| Autor: |
Lungu L; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Cucicova C; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Blaja S; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Ciocarlan A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Dragalin I; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Barba A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova., Vornicu N; Metropolitan Center of Research T.A.B.O.R., 9 Closca Str., RO-700066 Iasi, Romania., Geana EI; National Research and Development Institute for Cryogenics and Isotopic Technologies-ICSI Rm. Valcea, 4th Uzinei Str., P.O. Box 7, 240050 Ramnicu Valcea, Romania., Mangalagiu II; Faculty of Chemistry, ''Alexandru Ioan Cuza'' University of Iasi, 11 Carol Bd., RO-700506 Iasi, Romania., Aricu A; Chemistry of Natural and Biologically Active Compounds Laboratory, Institute of Chemistry, 3 Academiei Str., MD-2028 Chisinau, Moldova. |
| Abstrakt: |
Based on some homodrimane carboxylic acids and their acyl chlorides, a series of fourteen 2-homodrimenyl-1,3-benzothiazoles, N -homodrimenoyl-2-amino-1,3-benzothiazoles, 4'-methyl-homodrimenoyl anilides and 4'-methyl-homodrimenthioyl anilides were synthesized and 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 ). The synthesis involved the decarboxylative cyclization, condensation and thionation of the said acids, anhydrides or their derivatives with 2-aminothiophenol, 2-aminobenzothiazole, p -toluidine and Lawesson's reagent. As a result, together with the desired compounds, some unexpected products 8 , 25 , and 27 were obtained, and the structures and mechanisms for their formation have been proposed. Compounds 4 , 9 , and 25 showed higher antifungal and antibacterial activity compared to the standards caspofungin (MIC = 1.5 μg/mL) and kanamycin (MIC = 3.0 μg/mL), while compound 8 had comparable activities. In addition, compounds 6 , 17 , and 27 showed selective antifungal activity at MIC = 2.0, 0.25, and 1.0 μg/mL, respectively. |
