84414-40-4

Basic information

• Product Name: 23-Hydroxybetulin
• Synonyms: 23-Hydroxybetulin;Lup-20(29)-ene-3β,23,28-triol;Sorbicortol II;Lup-20(30)-ene-3beta,23,28-triol
• CAS NO: 84414-40-4
• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.72
• Mol File: 84414-40-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 23-Hydroxybetulin(CAS DataBase Reference)
• NIST Chemistry Reference: 23-Hydroxybetulin(84414-40-4)
• EPA Substance Registry System: 23-Hydroxybetulin(84414-40-4)

Safety Data

• Hazardous Substances Data: 84414-40-4(Hazardous Substances Data)

Usage

General Description

23-Hydroxybetulin is a chemical compound derived from the bark of the birch tree, known for its potential antitumor and anti-inflammatory properties. It is a naturally occurring triterpenoid that has been studied for its ability to inhibit cancer cell growth and induce apoptosis in various cancer types. Additionally, 23-Hydroxybetulin has shown promise as a treatment for inflammatory diseases due to its ability to suppress pro-inflammatory cytokines and reduce inflammation in vitro and in animal models. Its diverse pharmacological activities make it a promising compound for further research and potential therapeutic applications.

Upstream product

• 1228297-14-0 C₃₀H₄₈O₃ 
• 129724-84-1 DA₀₀₁ 
• 85999-40-2 23-hydroxybetulinic acid 
• 1082746-35-7 3,23-dihydroxy-20⁽²⁹⁾-lupen-28-oic acid ethyl ester 
• 85999-42-4 3,23-dihydroxy-20⁽²⁹⁾-lupen-28-oic acid methyl ester 

Relevant articles and documents

Identification of Compounds with Efficacy against Malaria Parasites from Common North American Plants

Some of the most valuable antimalarial compounds, including quinine and artemisinin, originated from plants. While these drugs have served important roles over many years for the treatment of malaria, drug resistance has become a widespread problem. Therefore, a critical need exists to identify new compounds that have efficacy against drug-resistant malaria strains. In the current study, extracts prepared from plants readily obtained from local sources were screened for activity against Plasmodium falciparum. Bioassay-guided fractionation was used to identify 18 compounds from five plant species. These compounds included eight lupane triterpenes (1-8), four kaempferol 3-O-rhamnosides (10-13), four kaempferol 3-O-glucosides (14-17), and the known compounds amentoflavone and knipholone. These compounds were tested for their efficacy against multi-drug-resistant malaria parasites and counterscreened against HeLa cells to measure their antimalarial selectivity. Most notably, one of the new lupane triterpenes (3) isolated from the supercritical extract of Buxus sempervirens, the common boxwood, showed activity against both drug-sensitive and -resistant malaria strains at a concentration that was 75-fold more selective for the drug-resistant malaria parasites as compared to HeLa cells. This study demonstrates that new antimalarial compounds with efficacy against drug-resistant strains can be identified from native and introduced plant species in the United States, which traditionally have received scant investigation compared to more heavily explored tropical and semitropical botanical resources from around the world.

Terpenoids. III: Synthesis and biological evaluation of 23-hydroxybetulinic acid derivatives as novel inhibitors of glycogen phosphorylase

A series of 23-hydroxybetulinic acid derivatives were prepared and tested in vitro as a new class of inhibitors of glycogen phosphorylase (GP). Within this series of compounds, 12b (IC50 = 3.5 μM) is the most potent GPa inhibitor. The preliminary SAR results of the 23-hydroxybetulinic acid derivatives are discussed.