Enzymatic synthesis of 1,3-dihydroxyphenylacetoyl-sn-glycerol: Optimization by response surface methodology and evaluation of its antioxidant and antibacterial activities
| Autor: | Fatma Aloui, Fakher Chabchoub, Mohamed Bouaziz, Imen Aissa, Youssef Dgachi, Youssef Gargouri, Nadia Kharrat |
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| Rok vydání: | 2017 |
| Předmět: |
0301 basic medicine
Glycerol endocrine system Antioxidant Magnetic Resonance Spectroscopy medicine.medical_treatment Microbial Sensitivity Tests Gram-Positive Bacteria 01 natural sciences Biochemistry Antioxidants Fungal Proteins 03 medical and health sciences chemistry.chemical_compound Glycerol ester of wood rosin Tandem Mass Spectrometry Drug Discovery Gram-Negative Bacteria Spectroscopy Fourier Transform Infrared medicine Organic chemistry Lipase Molecular Biology Chromatography High Pressure Liquid Candida Active ingredient 030109 nutrition & dietetics biology 010405 organic chemistry Chemistry Organic Chemistry biology.organism_classification Enzymes Immobilized 0104 chemical sciences Anti-Bacterial Agents Biocatalysis Yield (chemistry) biology.protein Candida antarctica |
| Zdroj: | Bioorganic chemistry. 75 |
| ISSN: | 1090-2120 |
| Popis: | In this study, the enzymatic synthesis of phenylacetoyl glycerol ester was carried out as a response to the increasing consumer demand for natural compounds. 1,3-dihydroxyphenylacetoyl -sn- Glycerol (1,3-di-HPA-Gly), labeled as “natural” compound with interesting biological properties, has been successfully synthesized for the first time in good yield by a direct esterification of glycerol (Gly) with p -hydroxyphenylacetic acid ( p -HPA) using immobilized Candida antarctica lipase as a biocatalyst. Spectroscopic analyses of purified esters showed that the glycerol was mono- or di-esterified on the primary hydroxyl group. These compounds were evaluated for their antioxidant activity using two different tests. The glycerol di-esters (1,3-di-HPA-Gly) showed a higher antiradical capacity than that of the butyl hydroxytoluene. Furthermore, compared to the p -HPA, synthesized ester (1,3-di-HPA-Gly) exhibited the most antibacterial effect mainly against Gram + bacteria. Among synthesized esters the 1,3-di-HPA - Gly was most effective as antioxidant and antibacterial compound. These findings could be the basis for a further exploitation of the new compound, 1,3-di-HPA-Gly , as antioxidant and antibacterial active ingredient in the cosmetic and pharmaceutical fields. |
| Databáze: | OpenAIRE |
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