89
Views
4
CrossRef citations to date
0
Altmetric
Research Article

Bile acids and their oxo derivatives: environmentally safe materials for drug design and delivery

, , , &
Pages 397-405 | Received 20 Jun 2016, Accepted 01 Oct 2016, Published online: 26 Oct 2016

References

  • Ames BN, Gurney EG, Miller JA, Bartsch H. (1972). Carcinogens as frameshift mutagens: metabolites and derivatives of 2-acetylaminofluorene and other aromatic amine carcinogens. Proc Natl Acad Sci U S A 69:3128–3213
  • Ankley GT, Villeneuve DL. (2006). The fathead minnow in aquatic toxicology: past, present and future. Aquat Toxicol 78:91–102
  • Attili AF, Angelico M, Cantafora A, et al. (1986). Bile acid-induced liver toxicity: relation to the hydrophobic-hydrophilic balance of bile acids. Med Hypotheses 19:57–69
  • Cheng F, Shej J, Yu Y, et al. (2011). In silico prediction of Tetrahymena pyriformis toxicity for diverse industrial chemicals with substructure pattern recognition and machine learning methods. Chemosphere 82:1636–1643
  • Chiang J. (2013). Bile acid metabolism and signaling. Compr Physiol 3:1191–1212
  • Christen V, Hickmann S, Rechenberg B, Fent K. (2010). Highly active human pharmaceuticals in aquatic systems: a concept for their identification based on their mode of action. Aquat Toxicol 96:167–181
  • Erić S, Pavlović M, Popović G, Agbaba D. (2007). Study of retention parameters obtained in RP-TLC system and their application on QSAR/QSPR on some alpha adrenergic and imidazoline receptor ligands. J Chromatogr Sci 45:141–145
  • Fieser LF, Rajagopalan S. (1950). Oxidation of Steroids III. Selective oxidations and acylations in bile acid series. J Am Chem Soc 70:5530–5536
  • Hansson SO, Rudén C. (2007). Towards a theory of tiered testing. Regul Toxicol Pharmacol 48:35–44
  • Kuwada S, Furushiro S, Kawashima M. (1949). Partial oxidation of methyl cholate. An Rep Takeda Res Lab 8:50–61
  • Luo Y, Xu L, Rysz M, et al. (2011). Occurrence and transport of tetracycline, sulfonamide, quinolone, and macrolide antibiotics in the Haihe River Basin. Environ Sci Technol 45:1827–1833
  • Mansouri K, Ringsted T, Balabio D, et al. (2013). Quantitative structure-activity relationship models for ready biodegradability of chemicals. J Chem Inf Model 53:867–878
  • Miljković D, Kuhajda K, Hranisavljević J. (1996). Selective C-12 oxidation of cholic acid. J Chem Res 106–107
  • Milošević NP, Dimova VB, Perišić-Janjić NU. (2013). RP TLC data in correlation studies with in silico pharmacokinetic properties of benzimidazole and benztriazole derivatives. Eur J Pharm Sci 49:10–17
  • Modi S, Lin J, Malcomber S, et al. (2012). Integrated in silico approaches for the prediction of AMES test mutagenicity. J Comput Aided Mol Des 26:1017–1033
  • Nasal A, Siluk D, Kaliszan R. (2003). Chromatographic retention parameters in medicinal chemistry and molecular pharmacology. Curr Med Chem 10:381–426
  • Nehrab D, Howella P, Williams CP, et al. (1999). Toxic bile acids in gastro-oesophageal reflux disease: influence of gastric acidity. Gut 44:598–602
  • Ning ZH, Long S, Zhou YY, et al. (2015). Effect of exposure routes on the relationships of lethal toxicity to rats from oral, intravenous, intraperitoneal and intramuscular routes. Regul Toxicol Pharmacol 73:613–619
  • Padilla S, Cowden J, Hinton DE, et al. (2009). Use of medaka in toxicity testing. Curr Protoc Toxicol 1:1–10
  • Palmeira MC, Rolo PA. (2004). Mitochondrially-mediated toxicity of bile acids. Toxicology 203:1–15
  • Perišić-Janjić NU, Đaković-Sekulić TLJ, Stojanović SZ, Penov-Gaši KM. (2005). HPTLC chromatography of androstene derivates. Application of normal phase thin-layer chromatographic retention data in QSAR studies. Steroids 70:137–144
  • Poša M, Rašeta M, Kuhajda K. (2011). A contribution to the study of hydrophobicity (lipophilicity) of bile acids with an emphasis on oxo derivatives of 5β-cholanoic acid. Hem Ind 65:115–121
  • Sauvant MP, Pepin D, Piccinni E. (1999). Tetrahymena pyriformis: a tool for toxicological studies. A review. Chemosphere 38:1631–1669
  • Schultz TW, Cronin M, Walker JD, Aptula AO. (2003). Quantitative structure-activity relationships (QSARs) in toxicology: a historical perspective. J Mol Struct 622:1–22
  • Trifunović J, Borčić V, Vukmirović S, et al. (2016). Retention data of bile acids and their oxo derivatives in characterization of pharmacokinetic properties and in silico ADME modeling. Eur J Pharm Sci 92:194–202
  • Tullar BF. (1951). U.S. Patent 2,549,947
  • Tyagi VK, Chopra VK, Durpagal NC, Kumar AJ. (2007). Evaluation of Daphnia magna as an indicator of toxicity and treatment efficacy of municipal sewage treatment plant. Appl Sci Environ Mgt 11:61–67
  • Valerio LG. (2009). In silico toxicology for the pharmaceutical sciences. Toxicol Appl Pharmacol 241:356–370
  • Yamaguchi A, Ishibashi H, Arizono K, Tominaga N. (2015). In vivo and in silico analyses of estrogenic potential of bisphenol analogs in medaka (Oryzias latipes) and common carp (Cyprinus caprio). Ecotox Environ Safe 120:198–205
  • Wei D, Kisuno A, Kameya T, Urano K. (2006)A new method for evaluating biological safety of environmental water with algae, daphnia and fish toxicity ranks. Sci Total Environ 371:383–390

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.