1st generation dendrimeric antioxidants containing Meldrum's acid moieties as surface groups

Autor:	Inese Mierina, Elina Peipina, Mara Jure, Klaudija Aispure
Rok vydání:	2022
Předmět:	DPPH Vitamin E medicine.medical_treatment General Chemistry Alkylation Meldrum's acid Catalysis chemistry.chemical_compound Galvinoxyl chemistry Materials Chemistry medicine Glycerol Organic chemistry Butylated hydroxytoluene Knoevenagel condensation
Zdroj:	New Journal of Chemistry. 46:607-620
ISSN:	1369-9261 1144-0546
DOI:	10.1039/d1nj03830c
Popis:	Free radical-caused oxidative stress can be reduced by various antioxidants. A new and promising type of antioxidants is mono-substituted Meldrum`s acids. Herein first dendritic architectures with 1,3-dioxane-4,6-dione units as surface groups are presented. The compounds were synthesized through alkylation of phenol, the Knoevenagel condensation and sequential reduction. The antiradical activity (AA) against 1,1-diphenyl-2-picryl hidrazyl (DPPH) for all compounds is 80-90%, IC50 varies from 10-35 μM. These data are comparable with vitamin C, t-butylhydroquinone (TBHQ) or vitamin E. AA against galvinoxyl (GO) increased with the number of surface groups. The AA was comparable with butylated hydroxytoluene (BHT) for compounds with at least two moieties of 1,3-dioxane-4,6-dione. The structure with flexible glycerol core is highlighted among all derivatives. Although the AA against DPPH for the glycerol derivative is comparable to those with aromatic cores it is more effective against GO (AA = 95%, IC50 = 60 μM): the AA is greater than for vitamin C and BHT. Thus, flexible structure seems to be a promising core for elaborating powerful antioxidants with Meldrum`s acid surface groups.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7a1950c3deba7f96e463a3616ac8aef9 https://doi.org/10.1039/d1nj03830c Zobrazit plný text záznamu