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At least 811 records · Page 45Linked to original sources
PubMed2001

Cholesterol crystallization in model biles: effects of bile salt and phospholipid species composition.

Cholesterol in human bile is solubilized in micelles by (relatively hydrophobic) bile salts and phosphatidylcholine (unsaturated acyl chains at sn-2 position). Hydrophilic tauroursodeoxycholate, dipalmitoyl phosphatidylcholine, and sphingomyelin all decrease cholesterol crystal-containing zones in the equilibrium ternary phase diagram (van Erpecum, K. J., and M. C. Carey. 1997. Biochim. Biophys. Acta. 1345: 269-282) and thus could be valuable in gallstone prevention. We have now compared crystallization in cholesterol-supersaturated model systems (3.6 g/dl, 37 degrees C) composed of various bile salts as well as egg yolk phosphatidylcholine (unsaturated acyl chains at sn-2 position), dipalmitoyl phosphatidylcholine, or sphingomyelin throughout the phase diagram. At low phospholipid contents [left two-phase (micelle plus crystal-containing) zone], tauroursodeoxycholate, dipalmitoyl phosphatidylcholine, and sphingomyelin all enhanced crystallization. At pathophysiologically relevant intermediate phospholipid contents [central three-phase (micelle plus vesicle plus crystal-containing) zone], tauroursodeoxycholate inhibited, but dipalmitoyl phosphatidylcholine and sphingomyelin enhanced, crystallization. Also, during 10 days of incubation, there was a strong decrease in vesicular cholesterol contents and vesicular cholesterol-to-phospholipid ratios (approximately 1 on day 10), coinciding with a strong increase in crystal mass. At high phospholipid contents [right two-phase (micelle plus vesicle-containing) zone], vesicles were always unsaturated and crystallization did not occur. Strategies aiming to increase amounts of hydrophilic bile salts may be preferable to increasing saturated phospholipids in bile, because the latter may enhance crystallization.

1,2-Dipalmitoylphosphatidylcholine↗
PubMed1973

Bile acids. 38. Conversion of 5 -cholestane-3 ,7 -diol to allo bile acids by the rat.

5alpha-[4-(14)C, 3alpha-(3)H]Cholestane-3beta,7alpha-diol was prepared from individual samples of 5alpha-[3alpha-(3)H]cholestane-3beta,7alpha-diol and 5alpha-[4-(14)C]cholestane-3beta,7alpha-diol, each derived from 3beta-acetoxycholest-5-en-7-one. Bile was collected for 11 days from adult male rats, with cannulated bile ducts, that had received intraperitoneally 0.90-0.92 mg of the doubly labeled diol. Bile from the first 10 hr, containing 63% of the administered (14)C and 6% of the (3)H, was hydrolyzed, and the bile acids were separated by acetic acid partition chromatography. Allochenodeoxycholic and allocholic acids contained at least 20.6% and 48.6%, respectively, of the (14)C retained in the biliary acids. Small amounts of (14)C (2.5% and 1.9%, respectively) were present in the 3beta isomers of these acids, but the tritium content totaled more than half of that found in the bile acid fraction. No evidence was obtained for presence of the extensive quantities of the allomuricholates.

Acetates↗
PubMedDate not supplied

[Bile acids in the bile in diabetes mellitus].

Hepatic and gall bladder bile of healthy persons (8) and of patients with severe form of diabetes mellitus (17) was studied. Paer chromatography was applied for determination of cholic, chenodeoxycholic, deoxycholic bile acids and their conjugates with glycin and taurine. An absolute content and percentage of glycodeoxycholic and glycochenodeoxycholic bile acids were increased, and glycochenodeoxycholic acid content and taurates proportion were decreased in the gall bladder and hepatic bile of diabetic patients. The data obtained pointed to disturbed hepatic function in severe diabetes mellitus; it was expressed in suppression of bile acids synthesis and conjugation, and also in depression of transformation of deoxycholic into cholic acid.

Adult↗
PubMed1984

Incidence of bile infection in biliary lithiasis. Effects on postoperative bacteremia of choledochoduodenostomy, T-tube drainage, and primary closure of the common bile duct after choledochotomy--a prospective clinical trial.

To assess the incidence of bile infection in patients undergoing elective biliary surgery for chronic calculous biliary disease, the authors present 737 patients with cholelithiasis or cholelithiasis choledocholithiasis in this paper. The incidence of bile infection in patients operated on electively is considerable and is associated with a significant mortality and morbidity. A relation exists between the incidence of postoperative bile infection and the supplementary procedure carried out after choledochotomy. We observed that 70 per cent of those patients with initially sterile bile became infected during the postoperative period of exogenous contamination through the T-tube. T-tube drainage should be used carefully and should be avoided in patients in whom either a primary common bile duct closure or an internal drainage can be performed.

Adult↗
PubMed1978

Re-evaluation of the 3 alpha-hydroxysteroid dehydrogenase assay for total bile acids in bile.

A review of the 3 alpha-hydroxysteroid dehydrogenase method for determining the concentration of total bile acids in bile is described. The optimum conditions for the assay were established with respect to pH, temperature, incubation time, amount of NAD+, and units of enzyme activity required to obtain complete oxidation of the substrate under fixed conditions. Furthermore, the effect of hydrazine hydrate, methanol, and bile volume on the reaction was examined. It was also established that the bile acid concentration in bile samples with a high molar percentage of cholesterol would be overestimated if 3 beta-hydroxysteroid dehydrogenase were present with the 3 alpha-enzyme.

3-Hydroxysteroid Dehydrogenases↗
PubMedDate not supplied

The effect of gastrointestinal hormones on bile flow, bile lipid composition, and lithogenicity in rats.

The contribution of major gastrointestinal hormones to bile secretion was studied in 35 male Wistar rats with biliary, duodenal, and vena cava cannulae. Intravenous infusion of secretin, pancreozymin, and glucagon increased bile flow but only secretin affected bile lipid output. OP-CCK exerted the weakest choleretic effect. None of the hormones significantly changed the lithogenic index. Thus, gastrointestinal hormones could play an important role in the regulation of bile flow and bile lipid secretion in rats.

Animals↗
PubMed1994

Biliary proteins from hepatic bile of rats fed curcumin or capsaicin inhibit cholesterol crystal nucleation in supersaturated model bile.

Following our earlier observations that curcumin and capsaicin are antilithogenic in mice and hamsters, attempts were now made to understand the manner in which these spice principles were acting. For this purpose, the hepatic biles of rats fed a control, lithogenic, and lithogenic diet supplemented with curcumin or capsaicin were subjected to gel filtration chromatography (sepharose-4B-Cl) and the LMW protein fractions were tested for their ability to influence cholesterol crystal growth in model bile. The LMW protein fraction from the lithogenic group bile shortened the nucleation time and increased the crystal growth rate and final crystal concentration. But with the LMW protein fractions from the biles of rats on the lithogenic group supplemented with curcumin or capsaicin, the nucleation times were prolonged and the crystal growth rates and final crystal concentrations were decreased. The LMW fractions were further purified into three different sugar specific proteins by affinity chromatography. A higher proportion of LMW proteins from the lithogenic group bile was bound to Con-A whereas higher proportions of LMW proteins from the groups fed with curcumin and capsaicin were respectively bound to wheat germ agglutinin and Helix pomatia lectin. The Con-A bound fraction obtained from the lithogenic group showed a pro-nucleating effect. In contrast, the WGA-bound fraction obtained from curcumin group or the Helix pomatia lectin bound fraction obtained from capsaicin group showed a potent antinucleating activity.

Animals↗
PubMed1993

Molecular species composition of inter-mixed micellar/vesicular bile salt concentrations in model bile: dependence upon hydrophilic-hydrophobic balance.

We systematically studied the bile salt (BS) species composition of the intermixed micellar/vesicular (non-lecithin-associated) BS concentrations (IMC) of model biles using physiological biliary compositions prepared with mixtures of 12 common BS of humans. BS distributions in the IMC, which was composed of monomers plus simple micelles, were determined by rapid centrifugal ultrafiltration and/or modified equilibrium dialysis as functions of total lipid concentration, BS/lecithin ratio, cholesterol content, pH, and the weighted hydrophobic index of BS species. IMC values increased from 3 to 9.5 mM with increases in total lipid concentration and BS/lecithin ratio, but decreased appreciably as the overall BS composition of physiological BS mixtures became more hydrophobic. However, IMC values were not altered by increases in cholesterol content (0-10%) that induced a phase transition from a one-phase micellar system to a two-phase system of micelles and vesicles. As pH values were decreased (8 to 5), with partial protonation but not precipitation of glycine-conjugated BS (pK'a approximately 4.3 by titration), IMC values decreased slightly. For all model biles studied, IMC values of BS mixtures were markedly smaller than those previously found for model biles composed with taurocholate (Donovan, J. M. et al. 1991. J. Lipid Res. 32: 1501-1512). Hydrophilic BS were preferentially distributed in the IMC, whereas hydrophobic BS were preferentially associated with lecithin in mixed micelles and vesicles. Hence, BS composition, in addition to total lipid composition and BS/lecithin ratio, is a critical determinant of the relative and absolute concentrations of the BS species in the inter-mixed micellar/vesicular bile salt concentration.

Bile↗
PubMed1993

5 beta-hydroxylation by the liver. Identification of 3,5,7-trihydroxy nor-bile acids as new major biotransformation products of 3,7-dihydroxy nor-bile acids in rodents.

24-Norursodeoxycholic acid (nor-UDCA), when administered into the anesthetized biliary fistula hamster or injected into the perfusate of an isolated liver, was hydroxylated at C-5 to give 5 beta-hydroxynorursodeoxycholic acid 2 (3 alpha,5,7 beta-trihydroxy-24-nor-5 beta-cholan-23-oic acid), which was secreted into bile mainly as such. Similarly, 24-norchenodeoxycholic acid (nor-CDCA) was 5 beta-hydroxylated to give 5 beta-hydroxynor-chenodeoxycholic acid 4 (3 alpha,5,7 alpha-trihydroxy-24-nor-5 beta-cholan-23-oic acid), which was also secreted into bile without appreciable further biotransformation. The site of hydroxylation was assigned by 13C and 1H NMR and mass spectrometry. 5-Hydroxylation was a major biotransformation pathway at physiological bile acid loads. 5-Hydroxylation of UDCA also occurred in the perfused rat liver but to a lesser extent. 5-Hydroxylation of nor-UDCA was not observed in rabbit, dog, or man, indicating that its formation is species-specific. 5-Hydroxylation of nor-CDCA and nor-UDCA is the first reported example of hydroxylation of a tertiary carbon atom of bile acids. Nor-dihydroxy bile acids appear to be useful for the detection of minor hydroxylation pathways, because their prolonged hepatobiliary retention exposes them repeatedly to hydroxylases present in the hepatobiliary system.

Animals↗
PubMed1996

Complete mapping of crystallization pathways during cholesterol precipitation from model bile: influence of physical-chemical variables of pathophysiologic relevance and identification of a stable liquid crystalline state in cold, dilute and hydrophilic bile salt-containing systems.

Using complementary physical-chemical techniques we defined five different crystallization pathways as functions of time (30 days) and increasing lecithin (egg yolk) content in pathophysiologically relevant model biles super-saturated (cholesterol saturation indices, 1.2 - 2.7) by dilution of approximately equal to 29 g/dl bile salt-lecithin-cholesterol micellar solutions. As evidenced by quasi-elastic light-scattering spectroscopy, supersaturation was heralded by the appearance of unilamellar vesicles. With the lowest lecithin contents, arc-like crystals with habit and density (d 1.030 g/mL) consistent with anhydrous cholesterol appeared first and evolved via helical and tubular crystals to form plate-like cholesterol monohydrate crystals (d 1.045 g/mL). With higher lecithin fractions, cholesterol monohydrate crystals appeared earlier than arc and other transitional crystals. With typical physiological lecithin contents, early liquid crystals (d 1.020 g/mL) were followed by cholesterol monohydrate crystals and subsequent appearances of arc and other intermediate crystals. With higher lecithin contents, liquid crystals were followed by cholesterol monohydrate crystals only, and at the highest lecithin mole fractions, liquid crystals appeared that did not generate solid crystals. Added calcium increased solid crystal number in proportion to its concentration (5 - 20 mM) but did not influence appearance times, crystallization pathways, or micellar cholesterol solubilities. Decreases in temperature (37 degrees --> 4 degrees C), total lipid concentration (7.3 --> 2.4 g/dL), and bile salt hydrophobicity (3 alpha, 12 alpha --> 3 alpha, 7 alpha, 12 alpha --> 3 alpha, 7 beta hydroxylated taurine conjugates) progressively shifted all crystallization pathways to lower lecithin contents, retarded crystallization, and decreased micellar cholesterol solubilities. The lecithin content of mother biles decreased markedly during crystallization especially where liquid crystals were a coexisting phase at equilibrium. This systematic study provides a framework for understanding cholesterol crystallization in human and animal biles and for examining factors that influence the kinetics of phase separation.

Bile↗
PubMed1977

[Experimental cholestasis by dibucaine and harmaline: effects on bile flow and hepatic transport of bile acids, ethacrynic acid and ouabain (author's transl)].

For further confirmation of the hypothesis that bile-salts independent bile flow depends on transepithelial Na+ fluxes, the effect of dibucaine (0.5 to 1.6 mM) and of harmaline (1.7 to 4.0 mM) on bile formation was studied in the isolated rat liver. Both compounds, which are known to inhibit passive Na+ entry into tissues other than liver, inhibit bile secretion in a dose-dependent fashion. Measurements of oxygen consumption and examination of liver tissue by electronmicroscopy exclude unspecific damage to liver cells as the cause for secretory failure. Cholestasis induced by dibucaine and harmaline is reversible upon wash-out of the drugs from the perfusion system. Simultaneously added choleretics, such as taurocholate, cholate, ethacrynic acid or ouabain, fail to elicit a secretory response. Since harmaline is an inhibitor of Na+-dependent transport processes, its effect and that of dibucaine on Na+-linked uptake of these choleretics by the isolated liver was determined. Harmaline and dibucaine reduce taurocholate transfer to the extent of the Na+-independent fraction only, but completely inhibit active entry of cholate, ethacrynic acid and ouabain. It is concluded that drug-membrane interactions primarily on the sinusoidal surface but possibly also at the canalicular pole of the hepatocytes are responsible for the impairment of basal and stimulated bile secretion.

Alkaloids↗
PubMed1997

[Bile secretion and the nuclear transcriptional activity of rat liver cells under the action of bile acids].

The intensity of rat's bile secretion under the intraportal infusion of cholic and taurocholic acids has been studied. The results demonstrate that bile acids decrease bile secretion rate under the infusion of these acids in the physiological saline, and increase bile secretion rate under the infusion in saline, with hydrocarbonic ions. Previous treatment by the transcriptional inhibitor actynomycin D affected the development of the hypercholeretic action of the taurocholic acid. The transcriptional activity of the isolated nuclei of liver cells is increased under taurocholic acid action, and decreased under the cholic acid action. The results show that choleretic effects of the bile acids is realised, at least, partially, on the level of the regulatory molecular mechanisms of the cell, the transcription among them.

Animals↗
PubMed1976

Hepatic morphology and bile acid composition of bile and urine during chenodeoxycholic acid therapy for radiolucent gallstones.

In 9 patients with radiolucent gallstones, percutanous liver biopsy was performed during treatment with chenodeoxycholic acid in a dose of 500 to 750 mg per day for 3-14 months. In 4 patients pretreatment specimens were available for comparison. No sign of hepatic cellular necrosis or bile duct proliferation was noticed in the biopsies. In 2 patients hepatic steatosis was reduced, and in one patient moderate portal tract inflammation decreased during therapy. Mean values of alkaline phosphatases, alanine aminotransferases, prothrombin, and serum lipids remained unchanged and did not exceed normal limits. In 5 patients the urinary bile acid profile was examined during therapy. Chenodeoxycholic acid constituted 27-50%, lithocholic acid 25-63%, and ursodeoxycholic acid 0-13% of total bile acids in urine. The renal excretion of total bile acids was estimated to be less than two mg per day in each patient. From 86 to 100 per cent of the bile acids in urine was sulfated.

Bile↗
PubMed1976

Newly synthesized hepatic cholesterol as precursor for cholesterol and bile acids in rat bile.

Adult, male rats were given simultaneously 3H-mevalonate and 14C-cholesterol on autologous lipoproteins intravenously in barbital anaesthesia. The specific radioactivities of sterols in bile, liver and serum were determined. Newly synthesized hepatic cholesterol was a better substrate for cholic and chenodeoxycholic acid than was cholesterol reaching the liver via plasma lipoproteins. The cholesterol secreted into bile was derived from a pool of liver cholesterol which was in close contact with newly synthesized cholesterol. Specific radioactivity of chenodeoxycholate in bile was higher than that of cholate in bile, both when newly made radioactive cholesterol and when radioactive cholesterol on plasma lipoproteins was the precursor for the labelled bile acids.

Animals↗
PubMed2001

Bile acid acyl adenylate: a possible intermediate to produce a protein-bound bile acid.

The non-enzymatic production of a protein-bound adduct by the action of the acyl adenylate of bile acids is described. On incubation of deoxycholyl adenylate with substance P in phosphate buffer, peptides covalently bound with one or two molecules of the bile acid were detected. The modified peptides were structurally characterized by time-of-flight mass spectrometry with matrix-assisted laser desorption/ionization (MALDI-TOFMS) in the post-source decay mode, and by liquid chromatography/electrospray ionization MS/MS. The deoxycholic acid was bound on substance P through the amino group at Arg-1 and/or Lys-3. The adenylate of cholic acid also produced the protein-bound bile acid on incubation with lysozyme, and the binding sites of the cholic acid appeared to be the lysine residues at 1, 33, 97 and 116. The results clearly suggest that bile acid adenylates in vivo may act as active intermediates to produce covalently bound bile acid adducts with peptides and proteins by nucleophilic displacement of the 5'-adenylic acid through the free amino groups.

Adenosine Monophosphate↗
PubMed1991

Regulation of bile acid synthesis in humans: effect of treatment with bile acids, cholestyramine or simvastatin on cholesterol 7 alpha-hydroxylation rates in vivo.

The rates of cholesterol 7 alpha-hydroxylation (the first and rate-limiting step of bile acid synthesis from cholesterol) were evaluated in vivo in patients administered bile acids with different structural properties, cholestyramine or simvastatin, a competitive inhibitor of 3-hydroxy-3-methylglutaryl-coenzyme A reductase. Twenty-three subjects, with normal hepatic and intestinal functions, were studied in basal conditions and after one of the following treatment schedules, lasting 4 to 6 weeks: cholestyramine, 4 and 12 gm/day (four patients); ursodeoxycholic acid, 9 to 11 mg/kg/day (four patients); chenodeoxycholic acid, 12 to 15 mg/kg/day (five patients); deoxycholic acid, 8 to 10 mg/kg/day (four patients); and simvastatin, 40 mg/day (six patients). 7 alpha-Hydroxylation of cholesterol was assayed by measuring the increase in body water tritium after intravenous bolus of cholesterol tritiated at the 7 alpha position. Plasma bile acid composition, evaluated by gas-liquid chromatography, revealed a substantial enrichment of the recirculating pool by the administered bile acid, whereas treatment with cholestyramine decreased the content of dihydroxylated bile acids. Cholesterol 7 alpha-hydroxylation increased in a dose-related manner after cholestyramine, in parallel with a decrease of cholesterol in total plasma and low-density lipoproteins (1.006 to 1.063 gm/ml). Hydroxylation rates decreased by an average of 47% with chenodeoxycholic acid and by an average of 78% with deoxycholic acid; ursodeoxycholic acid treatment did not affect 7 alpha-hydroxylation significantly. Simvastatin markedly reduced plasma total and low-density lipoprotein-cholesterol but exerted no change on 7 alpha-hydroxylation rates.(ABSTRACT TRUNCATED AT 250 WORDS)

Adult↗
PubMed2005

Frequent cellular senescence in small bile ducts in primary biliary cirrhosis: a possible role in bile duct loss.

The pathogenesis of progressive bile duct loss in primary biliary cirrhosis remains unclear. In this study, the involvement of cellular senescence of biliary epithelial cells was examined in liver tissue samples from patients with primary biliary cirrhosis (n = 33), and compared with control diseased and normal livers (n = 83). In addition, cellular senescence was induced by oxidative stress in cultured mouse biliary epithelial cells. Biliary epithelial cells in small bile ducts in primary biliary cirrhosis, especially those in patients presenting with chronic non-suppurative cholangitis, frequently expressed senescence-associated beta-galactosidase, and senescence-associated p16(INK4) and p21(WAF1/CIP). In contrast, senescence-associated markers were rarely expressed in small bile ducts in control livers. The infiltration of myeloperoxidase-positive inflammatory cells into biliary epithelial cell layers was closely associated with the cellular senescence of biliary epithelial cells in early-stage PBC. Cellular senescence of cultured mouse biliary epithelial cells was induced by treatment with H2O2 via the p38MAPK-dependent pathway and nitric oxide-augmented H2O2-induced cellular senescence. Oxidative stress- and nitric oxide-mediated cellular senescence may be involved in bile duct lesions, which are followed by progressive bile duct loss in primary biliary cirrhosis.

Animals↗
PubMed1990

Endoscopic stent configuration and bile flow rates in a variable diameter bile duct model.

Endoscopically placed biliary stents are used in the treatment of biliary strictures and obstruction. Patency of the stent is related to bile flow rate through the stent. The purpose of this study was to examine the influence of stent diameter, configuration, and common duct diameter on bile flow rates. Flow rates were examined in straight and pigtail stents, 7 Fr and 10 Fr, and in a 1 cm and 2.3 cm diameter CBD model. Bile-flow rates were greater in the straight and 10 Fr stents. Bile-duct diameter had no influence on flow rate in pigtail stents. Though flow rates decreased with straight stents in bile ducts of increasing diameter, the absolute flow rates always remained greater in the straight stents when compared to the pigtail stents. We conclude that straight stents, because of greater flow rates, are to be preferred over pigtail stents for the treatment of biliary obstruction in dilated and nondilated systems.

Bile Ducts↗