Phenylpropanoid Glycoside Analogues: Enzymatic Synthesis, Antioxidant Activity and Theoretical Study of Their Free Radical Scavenger Mechanism

Phenylpropanoid glycosides (PPGs) are natural compounds present in several medicinal plants that have high antioxidant power and diverse biological activities. Because of their low content in plants (less than 5% w/w), several chemical synthetic routes to produce PPGs have been developed, but their synthesis is a time consuming process and the achieved yields are often low. In this study, an alternative and efficient two-step biosynthetic route to obtain natural PPG analogues is reported for the first time. Two galactosides were initially synthesized from vanillyl alcohol and homovanillyl alcohol by a transgalactosylation reaction catalyzed by Kluyveromyces lactis β-galactosidase in saturated lactose solutions with a 30%–35% yield. To synthesize PPGs, the galactoconjugates were esterified with saturated and unsaturated hydroxycinnamic acid derivatives using Candida antarctica Lipase B (CaL-B) as a biocatalyst with 40%–60% yields. The scavenging ability of the phenolic raw materials, intermediates and PPGs was evaluated by the 2,2-diphenyl-1-picrylhydrazyl radical (DPPH•) method. It was found that the biosynthesized PPGs had higher scavenging abilities when compared to ascorbic acid, the reference compound, while their antioxidant activities were found similar to that of natural PPGs. Moreover, density functional theory (DFT) calculations were used to determine that the PPGs antioxidant mechanism proceeds through a sequential proton loss single electron transfer (SPLET). The enzymatic process reported in this study is an efficient and versatile route to obtain PPGs from different phenylpropanoid acids, sugars and phenolic alcohols

Draagvlak voor intelligente snelheidsaanpassing bij autobestuurders blijkens Tilburgse praktijkproef.

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Draagvlak voor intelligente snelheidsaanpassing bij autobestuurders blijkens Tilburgse praktijkproef. Paper voor het Colloquium Vervoersplanologisch Speurwerk. Amsterdam, november 2001. Delft, CVS, 2001,

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Acceptance of Intelligent Speed Adaptation in passenger cars by car drivers. Paper at the 7th ITS World Congress. Turijn, november 2000

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Intelligent speed adaptation: ed results of the Dutch acceptance study. Paper 8th ITS World Congress, Sydney, october 2001

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Public acceptance of enforced Intelligent Speed Adaptation in the Netherlands. Paper at ISATA Conference. Dublin, september 2000

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