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Salicylanilide esters of N-protected amino acids as novel antimicrobial agents
A Imramovsky, J Vinsova, JM Ferriz, V Buchta, J Jampilek
Jazyk angličtina Země Velká Británie
NLK
ScienceDirect (archiv)
od 1993-01-01 do 2009-12-31
- MeSH
- Absidia účinky léků MeSH
- aminokyseliny chemie MeSH
- antiinfekční látky farmakologie chemie MeSH
- Aspergillus fumigatus účinky léků MeSH
- estery MeSH
- financování organizované MeSH
- mikrobiální testy citlivosti MeSH
- Mycobacterium tuberculosis účinky léků MeSH
- salicylanilidy farmakologie chemie MeSH
- Trichophyton účinky léků MeSH
A series of novel, highly antimicrobial salicylanilide esters of N-protected amino acids were synthesized and characterized. Their in vitro antimicrobial activity against eight fungal strains and Mycobacterium tuberculosis was determined. The compounds had the highest level of activity against Aspergillus fumigatus, Absidia corymbifera and Trichophyton mentagrophytes, and these levels were higher than that of the standard drug fluconazole. In addition, three compounds showed interesting antituberculosis activity, with inhibition ranging from 89% to 99%. (S)-4-Chloro-2-(4-trifluoromethylphenylcarbamoyl)-phenyl 2-benzyloxy-carbonylamino-propionate had the highest level of both antifungal and antimycobacterial activity. The structure-activity relationships of the new compounds are discussed.
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- $a Salicylanilide esters of N-protected amino acids as novel antimicrobial agents / $c A Imramovsky, J Vinsova, JM Ferriz, V Buchta, J Jampilek
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- $a Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic. ales.imramovsky@faf.cuni.cz
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- $a A series of novel, highly antimicrobial salicylanilide esters of N-protected amino acids were synthesized and characterized. Their in vitro antimicrobial activity against eight fungal strains and Mycobacterium tuberculosis was determined. The compounds had the highest level of activity against Aspergillus fumigatus, Absidia corymbifera and Trichophyton mentagrophytes, and these levels were higher than that of the standard drug fluconazole. In addition, three compounds showed interesting antituberculosis activity, with inhibition ranging from 89% to 99%. (S)-4-Chloro-2-(4-trifluoromethylphenylcarbamoyl)-phenyl 2-benzyloxy-carbonylamino-propionate had the highest level of both antifungal and antimycobacterial activity. The structure-activity relationships of the new compounds are discussed.
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