A new efficient resveratrol synthesis

Guiso, Marcella; Marra, Carolina; Farina, Angela

doi:10.1016/s0040-4039(01)02227-4

Cited by 88 publications

(55 citation statements)

References 9 publications

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“…The percentage of RSV is high in red wine as a result of the fermentation process of the skin of the red grape 55 . Chemically, RSV is 5-[(E)-2-(4-hydroxyphenyl)ethenyl] benzene-1,3-diol with the molecular formula C 14 H 12 O 3 and a molecular weight of 228.247 g/mol 56 . It exists both as Cis and Trans geometric isomeric forms.…”

Section: Resveratrolmentioning

confidence: 99%

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2017

IJPSR

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Section: Resveratrolmentioning

confidence: 99%

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2017

IJPSR

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“…In general, resveratrol can be obtained by chemical synthesis [5] or solvent extraction from spermatophytes [6], including grapevines, peanuts, pine, and herb Polygonum cuspidatum Sieb. et Zucc [7].…”

Section: Introductionmentioning

confidence: 99%

An Optimum Fermentation Model Established by Genetic Algorithm for Biotransformation from Crude Polydatin to Resveratrol

Yang

Yan

Yang

et al. 2011

Appl Biochem Biotechnol

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Natural resveratrol is widely used in medicine, food, and cosmetic because of its pharmacological properties. Due to its low content in plants, this study was conducted to increase the yield of resveratrol by microorganism transformation. Fungi Aspergillus niger AN-2436 was employed in biotransformation to produce resveratrol from polydatin, and genetic algorithm (GA) was used to optimize the fermentation conditions. A transformation ratio of higher than 95% was achieved in the following conditions: culture temperature of 30.3 °C, inoculum size of 20% (v/v), rotating speed of 147 rpm, and cultivation time of 36 h. Compared with the polydatin absorbance under the experimental conditions obtained by single-factor, orthogonal experiments and average absorbance, the GA provides the optimum experimental conditions, under which the largest transformation rate was achieved. The final transformation product obtained was identified as resveratrol, and it was proved by high-performance liquid chromatography, infrared, mass spectrometry, and nuclear magnetic resonance.

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“…Trans-resveratrol and its derivatives exist in a variety of food sources, including grapes, wines, berries, nuts, and herbal plants (Baur and Sinclair, 2006), and agricultural wastes, such as grapevine prunings Karacabey and Mazza, 2008). Given the inherent complexities, wastes involved, and lack of green chemistry approaches regarding conventional laboratory methods for synthesizing stilbenes (Guiso et al, 2002;Jeffery and Ferber, 2003;Ferre-Filmon et al, 2004), there also is interest in obtaining this compound directly from renewable sources and using it as a platform molecule in medicinal chemistry (Rayne, 2008). In addition to trans-resveratrol, a large number of other stilbenes have been reported in plant extracts, and since 1995, more than 400 new naturally occurring stilbenes were isolated and identified (Shen et al, 2009).…”

Section: Introductionmentioning

confidence: 99%

Quantitative structure–activity relationships for estimating the aryl hydrocarbon receptor binding affinities of resveratrol derivatives and the antioxidant activities of hydroxystilbenes

et al. 2009

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Quantitative structure-activity relationships (QSARs) were developed for the aryl hydrocarbon receptor (AhR) binding affinity of non-fluorinated and fluorinated cis and trans 3,4 0 ,5-substituted resveratrol derivatives. Lower quality QSAR fits were found when all compounds were modeled together, in contrast to strong correlations with Hammett substituent constants and atomic charges for separate non-fluorinated/fluorinated and cis/trans groupings. The collective findings suggest little promise in developing new resveratrol derivatives with significantly higher AhR binding affinity beyond the range already mapped by the available experimental data sets. The results also suggest that future QSAR searches for AhR binding affinity among resveratrol derivatives will likely need to proceed in a more constrained class-by-class fashion owing to the potentially different mechanistic implications from changes in the types/positions of aromatic substitution and the cis/trans geometrical isomerism. The antioxidant activity of hydroxystilbenes can be accurately modeled using high-quality empirical univariate relationships with various molecular descriptors. In comparison, correlations between theoretical bond dissociation enthalpies and ionization energies of the molecular and dissociated forms yielded lower quality QSAR fits with the antioxidant behavior.

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A new efficient resveratrol synthesis

Cited by 88 publications

References 9 publications

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An Optimum Fermentation Model Established by Genetic Algorithm for Biotransformation from Crude Polydatin to Resveratrol

Quantitative structure–activity relationships for estimating the aryl hydrocarbon receptor binding affinities of resveratrol derivatives and the antioxidant activities of hydroxystilbenes

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