200498
Betulinic Acid - CAS 472-15-1 - Calbiochem
Synonym(s):
3β-Hydroxy-20(29)-lupaene-28-oic Acid
assay
>97% (HPLC)
form
solid
color
colorless
solubility
DMSO: 1 mg/mL
General description
Antitumor and anti-HIV agent. A pentacyclic triterpene that selectively inhibits human melanoma in cell culture and in animal models. Appears to act specifically on melanoma cells without affecting other types of tumors. The antitumor effects of betulinic acid appear to be associated with the induction of mitochondrial permeability transition pore that triggers apoptosis. Also acts as a potent inhibitor of Hh/Gli signaling pathway inhibitor (IC50 = 32 μM).
Biochem/physiol Actions
Inhibits human melanoma in cell culture and in animal models
Target IC50:32 μM inhibiting Hh/Gli signaling pathway
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 3 months at -20°C.
Storage Class
10-13 - German Storage Class 10 to 13
Regulatory Information
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E Pisha et al.
Nature medicine, 1(10), 1046-1051 (1995-10-01)
As a result of bioassay-guided fractionation, betulinic acid, a pentacyclic triterpene, was identified as a melanoma-specific cytotoxic agent. In follow-up studies conducted with athymic mice carrying human melanomas, tumour growth was completely inhibited without toxicity. As judged by a variety
M C Recio et al.
Planta medica, 61(1), 9-12 (1995-02-01)
Three triterpenes were isolated from Diospyros leucomelas and identified as betulin, betulinic acid, and ursolic acid. They showed anti-inflammatory activity in the carrageenan and serotonin paw edema tests and TPA and EPP ear edema tests. The blockade of their effects
Betulinic acid and dihydrobetulinic acid derivatives as potent anti-HIV agents.
Y Kashiwada et al.
Journal of medicinal chemistry, 39(5), 1016-1017 (1996-03-01)
M Rieber et al.
DNA and cell biology, 17(5), 399-406 (1998-06-17)
Because betulinic acid was recently described as a melanoma-specific inducer of apoptosis, we investigated whether this agent was comparably effective against metastatic tumors and those in which metastatic ability and 92-kD gelatinase activity had been decreased by introduction of a
The natural product betulinic acid inhibits C/EBP family transcription factors.
Angela Hollis et al.
Chembiochem : a European journal of chemical biology, 13(2), 302-307 (2012-01-04)
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