Publication
Synthesis and in vitro α-glucosidase inhibitory activity of polyhydroxylated 2-styrylchromones
| dc.contributor.author | Santos, Clementina M.M. | |
| dc.contributor.author | Proença, Carina | |
| dc.contributor.author | Freitas, Marisa | |
| dc.contributor.author | Araújo, Alberto N. | |
| dc.contributor.author | Silva, Artur | |
| dc.contributor.author | Fernandes, Eduarda | |
| dc.date.accessioned | 2020-01-20T17:16:15Z | |
| dc.date.available | 2020-01-20T17:16:15Z | |
| dc.date.issued | 2019 | |
| dc.description.abstract | 2-Styrylchromones (2-SC) are a small class of naturally-occurring oxygen-containing heterocycles. Although they are scarce in nature, a large number of 2-SC derivatives has been synthesized and their biological activ ity evaluated, namely as antiallergic, anti-inflammatory, antimicrobial, antioxidant and antitumor agents [l]. As far as we know, the antidiabetic activity of 2-SC is still unexplored. With this rational in mind, a series of 12 polyhydroxylated derivatives of 2-SC (1) were synthethized and used as inhibitors of the carbohydrate hydrolyzing enzyme a-glucosidase. This enzyme catalyzes the final step of the digestive process of starch and break down oligosaccharides to monosaccharides being one of the most currently used therapeutic approaches to decrease postprandial hyperglycemia and consequently to control type 2 diabetes mellitus [2]. The synthesis of polyhydroxylated 2-SC involves a multi-step strategy starting with the condensation of the appropriate 2'-hydroxyacetophenones with cinnamic acid derivatives, base-promoted Baker- Yenkataraman rearrangement of the esters formed, cyclodehydration and finnaly cleavage of the protecting groups to afford the desired polyhydroxylated 2-SC (3]. The in vitro assay to evaluate the inhibitory activity of the compounds under study and the positive control, acarbose, against a-glucosidase was performed by monitoring the hydrolysis of the substrate p-nitrophenyl glucopyranoside into the product p-nitrophenol at 405 nm. In addition, the study of the inhibition type was carried out through nonlinear regression Michaelis-Menton enzymatic kinetics and the corresponding Lineweaver-Burk plot [4]. | pt_PT |
| dc.description.sponsorship | This work received financial support from the European Union (FEDER funds POCI/01 /0145/FEDER/007265) and National Funds (FCT/MEC, Fundayiio para a Ciencia e Tecnologia and Ministerio da Educação e Ciência) under the Partnership Agreement PT2020 UID/ AGR/00690/2013; UID/QUI/50006/2013; UID/QUI/00062/2019, and "Programa Operacional Competitividade e Intemacionalizayiio" (COMPETE) (POCI-01-0145-FEDER-029241), and under the framework of QREN (NORTE-01-0145-FEDER-000024). | pt_PT |
| dc.description.version | info:eu-repo/semantics/publishedVersion | pt_PT |
| dc.identifier.citation | Santos, Clementina; Proença, Carina; Freitas, Marisa; Araújo, A.N.; Silva, Artur; Fernandes, Eduarda (2019). Synthesis and in vitro α-glucosidase inhibitory activity of polyhydroxylated 2-styrylchromones. In Bioheterocycles 2019 – XVIII International Conference on Heterocycles in Bioorganic Chemistry. Ghent, Bélgica | pt_PT |
| dc.identifier.uri | http://hdl.handle.net/10198/20442 | |
| dc.language.iso | eng | pt_PT |
| dc.peerreviewed | yes | pt_PT |
| dc.rights.uri | http://creativecommons.org/licenses/by-nc/4.0/ | pt_PT |
| dc.title | Synthesis and in vitro α-glucosidase inhibitory activity of polyhydroxylated 2-styrylchromones | pt_PT |
| dc.type | conference object | |
| dspace.entity.type | Publication | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/5876/UID%2FAGR%2F00690%2F2013/PT | |
| oaire.awardURI | info:eu-repo/grantAgreement/FCT/5876/UID%2FQUI%2F50006%2F2013/PT | |
| oaire.citation.conferencePlace | Ghent - Bélgica | pt_PT |
| oaire.citation.startPage | 68 | pt_PT |
| oaire.citation.title | Bioheterocycles 2019 – XVIII International Conference on Heterocycles in Bioorganic Chemistry, | pt_PT |
| oaire.fundingStream | 5876 | |
| oaire.fundingStream | 5876 | |
| person.familyName | Santos | |
| person.givenName | Clementina M.M. | |
| person.identifier.ciencia-id | 9018-DB9C-C590 | |
| person.identifier.orcid | 0000-0003-4380-7990 | |
| person.identifier.scopus-author-id | 7201458663 | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.identifier | http://doi.org/10.13039/501100001871 | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| project.funder.name | Fundação para a Ciência e a Tecnologia | |
| rcaap.rights | openAccess | pt_PT |
| rcaap.type | conferenceObject | pt_PT |
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