65384-76-1Relevant articles and documents
Studies on the Importance of the 7α-, and 12α- hydroxyl groups of N-Aryl-3α,7α,12α-trihydroxy-5β-cholan-24-amides on their Antigermination Activity Against a Hypervirulent Strain of Clostridioides (Clostridium) difficile
Sharma, Shiv K.,Yip, Christopher,Simon, Matthew P.,Phan, Jacqueline,Abel-Santos, Ernesto,Firestine, Steven M.
, (2021/11/27)
Chenodeoxycholic acid (CDCA) is a natural germination inhibitor for C. difficile spores. In our previous study (J. Med. Chem., 2018, 61, 6759–6778), we identified N-phenyl-3α,7α,12α-trihydroxy-5β-cholan-24-amide as an inhibitor of C. difficile strain R20291 with an IC50 of 1.8 μM. Studies of bile salts on spore germination have shown that chenodeoxycholate, ursodeoxycholate and lithocholate are more potent inhibitors of germination compared to cholate. Given this, we created amide analogs of chenodeoxycholic, deoxycholic, lithocholic and ursodeoxycholic acids using amines identified from our previous studies. We found that chenodeoxy- and deoxycholate derivatives were active with potencies equivalent to those for cholanamides. This indicates that only 2 out of the 3 hydroxyl groups are needed for activity and that the alpha stereochemistry at position 7 is required for inhibition of spore germination.
A NEW DERIVATIZATION FOR THE SPECTROPHOTOMETRIC DETERMINATION OF CARBOXYL GROUPS
Goeroeg, S.,Renyei, M.
, p. 65 - 70 (2007/10/02)
A new derivatization is described for the spectrophotometric determination of carboxyl groups.The reagent is diethyl anilinophosphite which is prepared in situ from diethyl chlorophosphite and aniline.With the aid of this reagent carboxylic acids are quantitatively transformed to the carboxanilides which possess favourable spectrophotometric properties (λmax about 242 nm; ε = 14000).A great variety of fatty acids and bile acids has been determined by this method.The reaction leading to the chromophoric derivative is completed within 60 minutes at 100 deg C using butyronitrile as solvent.The spectrophotometric measurement is carried out in 0.1 N ethanolic hydrochloric acid, where the excess reagent is decomposed and the small absorbance of the protonated aniline results in a low reagent blank.The relative standard deviations obtained by this method range between 0.82 and 1.59 percent.The possiblity of extending the application of the reagent and the potential use of other aniline and aromatic amine derivatives in chromatography are also discussed.
