Molecules | |
Docking Studies and Anti-inflammatory Activity of |
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Sanda P. Dilber1  Silva Lj. Dobric2  Zorica D. Juranic3  Bojan D. Markovic1  Sote M. Vladimirov1  | |
[1] Faculty of Pharmacy, University of Belgrade, Vojvode Stepe 450, 11000 Belgrade, Serbia;Institute for Scientific Information, Crnotravska 17, 11000 Belgrade, Serbia;Institute for Oncology and Radiology of Serbia, Pasterova 14, 11000 Belgrade, Serbia | |
关键词: β-Hydroxy-β-arylalkanoic acids; Reformatsky reaction; anti-inflammatory activity; molecular docking simulations; COX-2 selective inhibitor; | |
DOI : 10.3390/molecules13030603 | |
来源: mdpi | |
【 摘 要 】
The article describes a two-step synthesis of diastereomeric 3-hydroxy-2-methyl-3-(4-biphenylyl)butanoic acids. In the first step an intermediate α-bromo propanoic acid 1-ethoxyethyl ester was synthesized. The second step is a new modified Reformatsky reaction in presence of Zn in tetrahydrofuran (THF) at –5 to 10 °C between the previously synthesized intermediate and 4-acetylbiphenyl. Synthesis of the other studied β-hydroxy-β-arylpropanoic acids has already been reported. These β-hydroxy-β-arylpropanoic acids belong to the arylpropanoic acid class of compounds, structurally similar to the NSAIDs such as ibuprofen. The anti-inflammatory activity and gastric tolerability of the synthesized compounds were evaluated. Molecular docking experiments were carried out to identify potential COX-2 inhibitors among the β-hydroxy-β-aryl-alkanoic acids class. The results indicate that all compounds possess significant anti-inflammatory activity after oral administration and that the compounds 2-(9-(9-hydroxy-fluorenyl))-2-methylpropanoic acid (
【 授权许可】
Unknown
© 2008 by MDPI (http://www.mdpi.org).
【 预 览 】
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RO202003190058422ZK.pdf | 372KB | download |