Inhibition of α-amylase by flavonoids: Structure activity relationship (SAR)

Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy
A I Martinez-GonzalezE Alvarez-Parrilla

Abstract

Flavonoids are recognized to regulate animals' food digestion processes trough interaction with digestive enzymes. The binding capacity of hesperetin (HES), luteolin (LUT), quercetin (QUE), catechin (CAT) and rutin (RUT) with pancreatic α-amylase were evaluated, using UV-Vis spectroscopy, fluorescence and molecular docking. Using p-nitrophenyl-α-d-maltopentoside (pNPG5) as substrate analog, LUT showed the best inhibitory capacity, even better than that of the positive control, acarbose (ACA). A mixed-type inhibition was observed for HES, LUT and QUE, a competitive-type for ACA, while no inhibition was observed with CAT and RUT. In agreement with kinetic results, α-amylase presented a higher affinity for LUT, when analyzed by fluorescence quenching. The binding of flavonoids to amylase followed a static mechanism, where the binding of one flavonoid per enzyme molecule was observed. Docking analysis showed that flavonoids bound near to enzyme active site, while ACA bound in another site behind the catalytic triad. Extrinsic fluorescence analysis, together with docking analysis pointed out that hydrophobic interactions regulated the flavonoid-α-amylase interactions. The present study provides evidence to understand the relationshi...Continue Reading

Citations

Oct 16, 2019·Journal of Food Science·Kenji KuriyaHayato Umekawa
Nov 27, 2019·Biotechnology and Applied Biochemistry·Mohamed H AhmedFarid A Badria
Nov 21, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·María Del Pilar Fernández-PoyatosEulogio J Llorent-Martínez
Nov 7, 2019·3 Biotech·Baban S KolteRohan J Meshram
Apr 25, 2020·International Journal of Molecular Sciences·Mariana Gois Ruivo da SilvaLea Pogačnik
May 31, 2019·International Journal of Molecular Sciences·Adriano Costa de CamargoAndrés R Schwember
Aug 1, 2020·Journal of Analytical Methods in Chemistry·María Del Pilar Fernández-PoyatosEulogio J Llorent-Martínez
Jan 18, 2021·International Journal of Biological Macromolecules·Chao JiangChaoyang Ma
May 14, 2021·Journal of Enzyme Inhibition and Medicinal Chemistry·Katarzyna JakimiukMichał Tomczyk
Jun 27, 2021·Chemical Biology & Drug Design·Navjot KaurSanjeev Kumar Sahu
Nov 5, 2021·Food & Function·Yiling ZhaoGanhui Huang
Nov 19, 2021·Critical Reviews in Food Science and Nutrition·Yao ChenZhiyong He
Dec 11, 2021·PloS One·Mamaru BitewRajalakshmanan Eswaramoorthy
Jan 4, 2020·Anti-inflammatory & Anti-allergy Agents in Medicinal Chemistry·Nia SamiraYousfi Mohamed

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