TITLE

SYNTHESIS, CHARACTERIZATION AND ANTIMICROBIAL ACTIVITY OF NEW BENZOXAZOLE AMINO ACID ESTER DERIVATIVES

AUTHOR(S)
Farhan, Muthanna Saadi; Saour, Kawkab Y.
PUB. DATE
February 2013
SOURCE
Pharmacie Globale;Feb2013, Vol. 4 Issue 2, p1
SOURCE TYPE
Academic Journal
DOC. TYPE
Article
ABSTRACT
In view of the fact that large number of derivatives of benzoxazole have been found to exhibit a wide variety of pharmacological activities. In the current research work, new amino acid ester derivatives of benzoxazole heterocyclic moiety were synthesized. Benzoxazole-2-thiol was S-alkylated by ethyl bromoacetate in presence of triethylamine base to get ethyl acetate ester derivatives (Ethyl 2-(benzo[d]oxazol-2-yl thio) acetate) (Compound 1) which is then deesterified using alkaline solution to get carboxylic acid derivative (2-(benzo[d]oxazol-2-yl thio) acetic acid) (Compound 2) which coupled to different amino acid esters (glycin ethyl ester HCl, L-tyrosin ethyl ester HCl, L-phenyl alanine ethyl ester HCl and ethyl-paraaminobenzoate) (Compounds a-d respectively) by conventional solution method to get the final target compounds (Ethyl 2-(2-(benzo[d]oxazol-2-yl thio) acetamido) acetate, Ethyl 2-(2-(benzo[d]oxazol-2-yl thio) acetamido )-3-(4-hydroxyphenyl) propanoate, Ethyl 2-(2- (benzo[d]oxazol-2-yl thio) acetamido)-3-phenylpropanoate and Ethyl 4-(2-(benzo[d]oxazol-2-yl thio) acetamido) benzoate) (Compounds 3, 4, 5 and 6 respectively). The identification and characterization of the synthesized compounds were confirmed by melting point, thin layer chromatography (TLC), FT-IR and elemental microanalysis (CHN). All synthesized final target compounds were screened for antimicrobial activity (antibacterial and antifungal activities).
ACCESSION #
87977560

 

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