Enzymatic Synthesis of Lipophilic Esters of Phenolic Compounds, Evaluation of Their Antioxidant Activity and Effect on the Oxidative Stability of Selected Oils

Autor:	Katarzyna Ratusz, Katarzyna Groborz, Bartłomiej Zieniuk, Małgorzata Wołoszynowska, Ewa Białecka-Florjańczyk, Agata Fabiszewska
Rok vydání:	2021
Předmět:	0106 biological sciences Antioxidant Chromatography Gas Free Radicals DPPH medicine.medical_treatment lcsh:QR1-502 antioxidant activity Alcohol phenolic compounds 01 natural sciences Biochemistry oxidative stability Article lcsh:Microbiology Antioxidants Catalysis Crocin chemistry.chemical_compound Vanillyl alcohol Picrates 010608 biotechnology medicine Hydroxybenzoates Butylated hydroxytoluene Organic chemistry Molecular Biology Hexanoic acid biology Basidiomycota 010401 analytical chemistry Biphenyl Compounds Fatty Acids enzymatic esterification Esters biology.organism_classification CALB Carotenoids 0104 chemical sciences Oxygen Oxidative Stress chemistry Biocatalysis Helianthus Candida antarctica Rapeseed Oil Oils Oxidation-Reduction vanillyl hexanoate
Zdroj:	Biomolecules, Vol 11, Iss 314, p 314 (2021) Biomolecules Volume 11 Issue 2
ISSN:	2218-273X
Popis:	The aim of the study was to compare the effect of the substituent and its position in the aromatic ring on the antioxidant activity of hexanoic acid esters obtained in reactions catalyzed by immobilized lipase B from Candida antarctica. 4-Hydroxybenzyl hexanoate, 2-hydroxybenzyl hexanoate, 4-methoxybenzyl hexanoate, and vanillyl hexanoate were obtained with conversion yields of 50 to 80%. The antioxidant activity of synthesized esters, their alcohol precursors and BHT (Butylated HydroxyToluene) was compared with DPPH (2,2-diphenyl-1-picrylhydrazyl), CUPRAC (cupric ion reducing antioxidant capacity), and CBA (crocin bleaching assay) methods. Furthermore, it was investigated whether the presence of vanillyl hexanoate in a concentration of 0.01 and 0.1% affected the oxidative stability of sunflower and rapeseed oils in the Rancimat test. It was observed that the antioxidant activity of hexanoic acid esters depends on the presence and position of the hydroxyl group in the aromatic ring. The highest activities were found for vanillyl alcohol, vanillyl hexanoate, and BHT. The addition of the ester and BHT significantly extended the induction times of the tested oils, and these compounds exhibited similar activity. Vanillyl hexanoate increased the induction time from 4.49 to 5.28 h and from 2.73 to 3.12 h in the case of rapeseed and sunflower oils, respectively.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::96c130abcb7404f3d9bc031a7e827dd2 https://pubmed.ncbi.nlm.nih.gov/33669574 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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