Betulinic acid

• CAT Number: I003634
• CAS Number: 472-15-1
• Molecular Formula: C30H48O3
• Molecular Weight: 456.7
• Purity: ≥95%
• Target: Apoptosis Inducers
• Solubility: 10 mM in DMSO
• Storage: 3 years -20C powder
• IC50: 1.4 μM (EC50, HIV1)
• InChIKey: QGJZLNKBHJESQX-FZFNOLFKSA-N

Betulinic acid, a pentacyclic triterpene, selectively induces apoptosis in tumor cells, also is a inhibitor of HIV-1 with EC50 of 1.4 μ M.IC50 Value: 1.4 μM (EC50, HIV1)Target: Apoptosis inducer; Topoisomerasein vitro: Betulinic acid shows anti-HIV activity by blocking HIV replication in H9 lymphocytes with an EC50 value of 1.4 μM and inhibiting uninfected H9 cell growth with an IC50 value of 13 μM. Betulinic acid also acts as anti-melanoma agent through inhibiting aminopeptidase N activity with IC50 of 7.3 μM. In addition, Betulinic acid inhibits eukaryotic topoisomerase I activity with IC50 of 5 μM and can be exploited as a strong candidate for anti-tumor drug.in vivo: Betulinic acid inhibits prostate cancer cell and tumor (xenograft) growth in athymic nude mice bearing LNCaP cells and this is due, in part, to proteasome-dependent downregulation of Sp1, Sp3, Sp4 and several Sp-regulated genes.

Reference

1:Synthesis of novel benzylidene analogues of betulinic acid as potent cytotoxic agents. Gupta N, Rath SK, Singh J, Qayum A, Singh S, Sangwan PL.Eur J Med Chem. 2017 Apr 25;135:517-530. doi: 10.1016/j.ejmech.2017.04.062. [Epub ahead of print] PMID: 28500966 2:Tyrosinase inhibitory mechanism of betulinic acid from Dillenia indica. Biswas R, Chanda J, Kar A, Mukherjee PK.Food Chem. 2017 Oct 1;232:689-696. doi: 10.1016/j.foodchem.2017.04.008. Epub 2017 Apr 5. PMID: 28490129 3:Betulinic acid protects against N-nitrosodimethylamine-induced redox imbalance in testes of rats. Adeleke GE, Adaramoye OA.Redox Rep. 2017 May 5:1-7. doi: 10.1080/13510002.2017.1322750. [Epub ahead of print] PMID: 28475470 4:A convergent synthesis of novel alkyne-azide cycloaddition congeners of betulinic acid as potent cytotoxic agent. Dangroo NA, Singh J, Rath SK, Gupta N, Qayum A, Singh S, Sangwan PL.Steroids. 2017 Apr 21;123:1-12. doi: 10.1016/j.steroids.2017.04.002. [Epub ahead of print] PMID: 28435038 5:Design, Synthesis, and Biological Evaluation of Betulinic Acid Derivatives as New Antitumor Agents for Leukemia. Waechter F, Silva GS, Willig J, de Oliveira CB, Vieira BD, Trivella DB, Zimmer AR, Buffon A, Pilger DA, Gnoatto S.Anticancer Agents Med Chem. 2017 Apr 12. doi: 10.2174/1871521409666170412143638. [Epub ahead of print] PMID: 28403779 6:Gold nanoshell-based betulinic acid liposomes for synergistic chemo-photothermal therapy. Liu Y, Zhang X, Liu Z, Wang L, Luo L, Wang M, Wang Q, Gao D.Nanomedicine. 2017 Mar 29. pii: S1549-9634(17)30055-2. doi: 10.1016/j.nano.2017.03.012. [Epub ahead of print] PMID: 28363771 7:Helicteric Acid, Oleanic Acid, and Betulinic Acid, Three Triterpenes from Helicteres angustifolia L., Inhibit Proliferation and Induce Apoptosis in HT-29 Colorectal Cancer Cells via Suppressing NF-κB and STAT3 Signaling. Su D, Gao YQ, Dai WB, Hu Y, Wu YF, Mei QX.Evid Based Complement Alternat Med. 2017;2017:5180707. doi: 10.1155/2017/5180707. Epub 2017 Feb 26. PMID: 28331523 Free PMC Article8:Induction of Cell Death by Betulinic Acid through Induction of Apoptosis and Inhibition of Autophagic Flux in Microglia BV-2 Cells. Seo J, Jung J, Jang DS, Kim J, Kim JH.Biomol Ther (Seoul). 2017 Mar 10. doi: 10.4062/biomolther.2016.255. [Epub ahead of print] PMID: 28274097 Free Article9:Betulinic acid attenuates renal fibrosis in rat chronic kidney disease model. Sharma A, Thakur R, Lingaraju MC, Kumar D, Mathesh K, Telang AG, Singh TU, Kumar D.Biomed Pharmacother. 2017 May;89:796-804. doi: 10.1016/j.biopha.2017.01.181. Epub 2017 Mar 6. PMID: 28273641 10:Combination of amino acid/dipeptide with ligustrazine-betulinic acid as antitumor agents. Xu B, Yan WQ, Xu X, Wu GR, Zhang CZ, Han YT, Chu FH, Zhao R, Wang PL, Lei HM.Eur J Med Chem. 2017 Apr 21;130:26-38. doi: 10.1016/j.ejmech.2017.02.036. Epub 2017 Feb 17. PMID: 28237794