between 83.7° and 95.0°, and the mvu-coordination angles range between 172.8° and 174.1 Therefore, we believe that the electron lone pair of Βί(ΙΠ) in this complex is stereochemically active. The Bi-O bond is somewhat longer than in [BÍ2Clg(THF)2] ~ [3] (2.590 Â) but consistent with a coordination bond between bismuth and a non-deprotonated hydroxy 1 group [4].

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“…[67][68][69][70][71][72][73] O efeito do íon metálico na atividade antibacteriana da norfloxacina pode ser ilustrado pelo trabalho de Gao e colaboradores, 73 que mostraram que os complexos de Fe(III) e Zn(II) apresentam atividade superior à da norfloxacina contra E. coli e B. dysenteriae.…”

Section: Coordenação De Metais a Quinolonas E Fluorquinolonasunclassified

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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Antibacterial tests of Bismuth(III)–Quinolone (Ciprofloxacin, cf) compounds against Helicobacter pylori and some other bacteria. Crystal structure of (cfH2)2[Bi2Cl10]·4H2O

Cited by 90 publications

References 25 publications

Synthesis, characterization and biological aspects of novel five-coordinated dimeric-Cu(II) systems

Synthesis, characterization and biological aspects of novel five-coordinated dimeric-Cu(II) systems

Crystal structure of di(hexaphenyldiphosphazenium) ethanolpentachlorobismuthate( III), (C36H30P2N)2[BiCl5(C2H6O)]

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

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