A novel mixed-ligand antimycobacterial dimeric copper complex of ciprofloxacin and phenanthroline

Saha, Dilip; Sandbhor, Uday; Shirisha, K.; Padhyé, Subhash; Deobagkar, Dileep N.; Anson, Christopher E.; Powell, Annie K.

doi:10.1016/j.bmcl.2004.04.043

Cited by 148 publications

(69 citation statements)

References 29 publications

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“…They are all looking for the improved drugs against microbial infections. The copper(II) complexes of 1,10-phenanthroline and amino acids exhibit numerous biological activities, such as antitumor, anticancer and antimicrobial activities [16,17] . Substantial attention has been focused on the use of 1,10-phenanthroline and 2,2'-bipyridyl complexes as the intercalating agents of DNA and as artificial nucleases.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and DNA binding of copper(II) complexes with mixed ligands of 1, 10-phenanthroline / 2-2’ bipyridyl, L-methionine and ethylamine: Studies on antimicrobial and anti-cancer activities

Ezhilarasan¹,

Krishnan²,

Arumugham³

2017

Int. J. Curr. Res. Chem. Pharm. Sci

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Ternary copper(II) complexes [Cu(phen)(L-met)EA)] 1 & [Cu(Bpy)(L-met)EA] 2 ( phen = 1,10-phenanthroline Bpy = bipyridyl, LMethionine and EA= Ethylamine), have been synthesized and characterized by CHN analysis, molar conductance, electronic absorption, IR and EPR spectral studies. They have been tested for their in vitro DNA binding activities by the spectroscopic methods such as UV-Visible, Cyclic volumetric and viscosity measurement. Further, complexes 1 and 2 displayed significant cytotoxicity when examined in-vitro on a panel of cancerous cell line -human liver cancer cell line -HepG-2 cells (IC50= 40.82 and 29.74 μg/ml). Further complexes 1 & 2 were tested for their antimicrobial activities and it was found to have good antimicrobial activities.

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Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and DNA binding of copper(II) complexes with mixed ligands of 1, 10-phenanthroline / 2-2’ bipyridyl, L-methionine and ethylamine: Studies on antimicrobial and anti-cancer activities

Ezhilarasan¹,

Krishnan²,

Arumugham³

2017

Int. J. Curr. Res. Chem. Pharm. Sci

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“…These changes of the IR spectra suggest that oflo is coordinated to the metal via the pyridone oxygen and one carboxylate oxygen atom [15]. In addition, the strong band due to out-of-plane vibration of the hydrogen atoms of the heterocyclic phenanthroline ring in 1 is observed at 724 cm -1 while the hydrogens on the carboxylic ring are observed at 856 cm -1 [16]. Finally, the band at 3,470 cm -1 in the IR spectrum of the complex can be attributed to the m(O-H) vibration of the water ligand [17] and a strong absorption for the metal complex at 1,364 cm -1 conforms the presence of uncoordinated NO 3 -anion [8].…”

Section: Spectroscopic Characterizationmentioning

confidence: 95%

“…2. The X-ray crystal structure complex (1) reveals that the structure is very similar to mononuclear [Cu(L) 2 (phen)(H 2 O)] complexes, where L = a monodentate phenoxyalkanoato ligand [22,23], and also the complex [Cu(ciprofloxacin)(phen)Cl] [24] in which the Cl lies at the apical position.…”

Section: Spectroscopic Characterizationmentioning

confidence: 98%

Synthesis, characterization, DNA binding properties, and biological activities of a mixed ligand copper(II) complex of ofloxacin

Chen

Wang

et al. 2009

Transition Met Chem

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A mixed ligand coordination compound of copper with ofloxacin (oflo) and phenanthroline (phen) has been synthesized and characterized by means of X-ray single crystal diffraction and spectroscopic methods. Structural features of the coordination compound are described. CD and CV studies of the interactions of the title complex with calf thymus DNA (CT-DNA) show that the complex can bind to CT-DNA by intercalation and electrostatic binding modes. Antibacterial activities of the title compound, a Cu-oflo complex reported earlier and free oflo have been studied against different microorganisms. Both copper complexes enhance the antibacterial activities of the quinolone drugs. The inhibitory effect of the three compounds on two cancer cell lines was measured and the results indicate that the title complex has strongest inhibitory effect.

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“…A literatura reporta complexos com ciprofloxacina, [74][75][76][77][78] esparfloxacina, 79 cinoxacina, [80][81][82] ácido nalidíxico 83 e norfloxacina. [84][85][86] Complexos de cobre contendo a esparfloxacina e ligantes nitrogenados foram recentemente relatados 87 e estão entre os mais ativos contra Escherichia coli, Pseudomonas aeruginosa e Staphylococcus aureus, quando comparados com outros complexos de cobre contendo …”

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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A novel mixed-ligand antimycobacterial dimeric copper complex of ciprofloxacin and phenanthroline

Cited by 148 publications

References 29 publications

Synthesis, characterization and DNA binding of copper(II) complexes with mixed ligands of 1, 10-phenanthroline / 2-2’ bipyridyl, L-methionine and ethylamine: Studies on antimicrobial and anti-cancer activities

Synthesis, characterization and DNA binding of copper(II) complexes with mixed ligands of 1, 10-phenanthroline / 2-2’ bipyridyl, L-methionine and ethylamine: Studies on antimicrobial and anti-cancer activities

Synthesis, characterization, DNA binding properties, and biological activities of a mixed ligand copper(II) complex of ofloxacin

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

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