cis-Trimethoxy stilbene

Bezeichnung:cis-Trimethoxy stilbene

CAS-Nr94608-23-8

Englisch Name:cis-Trimethoxy stilbene

CBNumberCB12468643

SummenformelC17H18O3

Molgewicht270.32

MOL-Datei94608-23-8.mol

cis-Trimethoxy stilbene physikalisch-chemischer Eigenschaften

Schmelzpunkt	55-57 °C
Siedepunkt	423.8±35.0 °C(Predicted)
Dichte	1.104±0.06 g/cm3(Predicted)
storage temp.	Store at -20°C
Löslichkeit	≤50mg/ml in DMSO;50mg/ml in dimethyl formamide
Aggregatzustand	solution in ethanol.
Farbe	Colorless to light yellow
CAS Datenbank	94608-23-8

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	41
S-Sätze:	26-39

Gefahreninformationscode (GHS)

cis-Trimethoxy stilbene Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
Resveratrol is a potent antioxidant found in grapes and red wine that also has anti-proliferative, anti-neoplastic and anti-angiogenic activities. In addition, resveratrol activates sirtuins and, in yeast, extends lifespan. cis-trismethoxy Resveratrol is a potent anti-mitotic drug that is 100-fold more active than resveratrol at inhibiting the growth of human colon cancer Caco-2 cells. It inhibits tubulin polymerization in a dose-dependent manner (IC₅₀ = 4 μM) and inhibits enzymes involved in the synthesis of the polyamines, putrescine, and spermidine. trans-trismethoxy Resveratrol has superior pharmacokinetic characteristics when compared with resveratrol, including greater plasma exposure, longer elimination half-life, and lower clearance.
Verwenden
cis-trismethoxy Resveratrol is a potent antioxidant found in grapes and red wine. Also, it is a resveratrol analog with increased antiproliferative activity towards a number of cancer cell lines.
Verwenden
Resveratrol is a potent antioxidant found in grapes and red wine that also has anti-proliferative, anti-neoplastic and anti-angiogenic activities. In addition, resveratrol activates sirtuins and, in yeast, extends lifespan. cis-trismethoxy Resveratrol is a potent anti-mitotic drug that is 100-fold more active than resveratrol at inhibiting the growth of human colon cancer Caco-2 cells. It inhibits tubulin polymerization in a dose-dependent manner (IC50 = 4 μM) and inhibits enzymes involved in the synthesis of the polyamines, putrescine, and spermidine. trans-trismethoxy Resveratrol has superior pharmacokinetic characteristics when compared with resveratrol, including greater plasma exposure, longer elimination half-life, and lower clearance.
in vitro
cis-trismethoxy resveratrol at 0.3 microm could exert a 80% growth inhibition of human colon cancer caco-2 cells and arrest growth completely at 0.4 microm. the cis conformation of cis-trismethoxy resveratrol was also 100-fold more potent than the trans isomer. cis-trismethoxy resveratrol was able to cause cell cycle arrest at the g2/m phase transition and inhibit tubulin polymerization dose-dependently, leading to the depletion of the polyamines, putrescine and spermidine. in addition, cis-trismethoxy resveratrol inhibited partially colchicine binding to its binding site on tubulin [1].
in vivo
previous study found that from the angle of pharmacokinetics, cis-trismethoxy resveratrol appeared to be a superior analog of resveratrol since it was orally available and showed greater plasma exposure, longer elimination half-life and lower clearance. due to the superior pharmacokinetic characteristics of cis-trismethoxy resveratrol had, its potentials as a preventive or therapeutic agent in resveratrol-effective diseases would be considered [2].
IC 50
4 microm for tubulin polymerization
Einzelnachweise
[1] schneider, y. ,chabert, p.,stutzmann, j., et al. resveratrol analog (z)-3,5,4'-trimethoxystilbene is a potent anti-mitotic drug inhibiting tubulin polymerization. international journal of cancer 107, 189-196 (2003).
[2] lin, h. s. and ho, p.c. a rapid hplc method for the quantification of 3,5,4'-trimethoxy-trans-stilbene (tms) in rat plasma and its application in pharmacokinetic study. journal of pharmaceutical & biomedical analysis 49, 387-392 (2009).

cis-Trimethoxy stilbene Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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