Novel benzimidazole derived naphthalimide triazoles: synthesis, antimicrobial activity and interactions with calf thymus DNA

Luo, Yun-Lei; Kishore, B.; Kannekanti, Vijaya Kumar; Zhou, Cheng‐He; Cai, Gui‐Xin

doi:10.1007/s11426-014-5296-3

Cited by 55 publications

(24 citation statements)

References 44 publications

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“…Luo et al [21] found that the attachmento fatriazole heterocycle to naphthalimides could generate high antibacterial activity.F urthermore, considering the fact that benzimidazole ring itself exhibits potentiala ntibacterial activity by noncovalent interaction with biological targets, Luo and co-workers combined the benzimidazole moiety with naphthalimide through at hioether bridge. Luo et al [21] found that the attachmento fatriazole heterocycle to naphthalimides could generate high antibacterial activity.F urthermore, considering the fact that benzimidazole ring itself exhibits potentiala ntibacterial activity by noncovalent interaction with biological targets, Luo and co-workers combined the benzimidazole moiety with naphthalimide through at hioether bridge.…”

Section: 2-disubstituted Benzimidazolesmentioning

confidence: 99%

“…Naphthalimides have recently generated great interest among researchers given their various pharmaceutical properties. Luo et al [21] found that the attachmento fatriazole heterocycle to naphthalimides could generate high antibacterial activity.F urthermore, considering the fact that benzimidazole ring itself exhibits potentiala ntibacterial activity by noncovalent interaction with biological targets, Luo and co-workers combined the benzimidazole moiety with naphthalimide through at hioether bridge. All the newly synthesized compounds were evaluated for antibacterial activity,a nd among them, compound 36 was found to effectively inhibit the growth of all bacteria tested, with MIC values of 2-14 mgmL À1 .…”

Section: 2-disubstituted Benzimidazolesmentioning

confidence: 99%

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Recent Development of Benzimidazole‐Containing Antibacterial Agents

Song

2016

ChemMedChem

128

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Clinically significant antibiotic resistance is one of the greatest challenges of the twenty-first century. However, new antibacterial agents are currently being developed at a much slower pace than our growing need for such drugs. Given their diverse biological activities and clinical applications, many bioactive heterocyclic compounds containing a benzimidazole nucleus have been the focus of interest for many researchers. The benzimidazole nucleus is a structural isostere of naturally occurring nucleotides. This advantage allows benzimidazoles to readily interact with the various biopolymers found in living systems. In view of this situation, much attention has been given to the exploration of benzimidazole-based antibacterial agents, leading to the discovery of many new chemical entities with intriguing profiles. In this minireview we summarize novel benzimidazole derivatives active against various bacterial strains. In particular, we outline the relationship between the structures of variously modified benzimidazoles and their antibacterial activity.

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Section: 2-disubstituted Benzimidazolesmentioning

confidence: 99%

Section: 2-disubstituted Benzimidazolesmentioning

confidence: 99%

Recent Development of Benzimidazole‐Containing Antibacterial Agents

Song

2016

ChemMedChem

128

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“…Omeprazole [3] and Pimobendan [4] that are therapeutically useful in the management of peptic ulcer and congestive heart failure respectively. Many derivatives of benzimidazoles are well known for their antimicrobial [5,6] anthelmintic [7] antiviral [8,9] and antifungal [10,11] activities. Since 1985, benzimidazole containing compounds have been reported as well known anticancer agents [12,13].…”

Section: Introductionmentioning

confidence: 99%

The uses of ethyl 2-(1H-benzo[D]imidazol-2-yl)acetate to synthesis pyrazole, thiophene, pyridine and coumarin derivatives with antitumor activities

Mohareb¹,

Gamaan²

2018

Bull. Chem. Soc. Eth.

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In the present work, the ethyl 2-(1H-benzo[d]imidazol-2-yl)acetate (3) was subjected to a series of heterocyclization reactions through its reaction with different chemical reagents. The resulting molecules were thiophene, pyrazole, coumarin derivatives incorporated benzo[d]imidazole moiety. All the synthesized compounds were determined by elemental analysis, 1 H NMR, 13 C NMR, and MS. The antitumor evaluations of the newly synthesized products toward the three cancer cell lines MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), and SF-268 (CNS cancer) showed that compounds 5a, 9b, 9c, 17, 23b and 38 were of the highest potencies among the synthesized compounds.

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“…Omeprazole 3 and Pimobendan 4 that are therapeutically useful in the management of peptic ulcer and congestive heart failure, respectively. Many derivatives of benzimidazoles are well known for their antimicrobial, [5][6][7][8][9][10] anthelmintic, 11 antiviral, [12][13][14][15][16] and antifungal 17,18 activities. Since 1985 benzimidazole containing compounds have been reported as well known anticancer agents.…”

Section: Introductionmentioning

confidence: 99%

New approaches for the synthesis, cytotoxicity and toxicity of heterocyclic compounds derived from 2-cyanomethyl benzo[c]imidazole

Mohareb

Mohamed²,

Abdallah³

2016

ACSi

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The reaction of ethyl cyanoacetate with o-phenylenediamine gave the 2-cyanomethylbenzo[c]imidazole (1). The latter compound was used as the key starting material to synthesise biologically active heterocyclic derivatives. Thus, the reaction of 1 with cyclohexanone and either of benzaldehyde, 4-methoxybenzaldehyde or 4-chlorobenzaldehyde gave the annulated derivatives 2a-c, respectively. The antitumor evaluations of the newly synthesized products against the three cancer cell lines MCF-7 (breast adeno-carcinoma), NCI-H460 (non-small cell lung cancer) and SF-268 (CNS cancer) showed that compounds 2b, 6, 11b, 11c, 12b, 16a, 16b and 18a exhibited optimal cytotoxic effect against cancer cell lines, with IC 50 values in the nM range. Bioactive compounds are often toxic to shrimp larvae. Thus, in order to monitor these chemicals in vivo lethality to shrimp larvae (Artemia salina), Brine-Shrimp Lethality Assay was used. Compounds 11b, 12b and 16b showed no toxicity against the tested organisms.

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Novel benzimidazole derived naphthalimide triazoles: synthesis, antimicrobial activity and interactions with calf thymus DNA

Cited by 55 publications

References 44 publications

Recent Development of Benzimidazole‐Containing Antibacterial Agents

Recent Development of Benzimidazole‐Containing Antibacterial Agents

The uses of ethyl 2-(1H-benzo[D]imidazol-2-yl)acetate to synthesis pyrazole, thiophene, pyridine and coumarin derivatives with antitumor activities

New approaches for the synthesis, cytotoxicity and toxicity of heterocyclic compounds derived from 2-cyanomethyl benzo[c]imidazole

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