Microwave assisted synthesis and cytotoxic activity evaluations of new benzimidazole derivatives

Bui, Hue Thi Buu; Ha, Quy Thi Kim; Oh, Won Keun; Vo, Duy Duc; Chau, Yen Nguyen Tram; Tu, Cuc Thi Kim; Pham, Em Canh; Tran, Phuong Thao; Tran, Loan Thi; Van, Hieu

doi:10.1016/j.tetlet.2016.01.042

Cited by 37 publications

(13 citation statements)

References 41 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Benzimidazole and its derivatives have associated with diverse biological activities such as anti-microbial [7][8][9], anti-inflammatory and analgesic [10], anti-tubercular [11], anti-oxidant [12], anti-fungal [13], anti-convulsant/anti-diabetic [14], and anti-viral [15]. Substituted benzimidazole derivatives have found commercial applications in diverse human therapeutics, especially for treating various types of cancers [16][17][18][19][20]. Carboxamide compounds have diversified applications in medicinal chemistry as an important pharmacophore found in many marketed drug molecules [21].…”

Section: Introductionmentioning

confidence: 99%

“…Thus, in this paper we describe the efficient synthesis and characterization (by IR, 1 H-NMR, 13 C-NMR, and LC-MS spectral data) of new benzimidazole coupled carboxamide. derivatives have found commercial applications in diverse human therapeutics, especially for treating various types of cancers [16][17][18][19][20]. Carboxamide compounds have diversified applications in medicinal chemistry as an important pharmacophore found in many marketed drug molecules [21].…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

2-(3,4-Dimethoxyphenyl)-N-(4-methoxyphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxamide

Bhaskar¹,

Kumar²,

Hanumanthappa³

et al. 2019

Molbank

View full text Add to dashboard Cite

2-(3,4-Dimethoxyphenyl)-N-(4-methoxyphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxamide was synthesized by the ‘one-pot’ reductive cyclization of N-(4-methoxyphenyl)-3-nitro-4-(propylamino)benzamide with 3,4-dimethoxybenzaldehyde, using sodium dithionite as a reductive cyclizing agent using DMSO as a solvent. The structure of newly synthesized compound was elucidated based on IR, 1H-NMR, 13C-NMR, and LC-MS data.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

2-(3,4-Dimethoxyphenyl)-N-(4-methoxyphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxamide

Bhaskar¹,

Kumar²,

Hanumanthappa³

et al. 2019

Molbank

View full text Add to dashboard Cite

show abstract

“…Benzimidazole is an important pharmacophore and privileged structure in the field of medicinal chemistry because of its varied biological activities, viz., anticancer [8,9], antihypertensive [10,11], antiviral [12,13], anti-inflammatory [14,15], antihistaminic [16,17], antiulcer [18], anticoagulant [19,20], and antimicrobial [21,22]. The antimicrobial action of benzimidazole is due to its structural similarity to purines; therefore, its derivatives inhibit nucleic acid and protein synthesis by competing with natural purines; thereby inhibit the growth as well as kill bacterial strains [23].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization and in Vitro Antimicrobial Evaluation of Some Novel Benzimidazole Derivatives Bearing Hydrazone Moiety

Sarma

Singh

Gupta

et al. 2017

Asian J Pharm Clin Res

View full text Add to dashboard Cite

Objective: The synthesis of novel benzimidazole-hydrazone derivatives has been carried out based on the previous findings that both these pharmacophores possess potent antimicrobial activities. The antibacterial properties of synthesized derivatives were screened against both Grampositive and Gram-negative bacteria.Methods: O-phenylenediamine on condensation with substituted aromatic acids in polyphosphoric acid gave benzimidazole nucleus which on reaction with ethyl chloroacetate and hydrazine hydrate in two different steps resulted in the formation of substituted acetohydrazides. The targeted compounds 6a-l were synthesized by reaction of substituted acetohydrazides with aromatic aldehydes and screened for their antibacterial potential by cup-plate method. Results:The synthesized benzimidazole-hydrazones exhibited moderate to strong antibacterial activities against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa. The compounds 6a-6f were found to be most effective against S. aureus, E. coli, and P. aeruginosa. Among all the synthesized compounds, the zone of inhibition of 6f in highest concentration, i.e., 100 µg/ml were found to be >31 mm against all the stains of bacteria. Conclusion:The antibacterial results revealed that the synthetized derivatives have significant antimicrobial properties and further structure activity relationship studies may develop more potent and less toxic molecules.

show abstract

“…The reason for this interest, the compounds bearing benzimidazole ring were obtained biologically active molecules. These pharmacological activities are antimicrobial , antiproliferative , antibacterial , receptor antagonists , antitumor activity , cytotoxic activity , antihelmintic resistance , sirtuin inhibitor activity , anti‐MRSA and anti‐VRE agonists , anticancer , antitubercular activity , hepatitis C virus inhibitor , antidiabetic , antihypertensive , and lipase inhibition activity .…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Some Novel 2‐Substitutedbenzyl‐(4)7‐phenyl‐1H‐benzo[d]imidazoles in Mild Conditions as Potent Anti‐Tyrosinase and Antioxidant Agents

Doğan

Özel

Birinci

et al. 2016

Archiv der Pharmazie

View full text Add to dashboard Cite

Novel 2-substitutedbenzyl-4(7)-phenyl-1H-benzo[d]imidazole compounds were synthesized and characterized. Although 2a and 2b were reported previously in the literature, 11 compounds were synthesized (nine of them were newly synthesized) and the tyrosinase inhibitory effects and antioxidant activities of these compounds were studied for the first time. All of the synthesized compounds displayed certain inhibitory effects on tyrosinase, with IC values ranging from 37.86 ± 0.24 to 75.81 ± 2.49 μM. Among the compounds, 2j exhibited similar tyrosinase inhibitory effect (IC = 37.86 ± 0.24 µM) to the positive control, kojic acid (IC = 21.93 ± 0.11 µM). Kinetic studies revealed it to act as non-competitive tyrosinase inhibitor with a K value of 50.2 µM. The antioxidant activities of the compounds were investigated by using in vitro antioxidant assays, including 2,2-diphenyl-1-picrylhydrazyl (DPPH) and ferric reducing antioxidant power (FRAP). All of these results indicated that the compounds might have potential application as tyrosinase inhibitors.

show abstract

Microwave assisted synthesis and cytotoxic activity evaluations of new benzimidazole derivatives

Cited by 37 publications

References 41 publications

2-(3,4-Dimethoxyphenyl)-N-(4-methoxyphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxamide

2-(3,4-Dimethoxyphenyl)-N-(4-methoxyphenyl)-1-propyl-1H-benzo[d]imidazole-5-carboxamide

Synthesis, Characterization and in Vitro Antimicrobial Evaluation of Some Novel Benzimidazole Derivatives Bearing Hydrazone Moiety

Synthesis of Some Novel 2‐Substitutedbenzyl‐(4)7‐phenyl‐1H‐benzo[d]imidazoles in Mild Conditions as Potent Anti‐Tyrosinase and Antioxidant Agents

Contact Info

Product

Resources

About