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cancer research reagents

Withaferin A

MSDSSample CoA
 
Source: Withaferin A is extracted from leaves of Withania somnifera (a plant)
SynonymsWithaferin e
 Withaferin A is a cell-permeable steroidal lactone from a  medicinal plant Withania somnifera, a plant known in traditional Indian medicine.
CAS number: 5119-48-2
Merck index: 14: 10048
Molecular weight: 470.6
Structure:

The molecular structure of withaferin_A. Free to copy

Molecular Formula: C28H38O6
Canonical SMILES CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)CO
Solubility
information:
Methanol, Ethanol, DMSO
Specifications  
Appearance: White to off-white crystalline solid.
Purity: At least 97% by TLC;   Current lot: single stain
At least 98% by HPLC; current lot WT001 99%

λmax:

214, 335 nm (in ethanol)
Melting point241oC-245oC
SolubilityClear colorless solution at 20 mg/ml DMSO
Clear colorless solution at 10 mg/ml MeOH
Storage-18°C.
Solutions are stable for up to 3 months at -20°C.
ApplicationsWithaferin A has shown significant anticancer activity in animal studies
Withaferin A is an angiogenesis inhibitor .
Withaferin A has immunomodulating properties.
Withaferin A has radiosensitizing effect on cancer cells.
Withaferin A has been reported to induce neuronal regeneration.
WarningsTo our knowledge, the pharmacological and toxicological properties of Withaferin A have not been fully investigated.

Toxic, carcinogenic and mutagenic in animals

ClassificationErgosterol analog
inhibitor of angiogenesis
Related products 
 For Research use only. Not for Human or Drug use
GMP/API grade available on request
Plant extract. No raw materials from
animal source were used.
withaferin_A by Fermentek is not produced from or contains any ingredients from animal origin.
No genetically modified organisms are used.
Publications  
 Yang H, Shi G, Dou QP.
Mol Pharmacol. 2007 Feb;71(2):426-37.
The tumor proteasome is a primary target for the natural anticancer compound Withaferin A isolated from "Indian winter cherry"
 Uma Devi P, Kamath R.
J Radiat Res (Tokyo). 2003 Mar;44(1):1-6
Radiosensitizing effect of withaferin A combined with hyperthermia on mouse fibrosarcoma and melanoma.
 Sudhir S, Budhiraja RD.
Indian J Physiol Pharmacol. 1992 Apr;36(2):127-9
Comparison of the protective effect of Withaferin-A and hydrocortisone against CCL4 induced hepatotoxicity in rats
 Srinivasan S, Ranga RS, Burikhanov R, Han SS, Chendil D.
Cancer Res. 2007 Jan 1;67(1):246-53
Par-4-dependent apoptosis by withaferin A in prostate cancer cells.
 Shohat B, Kirson I, Lavie D
Biomedicine. 1978 Jan-Feb;28(1):18-24
Immunosuppressive activity of two plant steroidal lactones withaferin A and withanolide E.
 Shohat B, Shaltiel A, Ben-Bassat M, Joshua H.
Cancer Lett. 1976 Nov;2(2):71-7.
The effect of withaferin A, a natural steroidal lactone, on the fine structure of S-180 tumor cells
 Sharada AC, Solomon FE, Devi PU, Udupa N, Srinivasan KK.
Acta Oncol. 1996;35(1):95-100
Antitumor and radiosensitizing effects of withaferin A on mouse Ehrlich ascites carcinoma in vivo.
 Sen N, Banerjee B, Das BB, Ganguly A, Sen T, Pramanik S, Mukhopadhyay S, Majumder HK.
Cell Death Differ. 2007 Feb;14(2):358-67. Epub 2006 Jul 14
Apoptosis is induced in leishmanial cells by a novel protein kinase inhibitor withaferin A and is facilitated by apoptotic topoisomerase I-DNA complex.
 Rosazza JP, Nicholas AW, Gustafson ME.
Steroids. 1978 May;31(5):671-9.
Microbial transformations of natural antitumor agents. 7. 14-alpha-Hydroxylation of withaferin-A by Cunninghamella elegans (NRRL 1393).
 Malik F, Kumar A, Bhushan S, Khan S, Bhatia A, Suri KA, Qazi GN, Singh J.
Apoptosis. 2007 Nov;12(11):2115-33
Reactive oxygen species generation and mitochondrial dysfunction in the apoptotic cell death of human myeloid leukemia HL-60 cells by a dietary compound withaferin A with concomitant protection by N-acetyl cysteine.
 Kaileh M, Vanden Berghe W, Heyerick A, Horion J, Piette J, Libert C, De Keukeleire D, Essawi T, Haegeman G.
J Biol Chem. 2007 Feb 16;282(7):4253-64
Withaferin a strongly elicits IkappaB kinase beta hyperphosphorylation concomitant with potent inhibition of its kinase activity
 Fuskova A, Fuska J, Rosazza JP, Nicholas AW
Neoplasma. 1984;31(1):31-6.
Novel cytotoxic and antitumor agents. IV. Withaferin A: relation of its structure to the in vitro cytotoxic effects on P388 cells.
 Fuska J, Prousek J, Rosazza J, Budesinsky M.
Steroids. 1982 Aug;40(2):157-69
Microbial transformations of natural antitumor agents. 23. Conversion of withaferin-A to 12 beta- and 15 beta-hydroxy derivatives of withaferin-A.
 Devi PU, Akagi K, Ostapenko V, Tanaka Y, Sugahara T.
Int J Radiat Biol. 1996 Feb;69(2):193-7
Withaferin A: a new radiosensitizer from the Indian medicinal plant Withania somnifera
 Devi PU, Sharada AC, Solomon FE.
Cancer Lett. 1995 Aug 16;95(1-2):189-93
In vivo growth inhibitory and radiosensitizing effects of withaferin A on mouse Ehrlich ascites carcinoma.
 Bargagna-Mohan P, Hamza A, Kim YE, Khuan Abby Ho Y, Mor-Vaknin N, Wendschlag N, Liu J, Evans RM, Markovitz DM, Zhan CG, Kim KB, Mohan R.
Chem Biol. 2007 Jun;14(6):623-34
The tumor inhibitor and antiangiogenic agent withaferin A targets the intermediate filament protein vimentin.
 

Sudhir S, Budhiraja RD.
Indian J Physiol Pharmacol. 1992 Apr;36(2):127-9
Comparison of the protective effect of Withaferin-A and hydrocortisone against CCL4 induced hepatotoxicity in rats


Withaferin A is extracter from Withania somnifera

Withania Somnifera

 


More Info

Method: Determination of Withaferin A in two Withania Species by RP-HPLC method

Indian Journal of Pharmaceutical Sciences, 2006  Vol 68  issue 2 pp 253-256



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