Antioxidant Properties of Embelin in Cell Culture. Electrochemistry and Theoretical Mechanism of Scavenging. Potential Scavenging of Superoxide Radical through the Cell Membrane

Autor: Joanna Dorota Sitek, Miriam Rossi, Stuart Belli, Emmanuel Garcia-Villar, Fabio Gionfra, Francesco Caruso, Nora Molasky, Jens Z. Pedersen, Sandra Incerpi, Sarjit Kaur
Přispěvatelé: Caruso, Francesco, Rossi, Miriam, Kaur, Sarjit, Garcia-Villar, Emmanuel, Molasky, Nora, Belli, Stuart, Sitek, Joanna D., Gionfra, Fabio, Pedersen, Jens Z., Incerpi, Sandra
Jazyk: angličtina
Rok vydání: 2020
Předmět:
0301 basic medicine
Antioxidant
antioxidant
Embelia ribes
Physiology
embelin
cyclic voltammetry
reactive oxygen species
cytoprotection
THP-1 monocytes
BV-2 murine microglia
DFT
superoxide
medicine.medical_treatment
Clinical Biochemistry
Settore BIO/03
01 natural sciences
Biochemistry
Article
03 medical and health sciences
chemistry.chemical_compound
medicine
Butylated hydroxytoluene
Molecular Biology
chemistry.chemical_classification
embelin
antioxidant
cyclic voltammetry
reactive oxygen species
cytoprotection
THP-1 monocytes
BV-2 murine microglia
DFT
Embelia ribes
superoxide

Reactive oxygen species
biology
Hydroquinone
010405 organic chemistry
Superoxide
lcsh:RM1-950
Biological activity
Cell Biology
biology.organism_classification
Cytoprotection
0104 chemical sciences
lcsh:Therapeutics. Pharmacology
030104 developmental biology
chemistry
Zdroj: Antioxidants
Antioxidants, Vol 9, Iss 382, p 382 (2020)
Volume 9
Issue 5
Popis: Embelin, a plant natural product found in Lysimachia punctata (Primulaceae), and Embelia ribes Burm (Myrsinaceae) fruit, possesses interesting biological and pharmacological properties. It is a unique chemical species as it includes both quinone and hydroquinone functional groups plus a long hydrophobic tail. By using hydrodynamic voltammetry, which generates the superoxide radical in situ, we show an unusual scavenging capability by embelin. Embelin as a scavenger of superoxide is stronger than the common food additive antioxidant 2,6-bis(1,1-dimethylethyl)-4-20 methylphenol, (butylated hydroxytoluene, BHT). In fact, embelin is even able to completely abolish the superoxide radical in the voltaic cell. Computational results indicate that two different types of embelin scavenging actions may be involved, initially through &pi
&ndash
&pi
interaction and followed by proton capture in the cell. A related mechanism describes embelin&rsquo
s ability to circumvent superoxide leaking by transforming the anion radical into molecular oxygen. In order to confirm its antioxidant properties, its biological activity was tested in a study carried out in THP-1 human leukemic monocytes and BV-2 mice microglia. A 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, proliferation curves and antioxidant activity by the use of a fluorescent probe showed good antioxidant properties at 24 h. This suggests that embelin&rsquo
s long alkyl C10 tail may be useful for cell membrane insertion which stimulates the antioxidant defense system, and cytoprotection in microglia. In conclusion, embelin could be an interesting pharmacological tool able to decrease the damage associated with metabolic and neurodegenerative diseases.
Databáze: OpenAIRE