Synthesis and Antimicrobial Activities of New Polyhalogenated Benzimidazoles

Laudy, Agnieszka E.; Moo-Puc, Rosa; Cedillo‐Rivera, Roberto; Kazimierczuk, Zygmunt; Orzeszko, Andrzej

doi:10.1002/jhet.936

Cited by 7 publications

(5 citation statements)

References 20 publications

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“…Zawierające w pozycji 2 grupę fluoroalkilową pochodne tetrabromobenzimidazolu 14a-c (ryc. 8), działają hamująco na rozwój pasożytniczego pierwotniaka Trichomonas vaginalis wywołującego rzęsistkowicę [26,27].…”

Section: Halogenopochodne Benzimidazoluunclassified

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Pochodne Benzimidazolu Wykazujące Aktywność Biologiczną

Kózka¹,

Kowalkowska²

2017

pps

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Znanych jest wiele pochodnych benzimidazolu, wykazujących zróżnicowaną aktywność biologiczną wobec czynników powodujących zaburzenia i choroby w organizmie człowieka. Przedmiotem niniejszego przeglądu są związki, które już posiadają zastosowanie kliniczne lub są na etapie badań przedklinicznych, oraz pochodne, które są warte uwagi ze względu na potencjalną aktywność i przyszłe zastosowania w terapii. W pracy dokonano charakterystyki pochodnych zarówno podstawionych w pierścieniu imidazolowym, jak i w pierścieniu benzenowym.

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Section: Halogenopochodne Benzimidazoluunclassified

“…10), hamujące rozwój chorobotwórczych pierwotniaków. Związek 16a najsilniej działa wobec Entamoeba histolytica, zaś 16b -wobec Giardia lamblia [27].…”

Section: Halogenopochodne Benzimidazoluunclassified

Pochodne Benzimidazolu Wykazujące Aktywność Biologiczną

Kózka¹,

Kowalkowska²

2017

pps

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“…Особое внимание было уделено галогенпроизводным, т.к. известно, что наличие в бензимидазоле атомов галогенов усиливает биологическую, и в частности антимикробную, активность [9,10].…”

Section: Introductionunclassified

Antibacterial Activity of the Halogen- and Nitro Derivatives of Benzimidazole Against <i>Bacillus Subtilis</i>

Begunov,

Egorov,

Chetvertakova

et al. 2023

A&Ch

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Background. Antibiotic resistance of bacteria is a serious concern for modern medicine. The search for new compounds with a pronounced antibacterial effect is an urgent task of pharmaceutical chemistry. The aim of the study was to assess nfluence of the structure of benzimidazole and its derivatives the ability to inhibit the growth of gram-positive bacteria Bacillus subtilis. Materials and methods. Antibacterial activity of diazaheterocycles was evaluated by the method of serial dilutions. Сoncentrations from 0,06 to 1000 µg/l were used. Тhe minimum inhibitory concentration (MIC) of benzimidazole derivatives against Bacillus subtilis BKM B-407 was determined. The antibacterial effect of the studied halogen- and nitrobenzimidazoles was compared with the antimicrobial activity of benzimidazole. Results. The antimicrobial activity of the 12 benzimidazole derivatives was established. 2-trifluoromethylbenzimidazoles containing halogen atoms in the phenylene fragment had the most pronounced inhibitory effect. The dihalogenated derivatives exhibited greater antibacterial activity than the compounds with one halogen atom in the benzene ring. 5,6-dibromo-2-(trifluoromethyl)benzimidazole was the most active compound with an MIC of 0.49 µg/mL, comparable to the commercial antibiotic tetracycline. The antibacterial activity of erythromycin is a half that of this substance. Conclusions. Polyhalogen derivatives of benzimidazole are promising compounds for the development of new antimicrobial drugs against Gram-positive bacteria.

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“…The antimicrobial activity of benzimidazole derivatives is frequently studied with various microrganisms. Their antimycobacterial, antiprotozoal and antibacterial activity has been observed for variously modified benzimidazole derivatives (Andrzejewska et al, 2004;Kazimierczuk et al, 2005;Navarrete-Vázquez et al, 2006;Laudy et al, 2012). In addition to their antibacterial activity, benzimidazole derivatives possess antifungal activity.…”

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In Search of the Antimicrobial Potential of Benzimidazole Derivatives

Janeczko

Kazimierczuk

Orzeszko

et al. 2016

Polish Journal of Microbiology

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A b s t r a c t A broad series of 4,5,6,7-tetrahalogenated benzimidazoles and 4-(1H-benzimidazol-2-yl)-benzene-1,3-diol derivatives was tested against selected bacteria and fungi. For this study three plant pathogens Colletotrichum sp., Fusarium sp., and Sclerotinia sp., as well as Staphylo coccus sp., Enterococcus sp., Escherichia sp., Enterobacter sp., Klebsiella spp. , and Candida spp. as human pathogens were used. MIC values and/or area of growth reduction method were applied in order to compare the activity of the synthesized compounds. From the presented set of 22 compounds, only 8, 16, 18 and 19 showed moderate to good inhibition against bacterial strains. Against Candida strains only compound 19 with three hydroxyl substituted benzene moiety presented high inhibition at nystatin level or lower.K e y w o r d s: antibacterial activity, antifungal activity, benzimidazole

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Synthesis and Antimicrobial Activities of New Polyhalogenated Benzimidazoles

Cited by 7 publications

References 20 publications

Pochodne Benzimidazolu Wykazujące Aktywność Biologiczną

Pochodne Benzimidazolu Wykazujące Aktywność Biologiczną

Antibacterial Activity of the Halogen- and Nitro Derivatives of Benzimidazole Against <i>Bacillus Subtilis</i>

In Search of the Antimicrobial Potential of Benzimidazole Derivatives

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