Determination of molecular associations of some hydrophobic and hydrophilic bile acids by infrared and Raman spectroscopy

European Biophysics Journal

Volumn 25, Issue 4, 1997, Pages 285-291

  Lamcharfi, E ^a   Cohen Solal, C ^b   Parquet, M ^b   Lutton, C ^b   Dupre J ^b   Meyer, C ^b  

^a SIDI MOHAMED BEN ABDELLAH UNIVERSITY   (Morocco)

^b UNIVERSITÉ PARIS SACLAY   (France)

Author keywords

Hydrophilic bile acids; Hydrophohic

Indexed keywords

BILE ACID; DEOXYCHOLIC ACID DERIVATIVE; LITHOCHOLIC ACID; POLYMER;

ARTICLE; CHEMICAL BINDING; CRYSTALLOGRAPHY; HYDROPHILICITY; HYDROPHOBICITY; INFRARED SPECTROSCOPY; MOLECULAR INTERACTION; PHYSICAL CHEMISTRY; RAMAN SPECTROMETRY; SOLUBILITY;

ANIMALS; BILE ACIDS AND SALTS; CHENODEOXYCHOLIC ACID; CHOLIC ACID; CHOLIC ACIDS; DEOXYCHOLIC ACID; LITHOCHOLIC ACID; MAMMALS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SOLVENTS; SPECTROPHOTOMETRY, INFRARED; SPECTRUM ANALYSIS, RAMAN; STRUCTURE-ACTIVITY RELATIONSHIP; URSODEOXYCHOLIC ACID;

MAMMALIA;

EID: 0030745470     PISSN: 01757571     EISSN: None     Source Type: Journal    
DOI: 10.1007/s002490050040     Document Type: Article

References (23)

1. Armstrong MJ, Carey MC (1982) The hydrophobic-hydrophilic balance of bile salts. Inverse correlation between reverse-phase high performance liquid chromatographic mobilities and micellar cholesterol-solubilizing capacities. J Lipid Res 23: 70-80
2. Arora SK, Germain G, Declercq JP (1975) The crystal and molecular structure of lithocholic acid. Acta Cryst B32: 415-419
3. Bilhartz LE, Dietschy JM (1988) Bile salt hydrophobicity influences cholesterol recruitement from rat liver in vitro when cholesterol synthesis and lipoprotein uptake are constant. Gastroenterology 95: 771-779
4. Cohen BJ, Ayyad N, Mosbach EH et al (1991) Replacement of cholesterol gallstones by Muricholic gallstones in prairie dogs fed murideoxycholic acid. Hepatology 14: 158-168
5. Candeloro de Sanctis S, Giglio E, Pavel V, Quagliata C (1972) A study of crystal packing of the 2: 1 and 3: 1 canal complexes between deoxycholic acid and p-diiodobenzene and phenanthrene. Acta Cryst B28; 3656-3661
6. Danziger RG, Hofmann AF, Schoenfield LG, Thistle JL (1972) Dissolution of cholesterol gallstones by chenodeoxycholic acid. N Engl J Med 286: 1-8
7. Grundy SM, Ahrens EH, Miettinen TA (1965) Quantitative isolation and gas-liquid chromatographic analysis of total fecal bile acids. J Lipid Res 6: 397-410
8. 40. Acta Cryst B30: 1441-1447
9. Heuman DM, Vlacevic ZR, Bailly MC, Hylemon PB (198) Regulation of bile acid synthesis II. Effect of bile acid feeding on enzymes regulating hepatic cholesterol and bile acid synthesis in the rat. Hepatology 8: 892-897
10. Heuman DM (1989) Quantitative estimation of the hydrophilic-hydrophobic balance of mixed bile salt solutions. J Lipid Res 30: 719-730
11. Hoehn WM, Link J, Moffett RB (1946) 3-keto-6(β) hydroxycholanic acid and 3(α) hydroxy-6-keto cholanic acid. J Am Chem Soc 68: 1855-1857
12. Hofmann AF, Roda A (1984) Physicochemical properties of bile acids and their interrelationships to biological properties; an overview to the problem. J Lipid Res 25: 1477-1489
13. Hofmann AF, Sjovall J, Kurz G, Radominska A, Schteingart CD, Tint GS, Vlahcevic ZR, Setchell KDR (1992) A proposed nomenclature for bile acids. J Lipid Res 33: 599-604
14. Ilda T, Momose T, Tamura T (1988) Potential bile acid metabolites. 13. Improved routes to 3β, 6β and 3β,6α-dihydroxy-5α-cholanoic acid. J Lipid Res 29: 165-171
15. Johnson PL, Schaeffer JP (1972) The crystal and molecular structure of an addition compound of cholic acid and ethanol. Acta Cryst B28: 3083-3088
16. 40. Acta Cryst B36: 1893-1897
17. Makino I, Shinazaki K, Yoshino K (1975) Dissolution of cholesterol gallstones by UDC. Jap J Gastroenterol 72: 690-702
18. Margareta A, Masteescu GHD (1970) Spectroscopic infrarouge. Applications en chimie organique. Dunod, Paris
19. Parquet M, Legrand-Defretin V, Riottot M, Karpouza A, Lutton C (1990) Metabolism and effects on biliary lipid secretion of murocholic acid in the hamster. J Hepatol 11: 111-119
20. Reuben A, Maton PN, Murphy GM, Dowling RH (1985) Bile lipid secretion in obese and non obese individuals with and without gallstones. Clin Sci 69: 71-79
21. Sacquet E, Parquet M, Riottot M, Raizman A, Nordlinger B, Infante R (1985) Metabolism of β-muricholic acid in man. Steroids 45: 411-426
22. Salen R, Nicolau G, Shefer S, Mosback EH (1975) Hepatic cholesterol metabolism in patients with gallstones. Gastroenterology 69: 676-684
23. Small DM (1971) The bile acids, chemistry, physiology and métabolisms. Plenum Press, New York London