Hydroxyl radical reactions and the radical scavenging activity of β-carboline alkaloids
© 2014 Elsevier Ltd. All rights reserved. β-Carbolines are bioactive pyridoindole alkaloids occurring in foods, plants and the human body. Their activity as hydroxyl radical (OH) scavengers is reported here by using three different methods: deoxyribose degradation, hydroxylation of benzoate and hydroxylation of 2′-deoxyguanosine to give 8-hydroxy-2′-deoxyguanosine (8-OHdG) as assessed by RP-HPLC (MS). Fenton reactions (Fe2+/Fe3+ plus H2O2) were used for OH generation, and the radical increased in the presence of ascorbic acid or 6-hydroxydopamine as pro-oxidants. β-Carbolines were scavengers of OH in the three assays and in the presence of pro-oxidants. Tetrahydro-β-carboline-3-carboxylic acids were active against the hydroxylation of 2′-deoxyguanosine. β-Carbolines reacted with hydroxyl radicals (OH) affording hydroxy-β-carbolines, whereas tetrahydro-β-carbolines gave oxidative and degradation products. On the basis of IC50 and reaction rates (k), β-carbolines (norharman and harman), and tetrahydro-β-carbolines (tetrahydro-β-carboline, 1-methyltetrahydro-β-carboline and pinoline) were good OH radical scavengers and their activity was comparable to that of the indole, melatonin, which is an effective hydroxyl radical scavenger and antioxidant.
| Main Authors: | , |
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| Format: | artículo biblioteca |
| Published: |
Elsevier
2015
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| Subjects: | Tetrahydro-β-carbolines, β-Carboline alkaloids, Antioxidants, Hydroxyl radical scavengers, Indoles, Melatonin, Deoxyribose, Benzoates, Pyridoindoles, 8-Hydroxy-2′-deoxyguanosine, |
| Online Access: | http://hdl.handle.net/10261/104314 |
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