Literature DB >> 7399224

Physical-chemical properties of chenodeoxycholic acid and ursodeoxycholic acid.

T Hisadome, T Nakama, H Itoh, T Furusawa.   

Abstract

It is now relatively well established that chenodexoycholic acid (CDCA) and ursodeoxycholic acid (UDCA), which are 7-OH epimer, are cholesterol gallstone dissolving agent. We investigated physical-chemical properties of CDCA and UDCA with respect to critical micellar concentration (CMC), micellar molecular weights (MMW) and solubilizing power of cholesterol. CMCs of CDCA and UDCA, measured by surface tension method, were 3.6 mM and 6.4 mM respectively. Light scattering technique revealed the MMW as 7700 in CDCA and 7400 in UDCA of only one molecule's difference per micelle in the aggregation number. Solubilization of cholesterol in model bile system disclosed remarkable difference. The degree of solubilized cholesterol by UDCA was smaller than that of CDCA by a factor of about 19. Addition of lecithin produced a greater increment of solubilized cholesterol in UDCA, but the solubilizing power was still larger in CDCA. It is curious and of interest that there exists much difference in the aspects of solubilizing efficiency for cholesterol in the in vitro model system, inspite of their little difference in the molecular structure, CMC and MMW between CDCA and UDCA. 7 beta-OH might affect the function of micelle against solubilization in UDCA.

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Year:  1980        PMID: 7399224     DOI: 10.1007/bf02774276

Source DB:  PubMed          Journal:  Gastroenterol Jpn        ISSN: 0435-1339


  13 in total

1.  [Dissolution of cholesterol gallstones by long-term administration of ursodeoxycholic acid].

Authors:  I Makino; K Shinozaki; K Yoshino; S Nakagawa
Journal:  Nihon Shokakibyo Gakkai Zasshi       Date:  1975-06

2.  The isolation of egg phosphatidyl choline by an adsorption column technique.

Authors:  D J HANAHAN; M B TURNER; M E JAYKO
Journal:  J Biol Chem       Date:  1951-10       Impact factor: 5.157

3.  A revision of the Schoenheimer-Sperry method for cholesterol determination.

Authors:  W M SPERRY; M WEBB
Journal:  J Biol Chem       Date:  1950-11       Impact factor: 5.157

4.  Molecular-weight determination by light scattering.

Authors:  P DEBYE
Journal:  J Phys Colloid Chem       Date:  1947-01

5.  Ursodeoxycholic acid versus chenodeoxycholic acid. Comparison of their effects on bile acid and bile lipid composition in patients with cholesterol gallstones.

Authors:  A Stiehl; P Czygan; B Kommerell; H J Weis; K H Holtermüller
Journal:  Gastroenterology       Date:  1978-12       Impact factor: 22.682

6.  Comparative effects of ursodeoxycholic acid and chenodeoxycholic acid in the rhesus monkey. Biochemical and ultrastructural studies.

Authors:  T Fedorowski; G Salen; G Zaki; S Shefer; E H Mosbach
Journal:  Gastroenterology       Date:  1978-01       Impact factor: 22.682

7.  Basic studies on cholesterol solubilization in bile salt solution.

Authors:  T Furusawa; T Nakama; T Hisadome; H Itoh
Journal:  Gastroenterol Jpn       Date:  1976

Review 8.  Desaturation of bile and cholesterol gallstone dissolution with chenodeoxycholic acid.

Authors:  A F Hofmann
Journal:  Am J Clin Nutr       Date:  1977-06       Impact factor: 7.045

9.  Chenotherapy for gallstone dissolution. I. Efficacy and safety.

Authors:  J L Thistle; A F Hofmann; B J Ott; D H Stephens
Journal:  JAMA       Date:  1978-03-13       Impact factor: 56.272

10.  Ursodeoxycholic acid treatment of gallstones. Dose-response study and possible mechanism of action.

Authors:  P N Maton; G M Murphy; R H Dowling
Journal:  Lancet       Date:  1977 Dec 24-31       Impact factor: 79.321

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  4 in total

Review 1.  Ursodeoxycholic acid in the treatment of cholesterol cholelithiasis. Part II.

Authors:  W H Bachrach; A F Hofmann
Journal:  Dig Dis Sci       Date:  1982-09       Impact factor: 3.199

2.  Nasal absorption of insulin: enhancement by hydrophobic bile salts.

Authors:  G S Gordon; A C Moses; R D Silver; J S Flier; M C Carey
Journal:  Proc Natl Acad Sci U S A       Date:  1985-11       Impact factor: 11.205

3.  Differing effects of ursodeoxycholic or chenodeoxycholic acid on biliary cholesterol saturation and bile acid metabolism in man. A dose-response study.

Authors:  J L Thistle; N F Larusso; A F Hofmann; J Turcotte; G L Carlson; B J Ott
Journal:  Dig Dis Sci       Date:  1982-02       Impact factor: 3.199

Review 4.  Latest development in the synthesis of ursodeoxycholic acid (UDCA): a critical review.

Authors:  Fabio Tonin; Isabel W C E Arends
Journal:  Beilstein J Org Chem       Date:  2018-02-20       Impact factor: 2.883

  4 in total

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