Pterostilbene

Bezeichnung:Pterostilbene

CAS-Nr537-42-8

Englisch Name:Pterostilbene

CBNumberCB8373368

SummenformelC16H16O3

Molgewicht256.3

MOL-Datei537-42-8.mol

Pterostilbene physikalisch-chemischer Eigenschaften

Schmelzpunkt	89-92 ºC
Siedepunkt	420.4±35.0 °C(Predicted)
Dichte	1.169±0.06 g/cm3(Predicted)
storage temp.	2-8°C
Löslichkeit	DMSO: >20mg/mL
pka	9.96±0.26(Predicted)
Aggregatzustand	solid
Farbe	White or off-white
Geruch (Odor)	Characteristic
maximale Wellenlänge (λmax)	321nm(MeOH)(lit.)
Stabilität	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)

Sicherheit

Kennzeichnung gefährlicher	Xi,N
R-Sätze:	41-51/53
S-Sätze:	26-39-61
RIDADR	3077
WGK Germany	3
HazardClass	IRRITANT
PackingGroup	Ⅲ
HS Code	29095000

Gefahreninformationscode (GHS)

Pterostilbene Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R41:Gefahr ernster Augenschäden.
R51/53:Giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
Beschreibung
Pterostilbene (PTS) is a fragrant-smelling hydrocarbon called "styrene", which is a derivative of resveratrol. It is found in blueberries and Pterocarpus marsupium (PM) heartwood. Similar to resveratrol, PTS has anti-inflammatory, anti-thrombotic, anti-cancer, anti-cancer, anti-hyperlipidemia and antibacterial effects.
Chemische Eigenschaften
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.
Verwenden
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)
synthetische
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).
Biologische Aktivität
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.
Nebenwirkungen
The side effects of pterostilbene are relatively minor, but you still need to pay attention to the dosage. Low-dose pterostilbene supplementation improves cholesterol metabolism and reduces triglyceride levels. Side effects include mild weight loss and muscle pain, but dose adjustment is usually not necessary.
Einzelnachweise
[1] ESTRELAJOSé M. Pterostilbene: Biomedical applications.[J]. Critical reviews in clinical laboratory sciences, 2013. DOI:10.3109/10408363.2013.805182.
[2] HYUNSOOK KIM Wallace Y Kun Ho Seo. Chemistry of Pterostilbene and Its Metabolic Effects[J]. Journal of Agricultural and Food Chemistry, 2020. DOI:10.1021/acs.jafc.0c00070.
[3] MACICKOVATATIANA. In vivo effect of pinosylvin and pterostilbene in the animal model of adjuvant arthritis.[J]. Neuro endocrinology letters, 2010.
[4] WASAMON NUTAKUL. Inhibitory Effects of Resveratrol and Pterostilbene on Human Colon Cancer Cells: A Side-by-Side Comparison[J]. Journal of Agricultural and Food Chemistry, 2011. DOI:10.1021/jf202846b.

Pterostilbene Upstream-Materialien And Downstream Produkte

Pterostilbene Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

537-42-8, Pterostilbene Verwandte Suche:

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