Bioassay-guided separation of antioxidants in Blaps rynchopetera Fairmaire and their theoretical mechanism

[Display omitted] •Blaps rynchopetera has strong antioxidant activity.•Bioassay-guided separation was used to investigate antioxidants from B. rynchopetera.•Antioxidative fraction was enriched by HSCCC.•4-(2-Hydroxyethyl)-1,2-benzenediol and 4-ethylbenzene-1,3-diol were the main antioxidants.•The an...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of Asia-Pacific entomology 2024, 27(4), , pp.1-9
Hauptverfasser: Ji, Zhenni, Liu, Chang, Xu, Fa, Wang, Yi, Gu, Dongyu, Huang, Yun, Yang, Yi
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:[Display omitted] •Blaps rynchopetera has strong antioxidant activity.•Bioassay-guided separation was used to investigate antioxidants from B. rynchopetera.•Antioxidative fraction was enriched by HSCCC.•4-(2-Hydroxyethyl)-1,2-benzenediol and 4-ethylbenzene-1,3-diol were the main antioxidants.•The antioxidant mechanism was revealed by density functional theory. Blaps rynchopetera Fairmaire is a medicinal insect with a wide range of biological activities. Some of its activities, including anti-cancer and anti-inflammatory activities, are closely related to antioxidant capacity. In this study, a method was established to investigate components and theoretical mechanism of antioxidant from B. rynchopetera. As a result, two antioxidants were obtained by bioassay-guided separation and identified as 4-(2-hydroxyethyl)-1,2-benzenediol and 4-ethylbenzol-1,3-diol. Their EC50 were 20.20 ± 0.30 μM and 22.90 ± 1.30 μM for ABTS·+ scavenging, and 153.00 ± 2.00 μM and 301.00 ± 3.00 μM for DPPH· scavenging, respectively. The thermodynamic investigation indicated that the 2-OH of 4-(2-hydroxyethyl)-1,2-benzenediol and the 1-OH of 4-ethylbenzol-1,3-diol were more susceptible to be attacked by free radicals. They tended to exert antioxidant effects via the sequential proton loss electron transfer mechanism in polar media, whereas the hydrogen atom transfer mechanism was more likely to occur in non-polar media. In addition, frontier molecular orbital theory and energy barrier analysis suggested that 4-(2-hydroxyethyl)-1,2-benzenediol was more likely to react with DPPH·. These results confirmed that 4-(2-hydroxyethyl)-1,2-benzenediol had better antioxidant potential.
ISSN:1226-8615
1876-7790
DOI:10.1016/j.aspen.2024.102317