- DIFFERENCE BETWEEN CHOLIC ACID AND CHENODEOXYCHOLIC ACID IN DEPENDENCE UPON CHOLESTEROL OF HEPATIC AND PLASMATIC SOURCES AS THE PRECURSOR IN RATS
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Some difference in functional pool of cholesterol acting as the precursor of bile acids is pointed out between cholic acid and chenodeoxycholic acid.In order to elucidate this problem further, some experiments were performed with rats equilibrated cholesterol by subcutaneous implantation.The bile duct was cannulated in one series of experiments and ligated in another.After the operation 14C-specific radioactivity of serum cholesterol fell, but reached practically a new equilibrium within three days. 14C-Specific radioactivity of serum cholesterol as well as of biliary bile acids in bile-fistula rats and urinary bile aci ds in bile duct-ligated rats was determined during a three days-period in the new equilibrated state.The results were as follows: (1) 14C-Specific radioactivity of cholic acid and chenodeoxycholic acid in bile was lower than that of serum cholesterol, and 14C-specific radioactivity of cholic acid was clearly lower than that of chenodeoxycholic acid. (2) 14C-Specific radioactivity of cholic acid and β-muricholic acid in urine was lower than that of serum cholesterol, and 14C-specific radioactivity of cholic acid was lower than that of β-muricholic acid. (3) Biliary as well as urinary β-muricholic acid lost tritium label at 7-position entirely during the course of formation from cholesterol.
- Ayaki, Yoshikazu,Ogura, Yoshio,Kitayama, Sayoko,Endo, Sachiko,Ogura, Michio
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- METHODS FOR PREPARING BILE ACIDS
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The present disclosure provides methods of preparing cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, and novel and useful synthetic intermediates, for example, as described for methods 1, 1A, 1B, 2, 3, 3A, and 4. The method can start with a plant derived steroid as a starting material, such as dehydroepiandrosterone (DHEA) or Acetyl-dehydroepiandrosterone (Ac-DHEA). Also provided are pharmaceutical or cosmetic compositions and uses thereof, which comprise one or more of cholic acid, deoxycholic acid, or chenodeoxycholic acid, an ester thereof, or a pharmaceutically or cosmetically acceptable salt thereof, which is of high purity, for example, free of animal derived impurities.
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- Synthetic method for cholic acid drug 3,7,12-trioxo-5beta-cholanoic acid
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The invention discloses a synthetic method for the cholic acid drug 3,7,12-trioxo-5beta-cholanoic acid. The synthetic method comprises the following steps: adding 3,7,12-trimethoxysteroisovaleric acidand a potassium sulfate solution into a reaction vessel, controlling solution temperature, adding cerium nitrate powder in batches, and continuing a reaction; and then adding an isopropyl myristate solution, controlling a stirring speed, continuing the reaction until a white solid is precipitated, washing the white solid with a potassium chloride solution a plurality of times, washing the white solid with a hexyl ether solution a plurality of times, washing the white solid with a cyclohexanone solution a plurality of times, then carrying out recrystallization in a 1,2-epoxypropane solution, and carrying out dehydration with a dehydrating agent so as to obtain the finished 3,7,12-trioxo-5beta-cholanoic acid.
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Paragraph 0013; 0017-0028
(2018/07/30)
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- Platinum complexes containing chemically modified bile acids, having antitumor activity
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The present invention relates to platinum complexes containing bile acid derivatives having antitumor activity
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Page/Page column 3-4; 6
(2010/02/11)
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- Improved enantioselectivity in the epoxidation of cinnamic acid derivatives with dioxiranes from keto bile acids
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The asymmetric epoxidation of substituted cinnamic acids has been obtained in the presence of different keto bile acid derivatives as optically active carbonyl inducers and Oxone as oxygen source. Predominant or almost exclusive formation of both enantiomeric epoxides is obtained (ee up to 95%) depending on the specific substitution at carbons C(7) and C(12) of the bile acid.
- Bortolini, Olga,Fantin, Giancarlo,Fogagnolo, Marco,Forlani, Roberto,Maietti, Silvia,Pedrini, Paola
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p. 5802 - 5806
(2007/10/03)
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- Anodic electrochemical oxidation of cholic acid
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Regioselectivity in the anodic electrochemical oxidation of cholic acid with different anodes is described. The oxidation with PbO2 anode affords the dehydrocholic acid in quantitative yield after 22 h. 3α,12α-Dihydroxy-7-oxo-5β-cholan-24-oic acid (59%) and 3α-hydroxy-7,12-dioxo-5β-cholan-24-oic acid (51%) are obtained stopping the reaction at lower time. The rate of the OH-oxidation is C7 > C12 > C3. The electro-oxidation with platinum foil anode gives selectively the 7-ketocholic acid in 40% yield. On the other hand, the graphite plate anode, varying the reaction conditions, produces selectively the dehydrocholic acid in quantitative yield or the 3α,12α-dihydroxy-7-oxo-5β-cholan-24-oic acid (96%) while the 3α,7α-dihydroxy-12-oxo-5β-cholan-24-oic acid (34%) is obtained together with the other oxo acids. Copyright
- Medici, Alessandro,Pedrini, Paola,De Battisti, Achille,Fantin, Giancarlo,Fogagnolo, Marco,Guerrini, Alessandra
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- Regioselective microbial oxidation of bile acids
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High regioselectivity in the microbial oxidation of C7, C3 and C12 hydroxyl groups of cholic, chenodeoxycholic, deoxycholic and hyocholic acids 1-4 is reported. The tested microrganisms have been isolated from 50 environmental samples withdrawed from an industry that extracts and purify bile acids.
- Fantin, Giancarlo,Ferrarini, Sabina,Medici, Alessandro,Pedrini, Paola,Poli, Silvia
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p. 1937 - 1942
(2007/10/03)
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