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Journal articles on the topic 'Bile Acid Derivative'

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Published: 4 June 2021

Last updated: 6 September 2023

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1

Anwer, M. S., E. R. O'Maille, A. F. Hofmann, R. A. DiPietro, and E. Michelotti. "Influence of side-chain charge on hepatic transport of bile acids and bile acid analogues." American Journal of Physiology-Gastrointestinal and Liver Physiology 249, no. 4 (1985): G479—G488. http://dx.doi.org/10.1152/ajpgi.1985.249.4.g479.

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The importance of side-chain charge on hepatic uptake and biliary secretion of bile acids and analogues was studied using the isolated, perfused rat liver and the anesthetized rat with a bile fistula. Derivatives of cholic acid with negative, neutral, zwitterionic, or positive charges on the side chain were synthesized and studied. Hepatic uptake by the isolated perfused liver, determined by measuring the rate of disappearance of a single 20-mumol bolus added to the perfusate, was strongly influenced by side-chain charge. A fully positively charged bile acid derivative (cholylcholamine) and tw

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2

Landaeta Aponte, Roselis A., Andreas Luxenburger, Scott A. Cameron, et al. "Synthesis of Novel C/D Ring Modified Bile Acids." Molecules 27, no. 7 (2022): 2364. http://dx.doi.org/10.3390/molecules27072364.

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Bile acid receptors have been identified as important targets for the development of new therapeutics to treat various metabolic and inflammatory diseases. The synthesis of new bile acid analogues can help elucidate structure–activity relationships and define compounds that activate these receptors selectively. Towards this, access to large quantities of a chenodeoxycholic acid derivative bearing a C-12 methyl and a C-13 to C-14 double bond provided an interesting scaffold to investigate the chemical manipulation of the C/D ring junction in bile acids. The reactivity of this alkene substrate w

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3

Luxenburger, Andreas, Hannah Clemmens, Christopher Hastings та ін. "3α,7-Dihydroxy-14(13→12)abeo-5β,12α(H),13β(H)-cholan-24-oic Acids Display Neuroprotective Properties in Common Forms of Parkinson’s Disease". Biomolecules 13, № 1 (2022): 76. http://dx.doi.org/10.3390/biom13010076.

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Parkinson’s Disease is the most common neurodegenerative movement disorder globally, with prevalence increasing. There is an urgent need for new therapeutics which are disease-modifying rather than symptomatic. Mitochondrial dysfunction is a well-documented mechanism in both sporadic and familial Parkinson’s Disease. Furthermore, ursodeoxycholic acid (UDCA) has been identified as a bile acid which leads to increased mitochondrial function in multiple in vitro and in vivo models of Parkinson’s Disease. Here, we describe the synthesis of novel C-nor-D-homo bile acid derivatives and the 12-hydrox

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4

Muwal, Pradeep Kumar, Rajesh Kumar Chhatra, Shubhajit Das та Pramod S. Pandey. "Recognition of a Flavin Analogue by Novel Bile Acid-Based Receptors: Effects of Hydrogen Bonding and Aromatic π-Stacking Interactions". Australian Journal of Chemistry 70, № 12 (2017): 1263. http://dx.doi.org/10.1071/ch17220.

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Molecular recognition properties are reported for novel bile acid-based receptors that incorporate 2,6-diaminopyridine as a recognition unit. Apart from hydrogen-bonding interactions, the bile acid receptors exhibit significant aromatic π-stacking interactions with the aromatic fused ring of the flavin derivative. These studies provide rationalisation for the differences in binding behaviour of bile acid receptors having differing aromatic arm lengths towards a flavin analogue.

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5

Park, Kyeongsoon, Yoo-Shin Kim, Gee Young Lee, et al. "Antiangiogenic Effect of Bile Acid Acylated Heparin Derivative." Pharmaceutical Research 24, no. 1 (2006): 176–85. http://dx.doi.org/10.1007/s11095-006-9139-6.

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6

Fricker, G., G. Hugentobler, P. J. Meier, G. Kurz, and J. L. Boyer. "Identification of a single sinusoidal bile salt uptake system in skate liver." American Journal of Physiology-Gastrointestinal and Liver Physiology 253, no. 6 (1987): G816—G822. http://dx.doi.org/10.1152/ajpgi.1987.253.6.g816.

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To identify the sinusoidal bile acid uptake system(s) of skate liver, photoaffinity labeling and kinetic transport studies were performed in isolated plasma membranes as well as intact hepatocytes. In both preparations photoaffinity labeling with the photolabile bile salt derivative (7,7-azo-3 alpha, 12 alpha-dihydroxy-5 beta-[3 beta-3H]cholan-24-oyl)-2-aminoethanesulfonate revealed the presence of a predominant bile salt binding polypeptide with an apparent molecular weight of 54,000. The labeling of this polypeptide was inhibited by taurocholate and cholate in a concentration-dependent manne

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7

Pérez, Miriam, Marianela Sánchez, Mónica García, Laura P. Patiño C., Guillermo Blustein, and Jorge A. Palermo. "Antifouling activity of peracetylated cholic acid, a natural bile acid derivative." Steroids 149 (September 2019): 108414. http://dx.doi.org/10.1016/j.steroids.2019.05.006.

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8

THUMSER, Alfred E. A., and David C. WILTON. "The binding of cholesterol and bile salts to recombinant rat liver fatty acid-binding protein." Biochemical Journal 320, no. 3 (1996): 729–33. http://dx.doi.org/10.1042/bj3200729.

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The physiological role of liver fatty acid-binding protein (L-FABP) has yet to be clarified. An important feature of this member of the family of intracellular lipid-binding proteins is the wide range of compounds that have been identified as potential physiological ligands. By using recombinant L-FABP, the binding of cholesterol, bile salts and their derivatives has been investigated under conditions that allow a direct comparison of the binding affinities of these ligands for fatty acids. The results demonstrate an inability of L-FABP to bind cholesterol, although the anionic derivative, cho

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9

Sajisha, Valiparambil Sanjayan, and Uday Maitra. "Remarkable isomer-selective gelation of aromatic solvents by a polymorph of a urea-linked bile acid–amino acid conjugate." RSC Adv. 4, no. 81 (2014): 43167–71. http://dx.doi.org/10.1039/c4ra08957j.

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A urea-linked bile acid–amino acid conjugate was developed as a remarkable isomer-selective gelator for various disubstituted aromatic solvents. Polymorphism shown by the urea derivative was studied in detail which showed that only the amorphous polymorph acts as a gelator, but not the crystalline one.

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10

Spivak, W., and M. C. Carey. "Reverse-phase h.p.l.c. separation, quantification and preparation of bilirubin and its conjugates from native bile. Quantitative analysis of the intact tetrapyrroles based on h.p.l.c. of their ethyl anthranilate azo derivatives." Biochemical Journal 225, no. 3 (1985): 787–805. http://dx.doi.org/10.1042/bj2250787.

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We describe a facile and sensitive reverse-phase h.p.l.c. method for analytical separation of biliary bile pigments and direct quantification of unconjugated bilirubin (UCB) and its monoglucuronide (BMG) and diglucuronide (BDG) conjugates in bile. The method can be ‘scaled up’ for preparative isolation of pure BDG and BMG from pigment-enriched biles. We employed an Altex ultrasphere ODS column in the preparative steps and a Waters mu-Bondapak C18 column in the separatory and analytical procedures. Bile pigments were eluted with ammonium acetate buffer, pH 4.5, and a 20 min linear gradient of 6

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11

Halilbasic, Emina, Daniel Steinacher, and Michael Trauner. "Nor-Ursodeoxycholic Acid as a Novel Therapeutic Approach for Cholestatic and Metabolic Liver Diseases." Digestive Diseases 35, no. 3 (2017): 288–92. http://dx.doi.org/10.1159/000454904.

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Norursodeoxycholic acid (norUDCA) is a side-chain-shortened derivative of ursodeoxycholic acid with relative resistance to amidation, which enables its cholehepatic shunting. Based on its specific pharmacologic properties, norUDCA is a promising drug for a range of cholestatic liver and bile duct disorders. Recently, norUDCA has been successfully tested clinically in patients with primary sclerosing cholangitis (PSC) as first application in patients. Moreover, hepatic enrichment of norUDCA facilitates direct therapeutic effects on both parenchymal and non-parenchymal liver cells, thereby count

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12

Yamaguchi, Kana, Tsuyoshi Murai, Hikaru Yabuuchi, Shu-Ping Hui, and Takao Kurosawa. "Measurement of Bile Salt Export Pump Transport Activities using a Fluorescent Bile Acid Derivative." Drug Metabolism and Pharmacokinetics 25, no. 2 (2010): 214–19. http://dx.doi.org/10.2133/dmpk.25.214.

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13

Zhang, Meng, Karen C. Waldron, and X. X. Zhu. "Formation of molecular hydrogels from a bile acid derivative and selected carboxylic acids." RSC Advances 6, no. 42 (2016): 35436–40. http://dx.doi.org/10.1039/c6ra04536g.

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14

Liu, Sen, Ying Wang, Mingzhi Su та ін. "A bile acid derivative with PPARγ-mediated anti-inflammatory activity". Steroids 137 (вересень 2018): 40–46. http://dx.doi.org/10.1016/j.steroids.2018.07.011.

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15

Keshvani, Caezaan, Jonathan Kopel, and Hemant Goyal. "Obeticholic Acid—A Pharmacological and Clinical Review." Future Pharmacology 3, no. 1 (2023): 238–51. http://dx.doi.org/10.3390/futurepharmacol3010017.

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Obeticholic acid (OCA) or 6-alpha-ethyl-chenodeoxycholic acid is a semisynthetic modified bile acid derivative that acts on the farnesoid X receptor (FXR) as an agonist with a higher potency than bile acid. The FXR is a nuclear receptor highly expressed in the liver and small intestine and regulates bile acid, cholesterol, glucose metabolism, inflammation, and apoptosis. The FXR group of bile acid receptors is currently under investigation for their potential role in the treatment of primary biliary cirrhosis (PBC), non-alcoholic steatohepatitis (NASH), and primary sclerosing cholangitis (PSC)

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16

Leppik, R. A., та D. J. Sinden. "Pseudomonas μtant strains that accumulate androstane and seco-androstane intermediates from bile acids". Biochemical Journal 243, № 1 (1987): 15–21. http://dx.doi.org/10.1042/bj2430015.

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Transposon mutant strains which were affected in bile acid catabolism were isolated from four Pseudomonas spp. Two of the mutant groups isolated were found to accumulate 12 alpha-hydroxyandrosta-1,4-diene-3,17-dione as the major product from deoxycholic acid. Strains in one of these two groups were able to grow on steroids such as chenodeoxycholic acid, which lacks a 12 alpha-hydroxy function, whereas the one member of the second group could not. With chenodeoxycholic acid, this latter strain accumulated a yellow muconic-like derivative, tentatively identified as 3,7-dihydroxy-5,9,17-trioxo-4(

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17

Zheng, Xuemin, Shichao Zhu, Zhixing Zhou, Wei Liu, and Weiren Xu. "Glycyrrhetic Acid Derivative TY501 Protects Against Lithocholic Acid–Induced Cholestasis." Drug Research 68, no. 07 (2017): 370–77. http://dx.doi.org/10.1055/s-0043-122222.

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AbstractThe aim of the study is to investigate the protective effects of TY501 against LCA-induced cholestasis in mice and to explore the potential mechanisms. It was demonstrated that TY501(5, 15 or 45 mg/kg, i.g.) can markedly reduced the level of ALT, AST and ALP which increased by LCA treatment. Meanwhile, TY501 also lowered total bile acids, total bilirubin and total cholesterol levels in serum. Furthermore, TY501 can protect HepG2 cell cultures from LCA-induced cytotoxicity. RT-PCR and Western Blot analysis showed that TY501 recovered the expression of BSEP, MRP2 and NTCP which were down

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18

Kikolski, Elizabeth M., Mark Davison, Roger A. Lalancette та Hugh W. Thompson. "(+)-3,12-Dioxo-5β-cholanic acid: hydrogen bonding in a diketo bile-acid derivative". Acta Crystallographica Section E Structure Reports Online 62, № 7 (2006): o2641—o2643. http://dx.doi.org/10.1107/s1600536806019726.

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The asymmetric unit of the title crystal structure, C24H36O4, contains two independent molecules, differing only in their side-chain conformations and linked though O—H...O hydrogen bonds by carboxyl pairing [O...O = 2.6715 (17) and 2.6544 (17) Å; O—H...O = 170 and 179°]. Six intermolecular C—H...O=C close contacts were found.

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19

Ruas-Madiedo, Patricia, Ana Hernández-Barranco, Abelardo Margolles, and Clara G. de los Reyes-Gavilán. "A Bile Salt-Resistant Derivative of Bifidobacterium animalis Has an Altered Fermentation Pattern When Grown on Glucose and Maltose." Applied and Environmental Microbiology 71, no. 11 (2005): 6564–70. http://dx.doi.org/10.1128/aem.71.11.6564-6570.2005.

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ABSTRACT The growth of Bifidobacterium animalis subsp. lactis IPLA 4549 and its derivative with acquired resistance to bile, B. animalis subsp. lactis 4549dOx, was evaluated in batch cultures with glucose or the glucose disaccharide maltose as the main carbon source. The acquisition of bile salt resistance caused a change in growth pattern for both sugars, which mainly resulted in a preferential use of maltose compared to glucose, whereas the mother strain used both carbohydrates in a similar way. High-performance liquid chromatography and gas chromatography-mass spectrometry analyses were per

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20

di Gregorio, Maria Chiara, Emilia Severoni, Leana Travaglini, et al. "Bile acid derivative-based catanionic mixtures: versatile tools for superficial charge modulation of supramolecular lamellae and nanotubes." Physical Chemistry Chemical Physics 20, no. 28 (2018): 18957–68. http://dx.doi.org/10.1039/c8cp02745e.

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21

Wu, Li, Yuqiu Han, Zhipeng Zheng, et al. "Obeticholic Acid Inhibits Anxiety via Alleviating Gut Microbiota-Mediated Microglia Accumulation in the Brain of High-Fat High-Sugar Diet Mice." Nutrients 13, no. 3 (2021): 940. http://dx.doi.org/10.3390/nu13030940.

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Anxiety is one of the complications of metabolic disorders (MDs). Obeticholic acid (OCA), the bile acids (BAs) derivative, is a promising agent for improving MDs in association with gut dysbiosis. Yet, its protective effect on MDs-driven anxiety remains unknown. Here, we assessed the serum biochemical parameters and behavioral performance by open field and Morris water maze tests in HFHS diet-induced MDs mice after OCA intervention for nine and 18 weeks. Moreover, antibiotics intervention for microbial depletion was conducted simultaneously. We found that OCA treatment inhibited the initiation

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22

Nguyen, Thi Thu Huong, Jiří Urban, Eva Klinotová, et al. "Synthesis of Several Hydroxylated 23-(Benzimidazol-2-yl-, Benzoxazol-2-yl and Benzothiazol-2-yl)norcholanes and Some Related Compounds." Collection of Czechoslovak Chemical Communications 60, no. 2 (1995): 257–75. http://dx.doi.org/10.1135/cccc19950257.

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The bile acids Ia - Id (lithocholic, chenodeoxycholic, deoxycholic, cholic) and their derivatives (O-acetylated acids and O-acetylated acid chlorides) reacted under various conditions with 1,2-diaminobenzene, 2-aminophenol and 2-aminothiophenol and afforded the title benzimidazoles II and VII, benzoxazoles V and benzothiazoles VI. Alkylation of the benzimidazole derivative IIa with 2-dimethylaminoethyl chloride resulted in 3α-hydroxy-23-[1-(2-dimethylaminoethyl)ben zimidazol-2-yl]- norcholane (IVa). The use of 1,2-diamino-4-methylbenzene enabled the preparation of 3α-acetoxy-23-[5(6)-methylben

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23

Adachi, Ryutaro, Yoshio Honma, Hiroyuki Masuno, et al. "Selective activation of vitamin D receptor by lithocholic acid acetate, a bile acid derivative." Journal of Lipid Research 46, no. 1 (2004): 46–57. http://dx.doi.org/10.1194/jlr.m400294-jlr200.

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24

Steinacher, Daniel, Johannes Grießner, Claudia Fuchs, et al. "The bile acid derivative norursodeoxycholic acid affects fatty-liver associated anhedonia and anxiety in mice." Journal of Hepatology 73 (August 2020): S93—S94. http://dx.doi.org/10.1016/s0168-8278(20)30716-9.

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25

Kikolski, Elizabeth M., Roger A. Lalancette та Hugh W. Thompson. "(−)-3,7-Dioxo-5β-cholanic acid: dual hydrogen-bonding modes in a diketonic bile-acid derivative". Acta Crystallographica Section C Crystal Structure Communications 62, № 7 (2006): o394—o396. http://dx.doi.org/10.1107/s010827010601136x.

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26

Navacchia, Maria Luisa, Aurore Fraix, Nicola Chinaglia, et al. "NO Photoreleaser-Deoxyadenosine and -Bile Acid Derivative Bioconjugates as Novel Potential Photochemotherapeutics." ACS Medicinal Chemistry Letters 7, no. 10 (2016): 939–43. http://dx.doi.org/10.1021/acsmedchemlett.6b00257.

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27

Michael, Susanne, Marc Thöle, Ruth Dillmann, Alfred Fahr, Jürgen Drewe, and Gert Fricker. "Improvement of intestinal peptide absorption by a synthetic bile acid derivative, cholylsarcosine." European Journal of Pharmaceutical Sciences 10, no. 2 (2000): 133–40. http://dx.doi.org/10.1016/s0928-0987(99)00093-7.

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28

Park, Jin Woo, Seung Rim Hwang, Ok-Cheol Jeon, Hyun Tae Moon, and Youngro Byun. "Enhanced Oral Absorption of Ibandronate via Complex Formation with Bile Acid Derivative." Journal of Pharmaceutical Sciences 102, no. 2 (2013): 341–46. http://dx.doi.org/10.1002/jps.23413.

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29

Friedman, Elliot S., Yun Li, Ting-Chin David Shen, et al. "FXR-Dependent Modulation of the Human Small Intestinal Microbiome by the Bile Acid Derivative Obeticholic Acid." Gastroenterology 155, no. 6 (2018): 1741–52. http://dx.doi.org/10.1053/j.gastro.2018.08.022.

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30

Park, Kyeongsoon, Seok Ki Lee, Dai Hyun Son, et al. "The attenuation of experimental lung metastasis by a bile acid acylated-heparin derivative." Biomaterials 28, no. 16 (2007): 2667–76. http://dx.doi.org/10.1016/j.biomaterials.2007.02.001.

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31

Takeuchi, T., and T. Miwa. "Microcolumn liquid chromatography with silica gel dynamically modified with a bile acid derivative." Chromatographia 34, no. 5-8 (1992): 386–90. http://dx.doi.org/10.1007/bf02268373.

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32

Steinacher, Daniel, Thierry Claudel, and Michael Trauner. "Therapeutic Mechanisms of Bile Acids and Nor-Ursodeoxycholic Acid in Non-Alcoholic Fatty Liver Disease." Digestive Diseases 35, no. 3 (2017): 282–87. http://dx.doi.org/10.1159/000454853.

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Non-alcoholic fatty liver disease is one of the most rapidly rising clinical problems in the 21st century. So far no effective drug treatment has been established to cure this disease. Bile acids (BAs) have a variety of signaling properties, which can be used therapeutically for modulating hepatic metabolism and inflammation. A side-chain shorted derivative of ursodeoxycholic acid (UDCA) is 24 nor-ursodeoxycholic acid (NorUDCA) and it represents a new class of drugs for treatment of liver diseases. NorUDCA has unique biochemical and therapeutic properties, since it is relatively resistant to c

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33

Poša, Mihalj. "Self-Association of the Anion of 7-Oxodeoxycholic Acid (Bile Salt): How Secondary Micelles Are Formed." International Journal of Molecular Sciences 24, no. 14 (2023): 11853. http://dx.doi.org/10.3390/ijms241411853.

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Bile acid anions are steroidal biosurfactants that form primary micelles due to the hydrophobic effect. At higher concentrations of some bile acid anions, secondary micelles are formed; hydrogen bonds connect primary micelles. Monoketo derivatives of cholic acid, which have reduced membrane toxicity, are important for biopharmaceutical examinations. The main goal is to explain why the processes of formation of primary and secondary micelles are separated from each other, i.e., why secondary micelles do not form parallel to primary micelles. The association of the anion of 7-oxodeoxycholic acid

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34

Yu, Lei, Yan-Fang Jiang, Lei Sun, Bo-Hua Zhong, and Jun-Qi Niu. "EBHU18, a novel derivative of fatty acid bile acid conjugates, prevents cholesterol gallstone formation in experimental mice." Medicinal Chemistry Research 21, no. 11 (2011): 3382–89. http://dx.doi.org/10.1007/s00044-011-9828-5.

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35

Hu, Chunhui, Meng Qin, Fabin Zhang, Ruixue Gao, Xuehui Gan, and Tao Du. "Improvement of Antialveolar echinococcosis efficacy of novel Albendazole-Bile acids Derivatives with Enhanced Oral Bioavailability." PLOS Neglected Tropical Diseases 17, no. 1 (2023): e0011031. http://dx.doi.org/10.1371/journal.pntd.0011031.

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Alveolar echinococcosis (AE) is a chronic and fatal infectious parasitic disease, which has not been well-researched. Current recommended therapies for AE by the World Health Organization include complete removal of the infected tissue followed by two years of albendazole (ABZ), administered orally, which is the only effective first-line anti-AE drug. Unfortunately, in most cases, complete resection of AE lesions is impossible, requiring ABZ administration for even longer periods. Only one-third of patients experienced complete remission or cure with such treatments, primarily due to ABZ’s low

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36

Zhu, Xingpei, Etchri Amouzou, and Stewart McLean. "Allomerization of cholic acid and conversion to petromyzonol." Canadian Journal of Chemistry 65, no. 10 (1987): 2447–49. http://dx.doi.org/10.1139/v87-408.

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Petromyzonol, a rare bile substance, has been prepared from an abundant starting material, cholic acid. The critical conversion, the inversion of the configuration at C-5, was accomplished by oxidizing a suitably protected derivative of cholic acid to a 1,4-dien-3-one, which was then stereoselectively reduced to methyl allocholate. In a single oxidation step, the 3-hydroxy steroid was converted to the dienone by Barton's procedure using a catalytic amount of benzeneseleninic anhydride and m-iodoxybenzoic acid as the stoichiometric oxidant. The stereoselective reduction employed two steps: hydr

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37

Miller, D. S., G. Fricker, U. Schramm, et al. "Active microtubule-dependent secretion of a fluorescent bile salt derivative in skate hepatocyte clusters." American Journal of Physiology-Gastrointestinal and Liver Physiology 270, no. 6 (1996): G887—G896. http://dx.doi.org/10.1152/ajpgi.1996.270.6.g887.

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Fluorescence microscopy and video image analysis were used to study the transport of a fluorescent bile acid derivative [N-[7-(4-nitrobenzo-2-oxa-1,3-diazol)]-7 beta-amino-3 alpha, 12 alpha-dihydroxy-5 beta-cholan-24-oyl-2-aminoethanesulfonate (NBD-TC)] in isolated clusters of hepatocytes from the little skate Raja erinacea. Analysis of images of hepatocyte clusters that were incubated in medium with 0.5-1 microM NBD-TC showed that the fluorescent derivative accumulated in the cells and that the clusters retained a patent canalicular lumen as well as the ability to actively transport the bile

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38

Ma, Hao, Yunyang Bao, Shuaishuai Niu та ін. "Structure Optimization of 12β-O-γ-Glutamyl Oleanolic Acid Derivatives Resulting in Potent FXR Antagonist/Modulator for NASH Therapy". Pharmaceuticals 16, № 5 (2023): 758. http://dx.doi.org/10.3390/ph16050758.

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The farnesoid X receptor (FXR) plays a crucial role in regulating the metabolism of bile acids, lipids, and sugars. Consequently, it is implicated in the treatment of various diseases, including cholestasis, diabetes, hyperlipidemia, and cancer. The advancement of novel FXR modulators holds immense importance, especially in managing metabolic disorders. In this study, a series of oleanolic acid (OA) derivatives bearing 12β-O-(γ-glutamyl) groups were designed and synthesized. Using a yeast one-hybrid assay, we established a preliminary structure–activity relationship (SAR) and identified the mo

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39

Jeon, Ok-Cheol, Seung Rim Hwang, Taslim A. Al-Hilal, et al. "Oral Delivery of Ionic Complex of Ceftriaxone with Bile Acid Derivative in Non-human Primates." Pharmaceutical Research 30, no. 4 (2013): 959–67. http://dx.doi.org/10.1007/s11095-012-0932-0.

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40

Briz, Oscar, Maria A. Serrano, Rocio I. R. Macias, and Jose J. G. Marin. "Overcoming cisplatin resistancein vitro by a free and liposome-encapsulated bile acid derivative: BAMET-R2." International Journal of Cancer 88, no. 2 (2000): 287–92. http://dx.doi.org/10.1002/1097-0215(20001015)88:2<287::aid-ijc22>3.0.co;2-u.

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41

Kohara, Hiroshi, Piyush Bajaj, Kazunori Yamanaka, et al. "High-Throughput Screening to Evaluate Inhibition of Bile Acid Transporters Using Human Hepatocytes Isolated From Chimeric Mice." Toxicological Sciences 173, no. 2 (2019): 347–61. http://dx.doi.org/10.1093/toxsci/kfz229.

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Abstract Cholestasis resulting from hepatic bile acid efflux transporter inhibition may contribute to drug-induced liver injury (DILI). This condition is a common safety-related reason for drug attrition and withdrawal. To screen for safety risks associated with efflux transport inhibition, we developed a high-throughput cellular assay for different drug discovery phases. Hepatocytes isolated from chimeric mice with humanized livers presented gene expression resembling that of the human liver and demonstrated apical membrane polarity when sandwiched between Matrigel and collagen. The fluoresce

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42

Burns, Patricia, Gabriel Vinderola, Jorge Reinheimer, Isabel Cuesta, Clara G. de los Reyes-Gavilán, and Patricia Ruas-Madiedo. "Technological characterization and survival of the exopolysaccharide-producing strain Lactobacillus delbrueckii subsp. lactis 193 and its bile-resistant derivative 193+ in simulated gastric and intestinal juices." Journal of Dairy Research 78, no. 3 (2011): 357–64. http://dx.doi.org/10.1017/s0022029911000355.

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The capacity of lactic acid bacteria to produce exopolysaccharides (EPS) conferring microorganisms a ropy phenotype could be an interesting feature from a technological point of view. Progressive adaptation to bile salts might render some lactobacilli able to overcome physiological gut barriers but could also modify functional properties of the strain, including the production of EPS. In this work some technological properties and the survival ability in simulated gastrointestinal conditions of Lactobacillus delbrueckii subsp. lactis 193, and Lb. delbrueckii subsp. lactis 193+, a strain with s

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di Gregorio, M. Chiara, N. Viorel Pavel, Aida Jover, et al. "pH sensitive tubules of a bile acid derivative: a tubule opening by release of wall leaves." Physical Chemistry Chemical Physics 15, no. 20 (2013): 7560. http://dx.doi.org/10.1039/c3cp00121k.

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Ferlenghi, Francesca, Carmine Giorgio, Matteo Incerti, et al. "Metabolic Soft Spot and Pharmacokinetics: Functionalization of C-3 Position of an Eph–Ephrin Antagonist Featuring a Bile Acid Core as an Effective Strategy to Obtain Oral Bioavailability in Mice." Pharmaceuticals 15, no. 1 (2021): 41. http://dx.doi.org/10.3390/ph15010041.

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UniPR129, an L-β-homotryptophan conjugate of the secondary bile acid lithocholic acid (LCA), acts as an effective protein-protein interaction (PPI) inhibitor of the Eph–ephrin system but suffers from a poor oral bioavailability in mice. To improve UniPR129 bioavailability, a metabolic soft spot, i.e., the 3α-hydroxyl group on the LCA steroidal ring, was functionalized to 3-hydroxyimine. In vitro metabolism of UniPR129 and 3-hydroxyimine derivative UniPR500 was compared in mouse liver subcellular fractions, and main metabolites were profiled by high resolution (HR-MS) and tandem (MS/MS) mass sp

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Ontawong, Atcharaporn, Acharaporn Duangjai, Yaowapa Sukpondma, et al. "Cholesterol-Lowering Effects of Asperidine B, a Pyrrolidine Derivative from the Soil-Derived Fungus Aspergillus sclerotiorum PSU-RSPG178: A Potential Cholesterol Absorption Inhibitor." Pharmaceuticals 15, no. 8 (2022): 955. http://dx.doi.org/10.3390/ph15080955.

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Isolated secondary metabolites asperidine B (preussin) and asperidine C, produced by the soil-derived fungus Aspergillus sclerotiorum PSU-RSPG178, were found to exhibit inhibitory effects against 3-hydroxy-3-methyl-glutaryl-coenzyme A reductase and oxidative stress in an in vitro assay. Whether or not the known pyrrolidine asperidine B and the recently isolated piperidine asperidine C have lipid-lowering effects remains unknown. Thus, this study aimed to investigate the hypocholesterolemic effects of asperidines B and C and identify the mechanisms involved in using in vitro, ex vivo, and in vi

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Lin, M. C., E. Mullady, and F. A. Wilson. "Timed photoaffinity labeling and characterization of bile acid binding and transport proteins in rat ileum." American Journal of Physiology-Gastrointestinal and Liver Physiology 265, no. 1 (1993): G56—G62. http://dx.doi.org/10.1152/ajpgi.1993.265.1.g56.

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Rat ileal enterocytes were radiolabeled by flash photolysis with a photolabile derivative of taurocholate (7,7-azo-[3H]TC) and subjected to sodium dodecyl sulfate-polyacrylamide gel electrophoresis. Maximal labeling of the bile acid binding proteins (BABPs) was achieved between 15 and 90 s. When enterocytes were pulsed with 7,7-azo-[3H]TC for 2 min, and then 0.5 mM TC was added to chase the radiolabel, the radioactivity in the BABPs was displaced by 50% after 2 min. The 99-kDa brush-border membrane (BBM) protein had the highest initial labeling rate, followed by 43-kDa actin, 35- and 14-kDa cy

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Rizzo, Giovanni, Daniela Passeri, Francesca De Franco, et al. "Functional Characterization of the Semisynthetic Bile Acid Derivative INT-767, a Dual Farnesoid X Receptor and TGR5 Agonist." Molecular Pharmacology 78, no. 4 (2010): 617–30. http://dx.doi.org/10.1124/mol.110.064501.

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Rizzo, G., D. Passeri, F. De Franco, et al. "1114 FUNCTIONAL CHARACTERIZATION OF THE SEMI-SYNTHETIC BILE ACID DERIVATIVE INT-767, A DUAL FXR AND TGR5 AGONIST." Journal of Hepatology 52 (April 2010): S430—S431. http://dx.doi.org/10.1016/s0168-8278(10)61115-4.

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Meijide, Francisco, María Pilar Vázquez-Tato, Julio Seijas, et al. "Crystal Structure of a Cationic Bile Salt Derivative ([3,5,7,12]-3-(2-naphthyloylamino)-7,12-dihydroxycholan-24-triethylammonium iodide)." Crystals 9, no. 3 (2019): 135. http://dx.doi.org/10.3390/cryst9030135.

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The crystal structure of the iodide salt of a quaternary ammonium derivative of cholic acid having a naphthalene group attached to the 3rd position of the steroid nucleus through an amide bond ([3,5,7,12]-3-(2-naphthyloylamino)-7,12-dihydroxycholan-24-triethylammonium iodide) has been resolved. The compound crystallizes in the P212121 orthorhombic space group (a/Å = 10.9458(3); b/Å = 12.1625(3); c/Å = 28.4706(7)). The lateral chain adopts a fully extended tttt conformation because the quaternary ammonium group cannot participate in the formation of hydrogen bonds. The iodide ion is involved in

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van Borssum Waalkes, Marjan, Folkert Kuipers, Rick Havinga та Gerrit L. Scherphof. "Conversion of liposomal 5-fluoro-2′-deoxyuridine and its dipalmitoyl derivative to bile acid conjugates of α-fluoro-β-alanine and their excretion into rat bile". Biochimica et Biophysica Acta (BBA) - Molecular Cell Research 1176, № 1-2 (1993): 43–50. http://dx.doi.org/10.1016/0167-4889(93)90175-o.

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