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Synthesis and Antimicrobial Activity of Some 5‐[2‐(Morpholin‐4‐yl)acetamido] and/or 5‐[2‐(4‐Substituted piperazin‐1‐yl)acetamido]‐2‐( p ‐substituted phenyl)benzoxazoles
Author(s) -
TemizArpacı Özlem,
Özdemir Aliye,
Yalçın İsmail,
Yıldız İlkay,
AkıŞener Esin,
Altanlar Nurten
Publication year - 2005
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.200400923
Subject(s) - benzoxazole , morpholine , chemistry , candida krusei , candida glabrata , chloroacetyl chloride , antimicrobial , candida albicans , stereochemistry , semicarbazide , proton nmr , isatin , medicinal chemistry , candida tropicalis , organic chemistry , chloride , microbiology and biotechnology , biochemistry , yeast , biology
In this study, a series of twelve novel 5‐[2‐(morpholin‐4‐yl)acetamido] and/or 5‐[2‐(4‐substituted pip‐erazine‐1‐yl)acetamido]‐2‐( p ‐substituted phenyl]benzoxazole derivatives have been synthesized and their structures were confirmed by IR, 1 H NMR, and mass spectral data. These compounds were prepared by reacting 5‐(2‐chloroacetamido)‐2‐(4‐p‐substituted‐phenyl)benzoxazoles, which were obtained by using 5‐amino‐2‐[p‐substituted‐phenyl]benzoxazoles with chloroacetyl chloride, in the presence of morpholine or 1‐substituted piperazines. All synthesized compounds 3 – 14 were tested by using the method of twofold serial dilution technique for in vitro activities against certain strains of Gram‐positive, Gram‐negative bacteria as well as the yeasts Candida albicans , Candida krusei , and Candida glabrata in comparison with standard drugs. Microbiological results showed that the newly synthesized compounds possessed a broad spectrum of activity, showing MIC values of 3.12–50 μg/mL against the Candida species.