DPPH Radical Scavenging Activity of Tricin and Its Conjugates Isolated from “Njavara” Rice Bran: A Density Functional Theory Study
In: Journal of Agricultural and Food Chemistry, 2024, Heft Preprints
Online
serialPeriodical
Zugriff:
Structural, electronic, and energetic characteristics of tricin, tricin-4′-O-(erythro-β-guaiacylglyceryl)ether (TEGE), and tricin-4′-O-(threo-β-guaiacylglyceryl)ether (TTGE), isolated from “Njavara” rice bran have been studied using DFT to explain their experimentally determined radical scavenging activity (EC50values) in comparison with known standards such as quercetin, myricetin, and catechin. Among the three mechanisms proposed for explaining the antioxidant activity, proton coupled-electron transfer (PC-ET), sequential proton loss electron transfer (SPLET), and electron transfer-proton transfer (ET-PT), our results support the second one. The O–H bond dissociation enthalpy (BDE) and the spin density on the oxygen with the radical character are excellent descriptors of radical scavenging activity. BDE (in kcal/mol) increased in the order myricetin (74.6) < quercetin (78.1) < catechin (78.3) < tricin (81.5) < TTGE (90.6) < TEGE (91.1), while the EC50increased exponentially with increase in BDE, 20.51, 42.98, 45.07, 90.39, 208.01, and 352.04 μg/mL for myricetin, quercetin, catechin, tricin, TTGE, and TEGE, respectively.
Titel: |
DPPH Radical Scavenging Activity of Tricin and Its Conjugates Isolated from “Njavara” Rice Bran: A Density Functional Theory Study
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Autor/in / Beteiligte Person: | Ajitha, Manjaly J. ; Mohanlal, Smitha ; Suresh, Cherumuttathu H. ; Jayalekshmy, Ananthasankaran |
Link: | |
Zeitschrift: | Journal of Agricultural and Food Chemistry, 2024, Heft Preprints |
Veröffentlichung: | 2024 |
Medientyp: | serialPeriodical |
ISSN: | 0021-8561 (print) ; 1520-5118 (print) |
DOI: | 10.1021/jf204826e |
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