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Synthesis and Antimicrobial Activity of New 2‐[p‐Substituted‐benzyl]‐5‐[substituted‐carbonylamino]benzoxazoles
Author(s) -
YildizOren Ilkay,
TekinerGulbas Betul,
Yalcin Ismail,
TemizArpaci Ozlem,
AkıSener Esin,
Altanlar Nurten
Publication year - 2004
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200300851
Subject(s) - benzoxazole , antimicrobial , chemistry , candida glabrata , stereochemistry , organic chemistry , antifungal , microbiology and biotechnology , biology
A series of 23 new 2‐[p‐substituted‐benzyl]‐5‐[p‐substituted‐phenyl/benzyl‐carbonylamino]benzoxazole derivatives has been synthesized by reacting 5‐amino‐2‐[p‐substituted‐benzyl]benzoxazoles with the appropriate carboxylic acid chlorides. The structures of the synthesized compounds were confirmed by IR and 1 H‐NMR spectral data. Antimicrobial activities of the compounds were investigated using the twofold serial dilution technique against two gram‐positive and two gram‐negative bacteria and three Candida species in comparison with standard drugs. Microbiological results indicated that the newly synthesized 2‐[p‐substituted‐benzyl]‐5‐[p‐substituted‐phenyl/benzyl‐carbonylamino]benzoxazole derivatives ( 3‐25 ) possessed a broad spectrum of activity, showing MIC values of 6.25‐200 μg/mL against the gram‐positive and gram‐negative microorganisms tested. Moreover, they showed significant antifungal activity with MIC values of 3.12‐100 μg/mL against the Candida species tested. Especially, with a MIC value of 3.12 μg/mL, 2‐benzyl‐5‐[p‐bromobenzyl‐carbonylamino]benzoxazole 9 displayed the same activity against C. glabrata as the standard drug myconazol.