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Synthesis, Antiviral and Antitumor Activity of 2- substituted-5-amidino-benzimidazoles

Starčević, Kristina; Kralj, Marijeta; Ester, Katja; Sabol, Ivan; Grce, Magdalena; Pavelić, Krešimir; Karminski-Zamola, Grace (2007) Synthesis, Antiviral and Antitumor Activity of 2- substituted-5-amidino-benzimidazoles. Bioorganic and Medicinal Chemistry, 15 (13). pp. 4419-4426. ISSN 0968-0896

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Abstract

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 the compounds 4 and 8 toward adenoviruses, which could be considered as leads against adenoviral replication.

Item Type: Article
Uncontrolled Keywords: benzimidazoles; amidines; N-methylpyrrole; pyridine; imidazole; antiviral activity; antitumor activity
Subjects: BIOMEDICINE AND HEALTHCARE > Basic Medical Sciences
Divisions: Division of Molecular Medicine
Projects:
Project titleProject leaderProject codeProject type
Aberrant DNA methylation in HPV associated lesions (Promijenjeno stanje DNA-metilacije u HPV-povezanim oštećenjima)Magdalena Grce098-0982464-2510MZOS
The role of different cell death responses to DNA-damage treatment (Uloga različitih mehanizama odgovora stanica na terapiju oštećenjem DNA)Marijeta Kralj098-0982464-2514MZOS
New heterocycles as antitumor and antiviral (smart) drugs; (Novi heterocikli kao antitumorski i antivirusni (pametni) lijekovi)Marijana Hranjec125-0982464-1356MZOS
Depositing User: Ivan Sabol
Date Deposited: 16 Nov 2015 10:41
Last Modified: 16 Nov 2015 10:41
URI: http://fulir.irb.hr/id/eprint/2258
DOI: 10.1016/j.bmc.2007.04.032

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