חיפוש מתקדם
Journal of Medicinal Chemistry
Takrouri, K., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Oren, G., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Polacheck, I., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Sionov, E., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Shalom, E., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Katzhendler, J., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Srebnik, M., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
A series of new amine cyanoborane derivatives were synthesized and exhibited antifungal activity. A long alkyl chain attached to the nitrogen of the amine cyanoboranes and carboxyboranes enhances antifungal activity. An enhanced activity was also obtained upon the halogenation of the amine cyanoboranes as well as in the presence of C=C double bond at the end of the N-alkyl group. The lead compounds were dimethylundecylamine cyanoborane (C 11H23N(CH3)2BH2CN), 9, and its dibromo derivative dimethylundecylamine dibromocyanoborane (C 11H23N(CH3)2BBr2CN), 11. The MIC values for the lead compounds against the most important human pathogenic fungi ranged from 16.25 to 32.5 μmol/L and from 10.05 to 79 μmol/ L, respectively. Both compounds were found to be relatively safe in intravenous injections to mice, (MTD = 121.9 and 73.1 μmol/kg, respectively) and active against strains that are resistant to fluconazole (a conventional antifungal medicine). These data indicate their potential to become antifungal agents. © 2006 American Chemical Society.
פותח על ידי קלירמאש פתרונות בע"מ -
הספר "אוצר וולקני"
אודות
תנאי שימוש
Synthesis and antifungal activity of a novel series of alkyldimethylamine cyanoboranes and their derivatives
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Takrouri, K., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Oren, G., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Polacheck, I., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Sionov, E., Department of Clinical Microbiology and Infectious Diseases, Hadassah-Hebrew University Medical Center, Jerusalem, Israel
Shalom, E., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Katzhendler, J., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Srebnik, M., Department of Natural Products and Medicinal Chemistry, School of Pharmacy, Hebrew University of Jerusalem, Israel
Synthesis and antifungal activity of a novel series of alkyldimethylamine cyanoboranes and their derivatives
A series of new amine cyanoborane derivatives were synthesized and exhibited antifungal activity. A long alkyl chain attached to the nitrogen of the amine cyanoboranes and carboxyboranes enhances antifungal activity. An enhanced activity was also obtained upon the halogenation of the amine cyanoboranes as well as in the presence of C=C double bond at the end of the N-alkyl group. The lead compounds were dimethylundecylamine cyanoborane (C 11H23N(CH3)2BH2CN), 9, and its dibromo derivative dimethylundecylamine dibromocyanoborane (C 11H23N(CH3)2BBr2CN), 11. The MIC values for the lead compounds against the most important human pathogenic fungi ranged from 16.25 to 32.5 μmol/L and from 10.05 to 79 μmol/ L, respectively. Both compounds were found to be relatively safe in intravenous injections to mice, (MTD = 121.9 and 73.1 μmol/kg, respectively) and active against strains that are resistant to fluconazole (a conventional antifungal medicine). These data indicate their potential to become antifungal agents. © 2006 American Chemical Society.
Scientific Publication
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