Enzymatically enriching naringenin with hydroxylated and/or methoxylated phenolic compounds
The demand for supplementary dietary antioxidants is increasing as their role in preventing oxidative stress is becoming clearer. This study was therefore aimed at investigating the possibility of coupling simple phenolic molecules rich in hydroxyl groups and/or methoxyl groups onto naringenin by us...
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| Published in | Process biochemistry (1991) Vol. 46; no. 4; pp. 1019 - 1024 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
Elsevier Ltd
01.04.2011
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| Subjects | |
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| Abstract | The demand for supplementary dietary antioxidants is increasing as their role in preventing oxidative stress is becoming clearer. This study was therefore aimed at investigating the possibility of coupling simple phenolic molecules rich in hydroxyl groups and/or methoxyl groups onto naringenin by using laccases in order to enhance its antioxidant activity. In all cases, up to two catechol, guaiacol, ferulic and sinapic acid molecules were covalently coupled onto naringenin. The type of solvent used had an impact of coupling efficiencies with highest yields obtained for ethyl acetate when compared to methanol and acetonitrile. Proposed coupling structures predominantly showed a C–C bonding except for sinapic acid which was bound through 4-O-5 coupling. Indeed an increase in hydroxyl groups and/or methoxyl groups, which may positively influence antioxidant activities, was inferred from the chromatographic and mass data. |
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| AbstractList | The demand for supplementary dietary antioxidants is increasing as their role in preventing oxidative stress is becoming clearer. This study was therefore aimed at investigating the possibility of coupling simple phenolic molecules rich in hydroxyl groups and/or methoxyl groups onto naringenin by using laccases in order to enhance its antioxidant activity. In all cases, up to two catechol, guaiacol, ferulic and sinapic acid molecules were covalently coupled onto naringenin. The type of solvent used had an impact of coupling efficiencies with highest yields obtained for ethyl acetate when compared to methanol and acetonitrile. Proposed coupling structures predominantly showed a C–C bonding except for sinapic acid which was bound through 4-O-5 coupling. Indeed an increase in hydroxyl groups and/or methoxyl groups, which may positively influence antioxidant activities, was inferred from the chromatographic and mass data. |
| Author | Nugroho Prasetyo, Endry Guebitz, Georg M. Nyanhongo, Gibson S. |
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| CitedBy_id | crossref_primary_10_1126_sciadv_aax8254 crossref_primary_10_1007_s00449_020_02316_6 crossref_primary_10_1007_s12010_014_0787_4 |
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| Keywords | Antioxidants Naringenin Coupling Reactive species Laccase |
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| Title | Enzymatically enriching naringenin with hydroxylated and/or methoxylated phenolic compounds |
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