Synthesis of novel benzofuran and related benzimidazole derivatives for evaluation of in vitro anti-HIV-1, anticancer and antimicrobial activities
| Autor: | Mostafa M. M. El-Meligy, Hesham Fahmy, S. M. Rida, Soad A.M. El-Hawash, Aly A. Hazzaa |
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| Rok vydání: | 2006 |
| Předmět: |
CD4-Positive T-Lymphocytes
Benzimidazole Staphylococcus aureus Stereochemistry Cell Survival Substituent Molecular Conformation Microbial Sensitivity Tests medicine.disease_cause Cell Line chemistry.chemical_compound Heterocyclic Compounds Cell Line Tumor Drug Discovery Candida albicans medicine Humans Benzofuran Benzofurans Cell Proliferation biology Organic Chemistry Biological activity biology.organism_classification Antimicrobial Combinatorial chemistry In vitro chemistry Drug Design HIV-1 Molecular Medicine Benzimidazoles Female Drug Screening Assays Antitumor |
| Zdroj: | Archives of pharmacal research. 29(10) |
| ISSN: | 0253-6269 |
| Popis: | Previously, we synthesized and evaluated several benzofuran derivatives containing heterocyclic ring substituents linked to the benzofuran nucleus at C-2 by a two- to four-atom spacer as potential anti-HIV-1, anticancer and antimicrobial agents. Among these derivatives, NSC 725612 and NSC 725716 exhibited interesting anti-HIV-1 activity. To further investigate the structure-activity relationship, we synthesized several new benzofuran derivatives derived from 2-acetylbenzofuran (2, 3a-c) and 2-bromoacetylbenzofuran (6; 7a,b; 8a,b). The compounds were designed to comprise the heterocyclic substituents directly linked to the benzofuran nucleus at C-2. Moreover, various related benzimidazoles derived from 2-acetylbenzimidazole and from 2-cyanomethylbenzimidazole (12a,b; 13a,b; 15; 16a,b) were also prepared as isosteres. The synthesized compounds were preliminarily evaluated for their in vitro anti-HIV-1, anticancer and antimicrobial activity. Compounds 2, 3a, 3b, and 12b showed weak anti-HIV-1 activity. Compound 6 exhibited mild activity against S. aureus, while compound 15 had mild activity towards S. aureus and C. albicans. However, no significant anticancer activity was observed with any of the tested compounds. From these results, we conclude that the presence of the spacer between the heterocyclic substituent and the benzofuran nucleus may be essential for the biological activity. |
| Databáze: | OpenAIRE |
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