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Docking studies and anti-inflammatory activity of ss-Hydroxy-ss-arylpropanoic acids
dc.creator | Dilber, Sanda | |
dc.creator | Dobrić, Silva | |
dc.creator | Juranić, Zorica | |
dc.creator | Marković, Bojan | |
dc.creator | Vladimirov, Sote | |
dc.creator | Juranić, Ivan O. | |
dc.date.accessioned | 2019-09-02T11:14:12Z | |
dc.date.available | 2019-09-02T11:14:12Z | |
dc.date.issued | 2008 | |
dc.identifier.issn | 1420-3049 | |
dc.identifier.uri | https://farfar.pharmacy.bg.ac.rs/handle/123456789/1101 | |
dc.description.abstract | The article describes a two-step synthesis of diastereomeric 3-hydroxy-2methyl-3-( 4-biphenylyl) butanoic acids. In the first step an intermediate alpha-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 beta-hydroxy- beta-arylpropanoic acids has already been reported. These beta-hydroxy-beta-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 beta-hydroxy- beta-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 ( 5) and 3-hydroxy-3,3-diphenyl- propanoic acid (3) possess the strongest anti-inflammatory activity, comparable to that of ibuprofen, a standard NSAID, and that none of tested substances or ibuprofen produced any significant gastric lesions. | en |
dc.publisher | Molecular Diversity Preservation Int, Basel | |
dc.relation | info:eu-repo/grantAgreement/MESTD/MPN2006-2010/142010/RS// | |
dc.relation | info:eu-repo/grantAgreement/MESTD/MPN2006-2010/142072/RS// | |
dc.rights | openAccess | |
dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
dc.source | Molecules | |
dc.subject | beta-Hydroxy-beta-arylalkanoic acids | en |
dc.subject | Reformatsky reaction | en |
dc.subject | anti-inflammatory | en |
dc.subject | activity | en |
dc.subject | molecular docking simulations | en |
dc.subject | COX-2 selective inhibitor | en |
dc.title | Docking studies and anti-inflammatory activity of ss-Hydroxy-ss-arylpropanoic acids | en |
dc.type | article | |
dc.rights.license | BY | |
dcterms.abstract | Јуранић, Иван О.; Јуранић, Зорица; Марковић, Бојан; Добрић, Силва; Владимиров, Соте; Дилбер, Санда; | |
dc.citation.volume | 13 | |
dc.citation.issue | 3 | |
dc.citation.spage | 603 | |
dc.citation.epage | 615 | |
dc.citation.other | 13(3): 603-615 | |
dc.citation.rank | M23 | |
dc.identifier.wos | 000254464700010 | |
dc.identifier.doi | 10.3390/molecules13030603 | |
dc.identifier.pmid | 18463569 | |
dc.identifier.scopus | 2-s2.0-41649119732 | |
dc.identifier.fulltext | https://farfar.pharmacy.bg.ac.rs//bitstream/id/75/1099.pdf | |
dc.type.version | publishedVersion |