73409-98-0Relevant academic research and scientific papers
Synthesis and biological evaluation of 4,4-dimethyl lithocholic acid derivatives as novel inhibitors of protein tyrosine phosphatase 1B
He, Hai-Bing,Gao, Li-Xin,Deng, Qi-Feng,Ma, Wei-Ping,Tang, Chun-Lan,Qiu, Wen-Wei,Tang, Jie,Li, Jing-Ya,Li, Jia,Yang, Fan
, p. 7237 - 7242 (2013/01/15)
Protein tyrosine phosphatase 1B (PTP1B) is a major negative regulator of both insulin and leptin signals. For years, inhibiting of PTP1B has been considered to be a potential therapeutics for treating Type 2 diabetes and obesity. Recently, we recognized lithocholic acid (LCA) as a natural inhibitor against PTP1B (IC50 = 12.74 μM) by a vertical screen for the first time. Further SAR research was carried out by synthesizing and evaluating a series of compounds bearing two methyls at C-4 position and a fused heterocycle to ring A. Among them, compound 14b achieved a PTP1B inhibitory activity about eightfold than LCA and a 14-fold selectivity over the homogenous enzyme TCPTP.
Functionalisation of Saturated Hydrocarbons. Part 13. Futher Studies on the Gif Oxidation of Cholestane Derivatives
Barton, Derek H. R.,Boivin, Jean,Lelandais, Patrick
, p. 463 - 468 (2007/10/02)
The oxidation of cholest-4-en-3-one by the GifIV system to give progesterone has been studied over the temperature range -40 to +80 deg C.The optimum temperature is ca. +20 deg C.Below 0 deg C the yield of progesterone diminishes and the formation of a new compound, 25-hydroxycholest-4-en-3-one, is observed.The latter has been synthesised from lithocholic acid.An unexpected major product of the oxidation was A-nor-5β-cholestan-3-one, identified by comparison with an authentic sample.
SYNTHESE D'ANTIBIOTIQUES TRITERPENIQUES A PARTIR D'ACIDES BILIAIRES. IV . ETUDE DE L'HYDROGENATION CATALYTIQUE DU DIMETHYL-4,4 CHOLENE-5 ONE-3 OATE-24 DE METHYLE.
Aranda, G.,Fetizon, M.,Tayeb, N.
, p. 4147 - 4158 (2007/10/02)
Catalytic hydrogenation of methyl 4,4 dimethyl chol-5 en-3-one-24 oate, prepared from lithocholic acid has been carefully studied in a variety of conditions (solvent, temperature, pressure, nature and amount of catalyst) .Fairly mild conditions have been found, which lead to the 5α dihydroderivative, and do not affect the Δ8(9) double bond of lanosterol.Therefore, one of the major difficulties of the conversion of bile acids into tetracyclic triterpene antibiotics has been overcome .
