Study on antioxidant activity of azaphilone compound Penicilone B <i>in vitro</i><br/>

ZHANG Liangcong; SUN Li; CHEN Min; HUANG Wuyang; SHEN Li

doi:10.7619/jcmp.20201341

Journal of Clinical Medicine in Practice > 2021 > 25(2): 5-9. > DOI: 10.7619/jcmp.20201341

ZHANG Liangcong, SUN Li, CHEN Min, HUANG Wuyang, SHEN Li. Study on antioxidant activity of azaphilone compound Penicilone B in vitro
[J]. Journal of Clinical Medicine in Practice, 2021, 25(2): 5-9. DOI: 10.7619/jcmp.20201341

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Study on antioxidant activity of azaphilone compound Penicilone B in vitro

ZHANG Liangcong^{1, 2},
SUN Li¹,
CHEN Min³,
HUANG Wuyang^{1, 4},
SHEN Li^{1, 2, ,}

1.
Medical College, Institute of Translational Medicine of Yangzhou University, Yangzhou, Jiangsu, 225001
2.
Jiangsu Key Laboratory of Integrated Traditional Chinese and Western Medicine for Prevention and Treatment of Senile Diseases, Yangzhou, Jiangsu, 225001
3.
College of Environmental Science and Engineering, Yangzhou University, Yangzhou, Jiangsu, 225127
4.
Institute of Agro-product Processing of Jiangsu Academy of Agricultural Sciences, Nanjing, Jiangsu, 210014

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Received Date: November 03, 2020
Available Online: January 26, 2021
Published Date: January 27, 2021

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Abstract

Abstract

Objective To study antioxidant activity of azaphilone compound Penicilone B in vitro and analyze its antioxidant mechanism using Density Functional Theory (DFT).
Methods Three in vitro antioxidant methods including ABTS[2, 2′-azino-bis(3-ethylbenzothiazoline-6-sulfonate)] radical scavenging ability, DPPH (2, 2-diphenyl-1-picrylhydrazyl) radical scavenging ability and oxygen radical absorbance capacity (ORAC) assays were used to determine the antioxidant activity of an azaphilone compound Penicilone B firstly. Moreover, DFT was used to optimize molecular structure of Penicilone B and to analyze the antioxidant mechanism from the aspects of the molecular structure parameters, bond dissociation enthalpy (BDE) of the phenolic hydroxyl group, ionization potential (IP) and frontier molecular orbital (FMO) at the level of M06-2x/6-31+G**.
Results Penicilone B showed certain antioxidant activity in vitro. The scavenging rates of Penicilone B on ABTS radicals and DPPH radicals were (11.62±1.19)% and (22.68±2.81)% at 100 μg/mL, respectively, while the scavenging rates of positive control vitamin C (Vc) were (43.17±3.88)% and (58.73±4.70)%, respectively. In addition, the ORAC values of Penicilone B and Vc were (1.06±0.06) and (2.87±0.15) μmol trolox/mg, respectively. The DFT calculation results found that phenolic hydroxyl group at C15 position was easy to occur hydrogen-abstraction reaction. Besides, Penicilone B may also terminate the chain reaction of oxidation by directly binding to active free radicals and ring A and ring B were the primary active sites.
Conclusion The antioxidant mechanism of azaphilone compounds is investigated by DFT method for the first time in this study. The theoretical calculation result is in agreement with the experiment in vitro, which provides a theoretical basis for the development of azaphilones.
- azaphilone compound,
- Penicilone B,
- antioxidant activity,
- Density Functional Theory,
- antioxidant mechanism

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