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. 2013 Dec;5(4):154-9.
doi: 10.1016/j.jyp.2013.11.004. Epub 2013 Dec 11.

Synthesis, characterisation and evaluation of N-mannich bases of 2-substituted Benzimidazole derivatives

Sekar Vinoth Kumar  1 , Mohan Raj Subramanian  2 , Santhosh Kumar Chinnaiyan  3
Affiliations

Synthesis, characterisation and evaluation of N-mannich bases of 2-substituted Benzimidazole derivatives

Sekar Vinoth Kumar et al. J Young Pharm. 2013 Dec.

Abstract

Rationale: Benzimidazoles and its derivatives represent one of the mainly biological active classes of literature.

Aim: In this present study aimed to synthesize N-mannich bases derivatives compounds bearing of 2-substituted benzimidazole moiety, in order to investigate their possible biological activity.

Method: Benzimidazole compounds were prepared from the condensation reaction between ortho phenylene diamine and various acids. Mannich base of newly synthesized Benzimidazole derivatives were synthesized from 2-substituted Benzimidazoles by reacting with secondary amines. The purity of the compounds was ascertained by melting point (m.p) and thin layer chromatography (TLC). Structures of the synthesized compounds were elucidated by spectral data. Antimicrobial assay was performed by microbroth dilution method. Bacterial genomic DNA cleavage was assessed by Agarose gel electrophoresis. Toxicity of the most effective compounds was studied by Brine-shrimp lethality assay.

Result: Among the synthesized compounds, compound 5E (a) and (b) was establish to be the most potent against all tested microorganisms. This two compounds exhibited complete bacterial DNA cleavage and non-toxic.

Conclusion: These results suggest that it an interesting compound compared to the current therapeutic agents and are considered to investigate further for the same.

Keywords: Benzimidazoles; Brine-shrimp lethality; Mannich base; Microbroth dilution; O-Phenylene diamine.

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Figures

Scheme 1
Scheme 1
Preparation of Manich Base of 2- Substituted Benzimidazole derivatives.
Scheme 2
Scheme 2
Preparation of 2- Substituted Benzimidazole derivatives from Ortho pheneylene diamine.
Fig. 1
Fig. 1
DNA cleavage study for the compounds 5E (a & b).
See this image and copyright information in PMC

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