| Autor: |
Lungu L; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Blaja S; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Cucicova C; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Ciocarlan A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Barba A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Kulcițki V; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova., Shova S; 'Petru Poni' Institute of Macromolecular Chemistry, Aleea Grigore Ghica Voda 41-A, 700487 Iasi, Romania., Vornicu N; Metropolitan Center of Research T.A.B.O.R., 9 Closca Str., 700066 Iasi, Romania., Geana EI; Department of Research and Development, National Research and Development Institute for Cryogenics and Isotopic Technologies-ICSI Rm., Valcea, 4th Uzinei Str., 240050 Râmnicu Vâlcea, Romania., Mangalagiu II; Faculty of Chemistry, 'Alexandru Ioan Cuza' University of Iasi, 11 Carol Bd., 700506 Iasi, Romania., Aricu A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., 2028 Chisinau, Moldova. |
| Abstrakt: |
Herein we report a feasible study concerning the synthesis and the in vitro antimicrobial activity of some new homodrimane sesquiterpenoids with a benzimidazole unit. Based on some homodrimane carboxylic acids, on their acyl chlorides and intermediate monoamides, a series of seven N -homodrimenoyl-2-amino-1,3-benzimidazoles and 2-homodrimenyl-1,3-benzimidazoles was synthesized. The syntheses involved the decarboxylative cyclization and condensation of the said acids or acyl chlorides with o -phenylendiamine and 2-aminobenzimidazole, as well as the p -TsOH-mediated cyclodehydration of the said monoacylamides. The structures of the synthesized compounds have been fully confirmed, including by the X-ray diffraction. Their biological activities were evaluated on five species of fungi ( Aspergillus niger , Fusarium solani , Penicillium chrysogenum , P. frequentans , and Alternaria alternata ) and two strains of bacteria ( Bacillus sp. and Pseudomonas aeruginosa ). Compounds 7 and 20 showed higher antifungal (MIC = 0.064 and 0.05 μg/mL) and antibacterial (MIC = 0.05 and 0.032 μg/mL) activities compared to those of the standards: caspofungin (MIC = 0.32 μg/mL) and kanamycin (MIC = 2.0 μg/mL), and compounds 4 , 10 , 14 , and 19 had moderate activities. |
