Issue 53, 2021

The radical scavenging activity of muriolide in physiological environments: mechanistic and kinetic insights into double processes

Abstract

Muriolide (MO) is a natural lactone that was isolated from Ranunculus muricatus. This compound exhibited good antioxidant activity in some experiments; however, the radical scavenging activity of MO in physiological environments has not been studied yet. In this study, the reaction between hydroperoxyl radical and MO was investigated in physiological environments by using density functional theory (DFT) calculations. It was found that MO exhibits excellent antiradical activity in water at physiological pH (k = 1.05 × 108 M−1 s−1) by the single electron transfer mechanism of the anion state. However, the activity in lipid media is moderate with k = 2.54 × 104 M−1 s−1 and is defined by the formal hydrogen transfer pathway. The antiradical reactions can occur in double processes; however, the first reaction may define the HOO˙ radical scavenging activity of MO. Compared with typical natural antioxidants, the antiradical activity of MO against HOO˙ radicals is slightly lower than Trolox in pentyl ethanoate. However, the activity of MO is approximately 808 times faster than that of the reference in aqueous solution. Thus, the data suggest that MO is a promising natural radical scavenger in the physiological environment.

Graphical abstract: The radical scavenging activity of muriolide in physiological environments: mechanistic and kinetic insights into double processes

Supplementary files

Article information

Article type
Paper
Submitted
03 9 2021
Accepted
05 10 2021
First published
11 10 2021
This article is Open Access
Creative Commons BY license

RSC Adv., 2021,11, 33245-33252

The radical scavenging activity of muriolide in physiological environments: mechanistic and kinetic insights into double processes

N. T. Hoa, L. T. N. Van and Q. V. Vo, RSC Adv., 2021, 11, 33245 DOI: 10.1039/D1RA06632C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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