New Dihydroxytyrosyl Esters from Dicarboxylic Acids: Synthesis and Evaluation of the Antioxidant Activity In Vitro (ABTS) and in Cell-Cultures (DCF Assay)

Autor: Elena Mattoni, Seyed Sepehr Moeini, Daniela Tofani, Roberta Bernini, Paolo Lupattelli, Elia Roma, Tecla Gasperi, Sandra Incerpi
Přispěvatelé: Roma, E., Mattoni, E., Lupattelli, P., Moeini, S. S., Gasperi, T., Bernini, R., Incerpi, S., Tofani, D.
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Antioxidant
antioxidant
structure–activity relationship
Cell Survival
THP-1 Cells
medicine.medical_treatment
bioactive constituents
Pharmaceutical Science
Article
Analytical Chemistry
lcsh:QD241-441
03 medical and health sciences
chemistry.chemical_compound
0404 agricultural biotechnology
lcsh:Organic chemistry
Drug Discovery
medicine
Humans
Dicarboxylic Acids
MTT assay
Viability assay
Physical and Theoretical Chemistry
030304 developmental biology
nutraceuticals
0303 health sciences
Chromatography
ABTS
Organic Chemistry
Esters
04 agricultural and veterinary sciences
hydroxytyrosyl ester
040401 food science
antioxidants
chemistry
Chemistry (miscellaneous)
Cell culture
Lipophilicity
ABTS assay
Drug Evaluation
Molecular Medicine
Hydroxytyrosol
hydroxytyrosyl esters
Trolox
nutraceutical
DCF assay
hydroxytyrosol
bioactive constituent
Zdroj: Molecules, Vol 25, Iss 3135, p 3135 (2020)
Molecules
Volume 25
Issue 14
Popis: New dihydroxytyrosyl esters 2a, 2c&ndash
2j of dicarboxylic acids were synthesized from methyl orthoformate protected hydroxytyrosol 3 and diacyl chlorides. New compounds were characterized (HRMS, FT-IR, 1H- and 13C-NMR), and tested for antioxidant activity both in vitro (ABTS) and on L6 myoblasts and THP1 leukemic monocytes cell culture by DCF assay. According to the ABTS assay, compounds 2a, 2c&ndash
2j showed a TEAC value of antioxidant capacity up to twice that of Trolox. Very high or complete ROS protections were obtained in the cell environment where lipophilicity and rigidity of dicarboxylic structure seem to facilitate the antioxidant effect. MTT assay and proliferation test were used for assessment of cell viability. These compounds can be envisaged as a new class of preservatives for food or cosmetic products.
Databáze: OpenAIRE
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