Synthesis and Antibacterial Activity of Acetoxybenzoyl Thioureas with Aryl and Amino Acid Side Chains
A series of acetoxybenzoylthioureas derivatives with aryl and amino acid ester side chains were prepared by reaction of acetoxybenzoyl isothiocyanate, an acyloxy benzyl esterbased derivative of aspirin, with aryl amines or amino-functionalized amino acids with overall yields of 46–73%. The produc...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Taylor & Francis Group, LLC
2012
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| Subjects: | |
| Online Access: | http://ir.unimas.my/id/eprint/15578/ http://ir.unimas.my/id/eprint/15578/1/maya.pdf |
| Summary: | A series of acetoxybenzoylthioureas derivatives with aryl and amino acid ester side
chains were prepared by reaction of acetoxybenzoyl isothiocyanate, an acyloxy benzyl esterbased
derivative of aspirin, with aryl amines or amino-functionalized amino acids with overall
yields of 46–73%. The products that display a thiourea segment as a linker showed improved antibacterial
properties in comparison with aspirin. The structures of the synthesized compounds
were characterized by infra red spectroscopy, 13C nuclear magnetic resonance (NMR), and
1H NMR spectroscopy. The compounds were screened for their antibacterial activity by using
gram-negative bacteria (E. coli ATCC 8739). [2-(phenylcarbamothioylcarbamoyl)phenyl] acetate
showed the highest antibacterial activity against E. coli compared with other synthesized
compounds. |
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