73465-45-9Relevant articles and documents
Exploitation of cholane scaffold for the discovery of potent and selective farnesoid X receptor (FXR) and G-protein coupled bile acid receptor 1 (GP-BAR1) ligands
Festa, Carmen,Renga, Barbara,D'Amore, Claudio,Sepe, Valentina,Finamore, Claudia,De Marino, Simona,Carino, Adriana,Cipriani, Sabrina,Monti, Maria Chiara,Zampella, Angela,Fiorucci, Stefano
, p. 8477 - 8495 (2015/01/09)
Nuclear and G-protein coupled receptors are considered major targets for drug discovery. FXR and GP-BAR1, two bile acid-activated receptors, have gained increasing consideration as druggable receptors. Because endogenous bile acids often target both receptor families, the development of selective ligands has been proven difficult, exposing patients to side effects linked to an unwanted activation of one of the two receptors. In the present study, we describe a novel library of semisynthetic bile acid derivatives obtained by modifications on the cholane scaffold. The pharmacological characterization of this library led to the discovery of 7α-hydroxy-5β-cholan-24-sulfate (7), 6β-ethyl-3α,7β-dihydroxy-5β-cholan-24-ol (EUDCOH, 26), and 6α-ethyl-3α, 7α-dihydroxy-24-nor-5β-cholan-23-ol (NorECDCOH, 30) as novel ligands for FXR and GP-BAR1 that might hold utility in the treatment of FXR and GP-BAR1 mediated disorders.
Potential Bile Acid Metabolites. 6. Stereoisomeric 3,7-Dihydroxy-5β-cholanic Acids
Iida, Takashi,Chang, Frederic C.
, p. 2966 - 2972 (2007/10/02)
New synthetic routes to the four possible 3,7-dihydroxy acids are described.The principal reactions involved were inversions with DMF and Me2SO-crown ether and reduction of 12-oxo tosylhydrazones.Inversion of 3α-tosylates by the Me2SO-crown ether method succeeded but that of the corresponding mesylates did not.A table of 1H NMR chemical shift reference data of monosubstituted methyl cholanates pertinent to bile acid characterization has been expanded.
A convenient synthesis of 3-keto bile acids by selective oxidation of bile acids with silver carbonate-Celite
Tserng
, p. 501 - 504 (2007/10/14)
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