25480-14-2

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 12α-hydroxy-3,7-dioxo-5β-cholan-24-oate is used as a pharmaceutical agent for its potential therapeutic effects. As a bile acid derivative, it may have applications in the treatment of various liver and digestive disorders due to its influence on bile secretion and digestion processes.
Used in Research Applications:
Methyl 12α-hydroxy-3,7-dioxo-5β-cholan-24-oate serves as a valuable compound in scientific research, particularly in the study of bile acid metabolism, liver function, and related physiological processes. Its unique structure allows researchers to investigate its interactions with biological systems and explore its potential as a therapeutic agent.
Used in Drug Development:
As a bile acid derivative, methyl 12α-hydroxy-3,7-dioxo-5β-cholan-24-oate may be utilized in the development of new drugs targeting liver diseases and other conditions related to bile acid metabolism. Its structural properties could be leveraged to create novel pharmaceuticals with improved efficacy and reduced side effects.

Upstream product

• 1448-36-8 methyl cholate 

Relevant academic research and scientific papers

Radical-mediated dehydrogenation of bile acids by means of hydrogen atom transfer to triplet carbonyls

The aim of the present paper is to explore the potential of radical-mediated dehydrogenation of bile salts (BSs), which is reminiscent of the enzymatic action of hydroxysteroid dehydrogenase enzymes (HSDH). The concept has been demonstrated using triplet carbonyls that can be efficiently generated upon selective UVA-excitation. Hydrogen atom transfer (HAT) from BSs to triplet benzophenone (BP) derivatives gave rise to radicals, ultimately leading to reduction of the BP chromophore with concomitant formation of the oxo-analogs of the corresponding BSs. The direct reactivity of triplet BP with BSs in the initial step was evaluated by determining the kinetic rate constants using laser flash photolysis (LFP). The BP triplet decay was monitored (λmax = 520 nm) upon addition of increasing BS concentrations, and the obtained rate constant values indicated a reactivity of the methine hydrogen atoms in the order of C-3 2 than under O2, also supporting the role of the oxygen-quenchable triplet in the dehydrogenation process. Furthermore, irradiation of deaerated aqueous solutions of sodium cholate in the presence of KPMe provided the oxo-analogs, 3[O],7[O]-CA, 3[O]-CA and 7[O]-CA, arising from the HAT process.

Selective dimethyldioxirane oxidation of bile acid methyl esters

DMDO oxidation of the hydroxy groups of bile acid methyl esters establishes the positional order of reactivity as 3-7 > 6 > 12 and supports a mechanism involving C-H oxygen insertion through a planar intramolecularly hydrogen bonded transition state.