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4-oxo-27-TBDMS Withaferin A

Names

[ CAS No. ]:
1214886-31-3

[ Name ]:
4-oxo-27-TBDMS Withaferin A

[Synonym ]:
Ergosta-2,24-diene-1,4,26-trione, 27-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6:22,26-diepoxy-, (5β,6β,22R)-
4-oxo-27-TBDMS Withaferin A
(5β,6β,22R)-27-{[Dimethyl(2-methyl-2-propanyl)silyl]oxy}-5,6:22,26-diepoxyergosta-2,24-diene-1,4,26-trione

Biological Activity

[Description]:

27-TBDMS-4-Dehydrowithaferin A, a withaferin A derivative, exhibits potent antiproliferative effects on the tumor cells.27-TBDMS-4-Dehydrowithaferin A induces tumor cells apoptosis. 27-TBDMS-4-Dehydrowithaferin A is a anticancer agent[1].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis
Research Areas >> Cancer

[In Vitro]

27-TBDMS-4-Dehydrowithaferin A (compound 9b; 48 h) exhibits potent antiproliferative effects on HeLa (IC50=1.7 μM), A-549 (IC50=5.3 μM), MCF-7 (IC50=0.5 μM), and normal Vero cells (IC50=3.1 μM)[1]. 27-TBDMS-4-Dehydrowithaferin A (24 μM; 48 h) activates caspase-3 in HeLa cells[1]. 27-TBDMS-4-Dehydrowithaferin A (8 μM; 1-4 h) with a longer incubation period (2-4 h) leads to apoptosis, effect that was maintained at concentrations of 12 and 16 μM[1].

[References]

[1]. Gabriel G Llanos, et al. Withaferin A-related steroids from Withania aristata exhibit potent antiproliferative activity by inducing apoptosis in human tumor cells. Eur J Med Chem. 2012 Aug;54:499-511.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
651.3±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C34H50O6Si

[ Molecular Weight ]:
582.843

[ Flash Point ]:
288.8±27.0 °C

[ Exact Mass ]:
582.337646

[ LogP ]:
6.88

[ Vapour Pressure ]:
0.0±2.0 mmHg at 25°C

[ Index of Refraction ]:
1.547

Related Compounds