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| Pterostilbene Basic information |
| Pterostilbene Chemical Properties |
Melting point | 89-92 ºC | Boiling point | 420.4±35.0 °C(Predicted) | density | 1.169±0.06 g/cm3(Predicted) | storage temp. | 2-8°C | solubility | DMSO: >20mg/mL | pka | 9.96±0.26(Predicted) | form | solid | color | White or off-white | Odor | Characteristic | λmax | 321nm(MeOH)(lit.) | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week. | InChI | InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+ | InChIKey | VLEUZFDZJKSGMX-ONEGZZNKSA-N | SMILES | C1(O)=CC=C(/C=C/C2=CC(OC)=CC(OC)=C2)C=C1 | LogP | 4.056 (est) |
Hazard Codes | Xi,N | Risk Statements | 41-51/53 | Safety Statements | 26-39-61 | RIDADR | 3077 | WGK Germany | 3 | HazardClass | IRRITANT | PackingGroup | Ⅲ | HS Code | 29095000 |
| Pterostilbene Usage And Synthesis |
Description | Pterostilbene is a fragrant-smelling hydrocarbon called "styrene", which is a derivative of resveratrol. It is found in blueberries and Pterocarpus marsupium (PM) heartwood. It has anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia and antibacterial effects. | Chemical Properties | Pterostilbene is a white crystalline powder, sensitive to air, soluble in hot methanol, DMSO, insoluble in water. It is a stilbenoid chemically similar to resveratrol and from the leguminous plant Pterocarpus indicus. | Occurrence | Pterostilbene is a natural molecule found in fruits, vegetables and nuts. Blueberries are often quoted as one of the richest sources of pterostilbene. It is also found in almonds,various Vaccinium berries (including blueberries), grape leaves and vines,and Pterocarpus marsupium heartwood. | Uses | Substantial studies demonstrate that pterostilbene has diverse pharmacological activities for the prevention and treatment of diseases including inflammation, cancer, diabetes, and dyslipidemia. Pterostilbene has been used: to investigate its anti-oxidative stress activities and the involvement of the nuclear factor (erythroid-derived 2)-like 2 (Nrf2)-antioxidant response element (ARE) signaling pathway to determine its effects on transcriptional activation of estrogen receptor-α (ERα) in hormone resistant breast cancer cells) | Preparation | Pterostilbene was synthesized from 3,5-dimethoxybenzyl bromide and p-nitrobenzaldehyde by Witting-Hornor reaction, reduction, diazotization and hydrolysis, with a total yield of 53.9%.
| Definition | ChEBI: Pterostilbene is a stilbenol that consists of trans-stilbene bearing a hydroxy group at position 4 as well as two methoxy substituents at positions 3' and 5'. It has a role as an antioxidant, an antineoplastic agent, a neurotransmitter, a plant metabolite, an apoptosis inducer, a neuroprotective agent, an anti-inflammatory agent, a radical scavenger and a hypoglycemic agent. It is a stilbenol, a member of methoxybenzenes and a diether. It derives from a hydride of a trans-stilbene. | benefits | Pterostilbene is a naturally-derived stilbenoid structurally related to resveratrol, with potential antioxidant, anti-inflammatory, pro-apoptotic, antineoplastic and cytoprotective activities. Pterostilbene is known to have many pharmacological benefits for the prevention and treatment of a wide variety of diseases, including ( cancer (McCormack and McFadden 2012), dyslipidaemia (Rimando et al. 2005), diabetes (Amarnath Satheesh and Pari 2006), cardiovascular degeneration (Amarnath Satheesh and Pari 2008) and pain (Hougee et al. 2005). | Biological Activity | A cell-permeable methoxylated analog of Resveratrol that displays antioxidant, anti-proliferative, and hypoglycemic properties. Appears to be a better free radical scavenger than Trolox. Moderately inhibits COX-1 & COX-2 activities (IC50 = 19.8 μM & 83.9 μM, respectively) and induces apoptosis in HL60 cells (IC50 = 70 μM). Also prevents DMBA-induced pre-neoplastic lesions (ED50 = 4.8 μM). Reported to decrease plasma glucose levels in streptozotocin-induced diabetic rats comparable to that of Metformin. |
| Pterostilbene Preparation Products And Raw materials |
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