Synthesis and Antimicrobial Studies of (E)-3-(4-Alkyloxyphenyl)-1-(2-hydroxyphenyl) prop-2-en-1-one, (E)-3-(4-Alkyloxyphenyl)-1-(4-Hydroxyphenyl)prop-2-en-1-one and their Analogues

Zainab, Binti Ngaini and Hasnain, Bin Hussain and Kamarulzaman, Bin Kamaruddin and Siti Muhaini, Binti Haris Fadzillah (2009) Synthesis and Antimicrobial Studies of (E)-3-(4-Alkyloxyphenyl)-1-(2-hydroxyphenyl) prop-2-en-1-one, (E)-3-(4-Alkyloxyphenyl)-1-(4-Hydroxyphenyl)prop-2-en-1-one and their Analogues. World Journal of Chemistry, 4 (1). pp. 9-14. ISSN 1817-3128

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Abstract

A series of (E)-3-(4-alkyloxyphenyl)-1-(2-hydroxyphenyl)prop-2-en-1-one (2a-c) and (E)-3-(4- alkyloxyphenyl)-1-(4-hydroxyphenyl)prop-2-en-1-one (3a-c) have been synthesized via Claisen-Schmidt condensation. The compounds differ in the length of alkyl groups, CnH2n+1, where n= 10, 12 and 14. The structures of the synthesized compounds were defined by elemental analysis, IR, H and C NMR. 1 13 Antimicrobial studies were carried out against E. coli ATCC 8739 to evaluate the effect of the hydroxyl and alkyl groups of the synthesised chalcones. All the synthesized compounds have shown significant antimicrobial activities. Chalcones (2a-c) showed better antimicrobial activities compared to chalcones (3a-c) respectively, with (E)-3-(4-decyloxyphenyl)-1-(2-hydroxyphenyl) prop-2-en-1-one showed the highest antimicrobial activity among the compounds tested.

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