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Polydatin

Polydatin structure

Polydatin 

structure
  • CAS No:

    65914-17-2

  • Formula:

    C20H22O8

  • Chemical Name:

    Polydatin

  • Synonyms:

    3,4',5-TRIHYDROXYSTILBENE-3-BETA-MONOGLUCOSIDE;3,4'-5-TRIHYDROXYSTILBENE-3-BETA-D-GLUCOPYRANOSIDE;TRANS-RESVERATROL 3-O-BETA-D-GLUCURONIDE;TRANS-RESVERATROL-O-BETA-GLUCOSIDE;3,4'-5-TRIHYDROXYSTILBEENE-3-BETA-D-GLU&;Polydatine;3,4'-5-trihydroxystilbene-3-β-d-glucopyranoside;3,4',5-Trihydroxystilbene-3-b-D-glucopyranoside

  • Categories:

    Biochemical Engineering  >  Biosynthetic Natural Products

Description

(E/Z)-Polydatin ((E/Z)-Piceid) is a monocrystalline compound originally isolated from the root and rhizome of Polygonum cuspidatum. (E/Z)-Polydatin has anti-platelet aggregation, anti-oxidative action of low-density lipoprotein (LDL), cardioprotective activity, anti-inflammatory and immune-regulating functions[1].


Polydatin (PD) is a major chemical component of Polygonum cuspidatum and it could also be found in a variety of other sources. PD is a polyphenol belonging to the chemical family of stilbenoids. Previous studies have shown that PD exhibits many pharmacological activities, including cardioprotective, neuroprotective, and antioxidative activities. With vascular dementia (VaD) rat models, PD markedly attenuated cognitive deficits. Biochemical analysis revealed that PD decreased the production of malondialdehyde (MDA) and significantly increased superoxide dismutase and catalase activities. Additionally, PD effectively alleviated the injuries of cultured neurons induced by oxygen–glucose deprivation. The therapeutic potential of PD for VaD seems related to its antioxidative activity and the direct protection of neurons. Furthermore, PD could also effectively inhibit the polymerization of amyloid-β peptides, which is a major mark in the progression of pathogenesis in Alzheimer’s disease (AD). These results suggest that PD is a promising drug candidate or nutraceutical for the treatment of VaD and AD.


3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside is a stilbene glucoside that has been found inV. viniferaand has diverse biological activities. It reduces the growth of SKOV3 ovarian cancer cell 3D aggregates in a concentration-dependent manner. 3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside (10 and 20 μg/ml) inhibits IL-17 production in activated peripheral blood mononuclear cells (PBMCs). It inhibits the loss of glutathione peroxidase 4 (GPX4) activity induced by the ferroptosis inducer hemin in Neuro2a neuroblastoma cells. 3,4′-5-Trihydroxystilbene-3-β-D-glucopyranoside (50 mg/kg) reduces escape latency in a rat model of vascular dementia induced by four-vessel occlusion (4-VO).


ChEBI: Trans-piceid is a stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue. It has a role as a metabolite, a potassium channel modulator, an anti-arrhythmia drug, a hepatoprotective agent, an antioxidant, a nephroprotective agent and a geroprotector. It is a stilbenoid, a polyphenol, a beta-D-glucoside and a monosaccharide derivative. It is functionally related to a trans-resveratrol.

Polydatin Basic Attributes

390.38

407.13400

54837

200-001-8

White to off-white solid.

29389090

Characteristics

140

1.7

Solid

1.521±0.06 g/cm3(Predicted)

223-226 °C(lit.)

707.7±60.0 °C(Predicted)

381.8ºC

-55 º (c=1,acetone)

9.31±0.10(Predicted)

2-8°C

Safety Information

NONH for all modes of transport

3

22-24/25

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

Polydatin Use and Manufacturing

Polydatin, a type of polyphenolic phytoalexin, has many physiological and pharmacological effects including anti-inflammatory and anti-oxidative activities. Polydatin is an effective candidate drug for the protection of photo-inflammation. Polydatin exhibits therapeutic potential for vascular dementia, most likely due to its anti-oxidant activity and the direct protection of neurons. Trans-piceid is a stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue. It has a role as a metabolite, a potassium channel modulator, an anti-arrhythmia drug, a hepatoprotective agent, an antioxidant and a nephroprotective agent. It is a stilbenoid, a polyphenol, a beta-D-glucoside and a monosaccharide derivative. It derives from a trans-resveratrol.


Polydatin is a Resveratrol glycoside and inhibitor of platelet aggregation.

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