Synthesis, characterization and antimicrobial activity of silver(I) complexes of hydroxymethyl derivatives of pyridine and benzimidazole

Kalinowska-Lis, Urszula; Felczak, Aleksandra; Chęcińska, Lilianna; Lisowska, Katarzyna; Ochocki, Justyn

doi:10.1016/j.jorganchem.2013.10.035

Cited by 52 publications

(47 citation statements)

References 46 publications

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“…Fur ther more, benzimidazole moiety is a crucial template in medicinal chemistry because of its wide variety of reported biological and pharmacological activities, some of which include anticancer 11 , antimicrobial 12 , antitumor 13 , antimalarial 14 ,anti-HIV 15 , anti-inflammatory 16 , antitubercular 17 , anthelmintic 18 , anticonvulsant 19 , antioxidant 20 , anti-ulcer 21 , anti-HBV 22 , among others. The pharmacological investigation showed that the antagonism of Ang II-induced pressure response by oral administration of a series of benzimidazole hybrid was obviously superior to that of clinical drug standard used.…”

Section: -9mentioning

confidence: 99%

“…Nitrogen-containing heterocyclic compounds have been prominent even in early studies of chemistr y. Benzimidazole is a benzo-fused imidazole which constitutes an important class of heterocyclic compound in numerous natural and synthetic compounds in medicinal chemistry for new drug development 2 . The most prominent benzimidazole compound in nature is N-ribosyldimethylbenzimidazole, which serves as an axial ligand for cobalt in vitamin B 12 core 3 . Diverse synthetic efforts for benzimidazoles have been reported, with the most common method being the heterocyclization of o-phenylenediamine and carboxylic acids 2 , aldehydes 4 , alcohols 5 and nitriles 6 .…”

Section: Introductionmentioning

confidence: 99%

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Facile Synthesis, Characterization and Antimicrobial Activity of 2-Alkanamino Benzimidazole Derivatives

Ajani¹,

Aderohunmu²,

Olorunshola³

et al. 2016

Orient. J. Chem

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Benzimidazole derivatives are known to represent a class of medicinally important compounds which are extensively used in drug design and catalysis. A series of 2-substituted benzimidazole derivatives 10a-i was herein synthesized from the reaction of o-phenylenediamine with some amino acids using ameliorable pathway. The chemical structures of the synthesized compounds were confirmed by IR, UV, 1 H-NMR, 13 C-NMR, Mass spectral and analytical data. The compounds were investigated for their antimicrobial activity alongside gentamicin clinical standard. The results showed that this skeletal framework exhibited marked potency as antimicrobial agents. The most active compound was 1H-benzo[d]imidazol-2-yl)methanamine, 10a.

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Section: -9mentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Facile Synthesis, Characterization and Antimicrobial Activity of 2-Alkanamino Benzimidazole Derivatives

Ajani¹,

Aderohunmu²,

Olorunshola³

et al. 2016

Orient. J. Chem

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“…ATCC, American Type Culture Collection (Rockville, MD, USA); C, CEREMIC, Centro de Referencia Micológica, Facultad de Ciencias Bioquímicas y Farmacéuticas, Suipacha 531‐(2000)‐Rosario, Argentina. (1) Ag–phen, this work (2) AgSCN 21f (3) Ag–NHC complexes (4) [Ag(2‐hydroxymethyl)benzimidazole) 2 ]NO 3 Remarkable results are in bolt.…”

Section: Resultsmentioning

confidence: 95%

Heteroleptic complexes of antifungal drugs with the silver ion

Giulidori

Mosconi

Toplikar

et al. 2016

J of Physical Organic Chem

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In spite of a large number of antibiotics and chemotherapeutics available for medical use, the emergence of old and new antibiotic resistance in the last decades revealed a substantial medical need for new classes of antimicrobial agents. In this paper we report the synthesis, characterization by elemental analysis, Fourier transform infrared and Nuclear magnetic resonance spectroscopies, and antifungal properties of two heteroleptic complexes of albendazole (albz) with Ag(I), using KSCN and o‐phenanthroline (phen) as the second ligand, respectively. Both complexes showed a moderate antifungal activity with all the assayed fungi, mainly Candida albicans and Candida tropicalis, that showed no activity against albendazole. Copyright © 2016 John Wiley & Sons, Ltd.

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“…Plenty of compounds containing the benzimidazole group have been reported to exhibit anticancer, 18 antiviral, 19 anti-inflammatory, 20 antimicrobial, 21 antioxidant 22 and anticoagulant properties. Nowadays, plenty of silver(I) complexes with benzimidazole have been developed and many of them exhibit wide-ranging antimicrobial activity, 24 photoluminescence and catalytic properties 25,26 as well as the potential to form supramolecular aggregates through pÁ Á Áp stacking interaction and hydrogen bonding. Nowadays, plenty of silver(I) complexes with benzimidazole have been developed and many of them exhibit wide-ranging antimicrobial activity, 24 photoluminescence and catalytic properties 25,26 as well as the potential to form supramolecular aggregates through pÁ Á Áp stacking interaction and hydrogen bonding.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, crystal structure, and DNA-binding studies of different coordinate binuclear silver(i) complexes with benzimidazole open-chain ether ligands

Zhang

et al. 2015

New J. Chem.

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Three new binuclear silver(I) complexes, namely, [Ag 2 (Meobb) 2 ](pic) 2 Á2H 2 O (1), [Ag 2 (Etobb) 2 (pic)](pic)Á(CH 3 CN)(2) and [Ag 2 (Bobb) 2 (pic) 2 ] (3) (Meobb = 1,3-bis(1-methylbenzimidazol-2-yl)-2-oxapropane, Etobb = 1,3-bis(1-ethylbenzimidazol-2-yl)-2-oxapropane, Bobb = 1,3-bis(1-benzylbenzimidazol-2-yl)-2-oxapropane, pic = picrate), have been synthesized and characterized by elemental analyses, IR spectroscopy and X-ray single crystal diffraction. Complex 1 displays an Ag 2 (Etobb) 2 dimeric structure. Each silver(I) ion is coordinated to two nitrogen atoms that adopt a distorted linear configuration. In complex 2, the coordination environment of silver(I) atoms is different. The Ag1 ion is coordinated in a T-shaped tri-coordinated geometry and the Ag2 is best described to be in a distorted tetrahedron. Complex 3 exhibits a discrete di-silver metallacyclic framework. One silver atom (Ag1) is present in a distorted tetrahedral geometry, whereas the other silver atom (Ag2) is five-coordinated with two nitrogen atoms, oxygen atoms and the Ag1 to form a distorted square-based pyramidal configuration. The interactions of the three complexes with calf thymus DNA (CT-DNA) has been investigated by electronic absorption titration, fluorescence spectroscopy and viscosity measurements, and the modes of CT-DNA binding to the complexes have been proposed.Experimental results suggest that the silver(I) complexes bind to DNA in an intercalation mode, and their binding affinity for DNA follows the order 1 4 2 4 3. The DNA-binding studies demonstrate that steric hindrance has a large influence on the binding ability to DNA. The complex that has smaller steric hindrance binds more strongly to DNA.

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Synthesis, characterization and antimicrobial activity of silver(I) complexes of hydroxymethyl derivatives of pyridine and benzimidazole

Cited by 52 publications

References 46 publications

Facile Synthesis, Characterization and Antimicrobial Activity of 2-Alkanamino Benzimidazole Derivatives

Facile Synthesis, Characterization and Antimicrobial Activity of 2-Alkanamino Benzimidazole Derivatives

Heteroleptic complexes of antifungal drugs with the silver ion

Synthesis, crystal structure, and DNA-binding studies of different coordinate binuclear silver(i) complexes with benzimidazole open-chain ether ligands

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