Recent Advances in Antiviral Benzimidazole Derivatives: A Mini Review (original) (raw)
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Antiviral and Antiproliferative Activity in vitro of some New Benzimidazole Derivatives
Pharmacology & Toxicology, 2001
The antiviral and antiproliferative activity of new compounds having n-benzenesulphony 1-2 (2 or 3-pyridylethyl) benzimidazole as a base structure were studied in vitro. Their antitumour activity against human chronic myeloid leukaemia cells was evaluated and compared with that of equimolar doses of daunorubicin. Only compound 7a, with the presence of both the pyridyl moiety bound at the ethylenic bridge in C-2 of benzimidazole and the nitro-group in the benzene ring, displays a selective antiproliferative effect against certain leukaemia cells and a good antiviral activity especially towards the Coxsackie B5 virus. However, it should be noted that, in the case of hydroxybenzyl-benzimidazole, resistance also builds up to compound 7a, the Coxsackie B5 virus developing resistance to it after about ten runs. Cytotoxicity tests show that many of these substances are well tolerated by the VERO cells. The mechanism of action is still unclear.
Saudi Pharmaceutical …, 2008
A set of heterocyclic benzimidazole derivatives bearing 1,3,5-triazine group with different substituents at C-2 and C-5 of the benzimidazole ring have been synthesized and evaluated for their antiviral activities against HSV-1. The structures of these compounds have been established by analytical data, IR spectra, 1 H NMR, and mass spectra. Compounds 8a and 8b proved to be the most active antiherpetic agents in this study, at EC 50 % concentrations of 2.9, 3.4 mg/ml, respectively. Computational evaluation of the quantum chemical descriptors such as hydrophobicity (log P), HOMO & LUMO, and the gap energy, were calculated and correlated with the antiviral activity. The tested compounds showed proper degree of hydrophobicity (<0.5 ->5). The HOMO-LUMO gap energy values of the tested compounds are comparable with the observed values for the antiviral drug, Acyclovir.
Research on Chemical Intermediates, 2012
In recent years the synthesis of benzimidazole and its derivatives has attracted the attention of many organic chemists because of the compounds' interesting biological activity and the crucial importance of the benzimidazole unit in the function of these biologically important molecules. Benzimidazole-based polyheterocyclic compounds have several interesting biological properties. Simple synthetic strategies leading to benzimidazole-based fused polyheterocyclic systems and the antiviral and anticancer biological activity of the compounds are surveyed in this review article.
Benzimidazole as a Promising Antiviral Heterocyclic Scaffold: A Review
Journal of Science and Arts, 2021
Heterocyclic derivatives are unavoidable in many fields of natural disciplines. These derivatives play numerous significant roles in research, medication, and nature. Nitrogenous heterocyclic derivatives extremely are the main target of concern in synthetic chemistry to ensue active natural products with pharmaceuticals and agrochemicals interest. Benzimidazole skeleton is another example of some active heterocyclic moiety that significantly contributes in the numerous bioactive of essential compounds. Benzimidazole skeleton is studied as a prominent moiety of biologically active compounds with various activities including antimicrobial, antiprotozoal, anticancer, antiviral, acetylcholinesterase, antihistaminic, anti-inflammatory, antimalarial, analgesic, anti-HIV and antitubercular. Therefore, in this review we summarize the various antiviral activities of several benzimidazole derivatives and outline the correlation among the structures of different benzimidazoles scaffold with th...
Journal of enzyme inhibition and medicinal chemistry, 2015
A novel series of 5-nitro-1H-benzimidazole derivatives substituted at position 1 by heterocyclic rings was synthesized. Cytotoxicity and antiviral activity of the new compounds were tested. Compound 3 was more active than doxorubicin against A-549, HCT-116 and MCF-7. However, compound 3 showed no activity against human liver carcinoma Hep G-2 cell line. Compounds 9 and 17b (E) showed potency near to doxorubicin against the four cell lines. The acute toxicity of compound 9 on liver cancer induced in rats was determined in vivo. Interestingly, it showed restoration activity of liver function and pathology towards normal as compared to the cancer-bearing rats induced by DENA. Compounds 17a (Z), 17b (E) and 18a (Z) were the most promising compounds for their antiviral activity against rotavirus Wa strain.
Antiviral Activity of Benzotriazole Based Derivatives
The Open Medicinal Chemistry Journal
Background: For the last thirty years, the benzotriazole scaffold has been the object of our group interest and we have already presented some results on the antiviral activity of our compounds. Objective: In this article, we conclude the exploration of N-(4-(R-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-4-R’-benzamides and 1-(4-(R-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-3-R’-ureas by synthesizing further modified derivatives, in order to have more elements for SARs evaluation. Methods: Here, we reported the synthesis and the antiviral screening results of 38 newly synthesized benzotriazole derivatives against a panel of DNA and RNA viruses. We also analyse SARs in comparing these compounds with previously published benzotriazole analogues, taking stock of the situation. Results: Among the newly presented derivatives, compounds 17 and 18 were the most active with EC50 6.9 and 5.5 µM, respectively against Coxsackievirus B5 (CV-B5) and 20.5 and 17.5 µM against Poliovirus (Sb-1). Conclusion:...
International Journal of Chemical Studies, 2020
Phthalic anhydride and 3-Nitro Phthalic anhydride were reacted with 2-aminomethyl benzimidazole in pyridine to give 2-(5-substituted phthalimidomethyl) bezimidazoles. These benzimidazoles were refluxed with chloroacetyl chloride in dry benzene followed by reaction with different secondary amines to give 1-(N-substituted amino acetyl)-2-(5-substituted phthalimidomethyl) benzimidazoles. Antiviral activity of these compounds was studied against Ranikhet Disease Virus (RDV) and Vaccinia Virus (VV). Some of these compounds have been found to be active against RDV.
Synthesis, antiviral and antitumor activity of 2-substituted-5-amidino-benzimidazoles
Bioorganic & Medicinal Chemistry, 2007
We have prepared a set of heterocyclic benzimidazole derivatives bearing amidino substituents at C-5 of benzimidazole ring, by introducing various heterocyclic nuclei (pyridine, N-methyl-pyrrole or imidazole) at C-2, and evaluated their antitumor and antiviral activities. The most pronounced antiproliferative activity was shown with compounds 6 and 9, having imidazolinylamidino-substituent. Interestingly, all compounds show remarkable selectivity towards breast cancer cell line MCF-7. The most distinct and selective antiviral activity towards Coxackieviruses and Echoviruses was observed with compounds having pyridine ring at C-2. Especially interesting was fairly strong activity of 4 and 8 toward adenoviruses, which could be considered as leads against adenoviral replication.