Methyl Chavicol and Its Synthetic Analogue as Possible Antioxidant and Antilipase Agents Based on the In Vitro and In Silico Assays
Joint Authors
de Sousa, Orlando Vieira
Couri, Mara R. C.
Taranto, Alex Gutterres
Santos, Bruna Celeida Silva
Pires, Andressa Soares
Yamamoto, Célia Hitomi
Araújo, Ana Lúcia dos Santos de Matos
Alves, Maria Silvana
Source
Oxidative Medicine and Cellular Longevity
Issue
Vol. 2018, Issue 2018 (31 Dec. 2018), pp.1-11, 11 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2018-04-11
Country of Publication
Egypt
No. of Pages
11
Main Subjects
Abstract EN
This study investigated the in vitro and in silico biological properties of the methyl chavicol (MC) and its analogue 2-[(4-methoxyphenyl)methyl]oxirane (MPMO), emphasizing the antioxidant and antilipase effects.
MPMO was synthesized from MC that reacted with meta-chloroperbenzoic acid and, after separation and purification, was identified by 1H and 13C NMR and GC-MS.
The antioxidant activity was investigated by DPPH, cooxidation β-carotene/linoleic acid, and thiobarbituric acid assays.
With the use of colorimetric determination, the antilipase effect on the pancreatic lipase was tested, while the molecular interaction profiles were evaluated by docking molecular study.
MC (IC50 = 312.50 ± 2.28 μg/mL) and MPMO (IC50 = 8.29 ± 0.80 μg/mL) inhibited the DPPH free radical.
The inhibition of lipid peroxidation (%) was 73.08 ± 4.79 and 36.16 ± 4.11 to MC and MPMO, respectively.
The malonaldehyde content was significantly reduced in the presence of MC and MPMO.
MC and MPMO inhibited the pancreatic lipase in 58.12 and 26.93%, respectively.
MC and MPMO (−6.1 kcal·mol−1) produced a binding affinity value lower than did diundecylphosphatidylcholine (−5.6 kcal·mol−1).
These findings show that MC and MPMO present antioxidant and antilipase activities, which may be promising molecular targets for the treatment of diseases associated with oxidative damage and lipid metabolism.
American Psychological Association (APA)
Santos, Bruna Celeida Silva& Pires, Andressa Soares& Yamamoto, Célia Hitomi& Couri, Mara R. C.& Taranto, Alex Gutterres& Alves, Maria Silvana…[et al.]. 2018. Methyl Chavicol and Its Synthetic Analogue as Possible Antioxidant and Antilipase Agents Based on the In Vitro and In Silico Assays. Oxidative Medicine and Cellular Longevity،Vol. 2018, no. 2018, pp.1-11.
https://search.emarefa.net/detail/BIM-1210998
Modern Language Association (MLA)
Santos, Bruna Celeida Silva…[et al.]. Methyl Chavicol and Its Synthetic Analogue as Possible Antioxidant and Antilipase Agents Based on the In Vitro and In Silico Assays. Oxidative Medicine and Cellular Longevity No. 2018 (2018), pp.1-11.
https://search.emarefa.net/detail/BIM-1210998
American Medical Association (AMA)
Santos, Bruna Celeida Silva& Pires, Andressa Soares& Yamamoto, Célia Hitomi& Couri, Mara R. C.& Taranto, Alex Gutterres& Alves, Maria Silvana…[et al.]. Methyl Chavicol and Its Synthetic Analogue as Possible Antioxidant and Antilipase Agents Based on the In Vitro and In Silico Assays. Oxidative Medicine and Cellular Longevity. 2018. Vol. 2018, no. 2018, pp.1-11.
https://search.emarefa.net/detail/BIM-1210998
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1210998