Betulinic acid

Catalog No.S3603 Synonyms: ALS-357

Betulinic acid Chemical Structure

Molecular Weight(MW): 456.7

Betulinic acid, a pentacyclic triterpenoid from Syzigium claviflorum, is a inhibitor of HIV-1 with EC50 of 1.4 μ M. Phase 1/2.

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Biological Activity

Description Betulinic acid, a pentacyclic triterpenoid from Syzigium claviflorum, is a inhibitor of HIV-1 with EC50 of 1.4 μ M. Phase 1/2.
Targets
HIV-1 [1] Eukaryotic topoisomerase I [3] Aminopeptidase N [2]
1.4 μM(EC50) 5 μM 7.3 μM
In 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. [1] Betulinic acid also acts as anti-melanoma agent through inhibiting aminopeptidase N activity with IC50 of 7.3 μM. [2] 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. [3]

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. [4]

Protocol

Kinase Assay:[3]
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Topoisomerase I-DNA interaction:

Annealed 25-mer duplex of oligonucleotide-1 and oligonicleotide-2 is incubated with 25 or 50 units of rat liver topoisomerase I at 8 °C for 15 min in the presence or absence of betulinic acid in binding buffer. After incubation the reaction mixtures are electrophoresed in 7% non-denaturing polyacrylamide gel at 4 °C in 0.167 × TBE buffer and DNA bands are stained with ethidium bromid
Animal Research:[4]
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  • Animal Models: LNCaP tumor xenograft model
  • Formulation: Diluted in corn oil containing 1% DMSO
  • Dosages: 10 and 20 mg/kg/d
  • Administration: Orally
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 20 mg/mL (43.79 mM)
Ethanol 10 mg/mL (21.89 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 456.7
Formula

C30H48O3

CAS No. 472-15-1
Storage powder
Synonyms ALS-357

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT00346502 Suspended Dysplastic Nevus Syndrome University of Illinois at Chicago January 2006 Phase 1|Phase 2

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID