62218-12-6

Basic information

• Product Name: trans-δ-viniferin
• Synonyms: trans-δ-viniferin
• CAS NO: 62218-12-6
• Molecular Weight: 454.479
• Mol File: 62218-12-6.mol

Chemical Properties

• CAS DataBase Reference: trans-δ-viniferin(CAS DataBase Reference)
• NIST Chemistry Reference: trans-δ-viniferin(62218-12-6)
• EPA Substance Registry System: trans-δ-viniferin(62218-12-6)

Safety Data

• Hazardous Substances Data: 62218-12-6(Hazardous Substances Data)

Upstream product

• 501-36-0 (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 
• 2746-25-0 p-Methoxybenzyl bromide 
• 105-13-5 4-Methoxybenzyl alcohol 
• 61434-67-1 cis-resveratrol 
• 6554-98-9 trans-4-Hydroxystilbene 
• 1198094-51-7 3,5,4’-trihydroxystilbene-3-O-b-d-glucopyranoside 

Relevant articles and documents

Biotransformation of resveratrol: Synthesis of trans-dehydrodimers catalyzed by laccases from Myceliophtora thermophyla and from Trametes pubescens

Laccases from different sources have been used, for the first time, for the selective oxidation of the stilbenic phytoalexin trans-resveratrol (3,5,4′-trihydroxystilbene, 1a) on a preparative scale. Specifically, the enzymes from Myceliophtora thermophyla

δ-viniferin, a resveratrol dehydrodimer: One of the major stilbenes synthesized by stressed grapevine leaves

δ-Viniferin is a resveratrol dehydrodimer, an isomer of ε-viniferin. This compound has been reported as a molecule produced in vitro by the oxidative dimerization of resveratrol by plant peroxidases or fungal laccases. It was also recently identified in w

HPLC Analysis of Grapevine Phytoalexins Coupling Photodiode Array Detection and Fluorometry

A reversed-phase HPLC method useful for the analysis of the grapevine phytoalexins resveratrol, its β-D-glucoside, ε-viniferin, and pterostilbene in leaf extracts was developed by coupling diode array detection and fluorometry. Phytoalexins were extracted

Metabolism of stilbene phytoalexins by botrytis cinerea: 1. Characterization of a resveratrol dehydrodimer

Resveratrol, a grapevine phytoalexin, is metabolized by a laccase-like stilbene-oxidase of Botrytis cinerea, the causal organism for grey mould. Characterization of one major metabolite formed during this degradation process as a resveratrol dehydrodimer

Laccase-Catalyzed Dimerization of Piceid, a Resveratrol Glucoside, and its Further Enzymatic Elaboration

The laccase-catalyzed oxidation of piceid, the 3-β-D-glucopyranosyl derivative of the stilbenic phytoalexin resveratrol, allowed isolation of the corresponding β-5 like trans-dehydrodimer in good yield (45%) avoiding chromatography. This compound was then

Applications of Amurensin H derivatives in treating and prevention liver related diseases

The invention discloses applications of Amurensin H derivatives shown as a formula (I) and (II) and pharmaceutically acceptable salt thereof in the preparation of drugs for treating and/or preventingliver related diseases, and also discloses the preparation method of a compound, and applications of the pharmaceutical composition of the compound in the preparation of the drugs for treating and/orpreventing the liver related diseases.

Aerobic oxidative coupling of resveratrol and its analogues by visible light using mesoporous graphitic carbon nitride (mpg-C3N4) as a bioinspired catalyst

The first aerobic oxidative coupling of resveratrol and its analogues by mesoporous graphitic carbon nitride as a bioinspired catalyst with visible light has been developed. With this method, δ-viniferin and its analogues were synthesized in moderate to high yield. The metal-free conditions, visible-light irradiation, and the ideal oxidant, molecular oxygen, make this coupling reaction environmental friendly and practical. Copyright

Metal incorporated Horseradish Peroxidase (HRP) catalyzed oxidation of resveratrol: Selective dimerization or decomposition

Horseradish Peroxidase (HRP) is a commercially available and prevalently used peroxidase with no specific substrate binding domain. However, after being incorporated with different metal cations, new catalytic functions were found in biomimetic oxidation of resveratrol. Based on the results of screening, Ca, Cu, Fe and Mn incorporated enzymes showed distinctive effects, either decomposition or dimerization products were observed.

PH-switched HRP-catalyzed dimerization of resveratrol: A selective biomimetic synthesis

A selective, concise and green biomimetic synthesis strategy of seven resveratrol dimers from natural resveratrol monomer as starting material is described. By succinct adjustment of environmental pH, the enzyme used, horseradish peroxidase (HRP), can perform in three distinctly different patterns and five dimers form with considerable selectivity. Two other derivative dimers are subsequently synthesized.

A joint experimental and theoretical investigation on the oxidative coupling of resveratrol induced by copper and iron ions

Currently, a mounting interest exists on the biological activity of polyphenolic compounds, which have been suggested to exert positive effects on the human health. In this paper we report the first electrospray ionization mass spectrometry (ESI-MS) study on the gas-phase production of isomeric δ-viniferin and ε-viniferin dimers in racemic form, starting from acetonitrile/water solutions containing resveratrol and CuSO4 or FeCl3, respectively. Interestingly, the formation of racemic δ-viniferin dehydrodimer is observed in ESI-MS experiments carried out on resveratrol-copper mixtures, while the analogous resveratrol-iron reaction affords the racemic ε-viniferin dehydrodimer. The use of gas-phase techniques and of ab initio calculations, at BHandHLYP/LACV3P + +** level of theory, allowed us to elucidate some important aspects of these reaction mechanisms. In particular, a different stability for the resveratrol radicals involved in the oxidative coupling has been obtained in the presence of copper ion, favoring the formation of δ-viniferin, as proposed for the in vivo mechanism where copper is able to switch the resveratrol from an antioxidant to a prooxidant agent. Finally, the structure-reactivity relationship has been investigated for synthetic analogues of resveratrol, showing the crucial role of the OH group in para position.