The DOI matches its Crossref record; 30 of the 32 references it cites were found in a registry or an index.
Estimation of the Increase in Solubility of Drugs as a Function of Bile Salt Concentration
Abstract
Purpose The objective of this study was to develop a model to predict the extent to which bile salts can enhance the solubility of a drug, based on the physicochemical properties of the compound. The ability to predict bile salt solubilization of poorly soluble drugs would be a key component in determining which drugs will exhibit fed vs. fasted differences in drug absorption.Methods A correlation between the logarithm of the octanol/water partition coefficient [log P] of six steroidal compounds and their solubilities in the presence of various concentrations of sodium taurocholate at 37 degrees C, log [SR] = 2.234 + 0.606 log [P] (r2 = 0.987) where SR is the ratio of the stabilization capacity of the bile salt to the solubilization capacity of water for the drug, was used to predict the solubility of the compounds in presence of sodium taurocholate were then measured.Results The predicted solubilities were within 10% of the experimentally observed solubilities for griseofulvin, cyclosporin A and pentazocine. The model overpredicted the solubility of phenytoin and diazepam in 15 mM sodium taurocholate solution by a factor of 1.33 and 1.62 respectively.Conclusions The expected increase in solubility as a function of bile salt concentration can be estimated on the basis of the partition coefficient and aqueous solubility of the compound.
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“Lipophilicity may also affect dissolution in aqueous media, and highly lipophilic compounds can be subject to enhanced solubilisation by bile salts”
From IMI – Oral biopharmaceutics tools project – Evaluation of bottom-up PBPK prediction success part 3: Identifying gaps in system parameters by analysing In Silico performance across different compound classes (2017) · cites this paper as Mithani et al., 1996
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Cites
Partition coefficients and their uses
Leo, A., Hansch, C., & Elkins, D. R. (1971) · Chemical Reviews · doi:10.1021/cr60274a001 · Cited by 4,253
THE RATE OF SOLUTION OF SOLID SUBSTANCES IN THEIR OWN SOLUTIONS.
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Remington's pharmaceutical sciences
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Upper Gastrointestinal (GI) pH in Young, Healthy Men and Women
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Self-citationSurfactant Systems: Their chemistry, pharmacy and biology
Attwood, D., & Florence, A. J. (1983) · Medical Entomology and Zoology · Cited by 601
Micelle Formation by Bile Salts
Carey, M. C. (1972) · Archives of Internal Medicine · doi:10.1001/archinte.130.4.506 · Cited by 494
Influence of Food on the Bioavailability of Drugs
Melander, A. (1978) · Clinical Pharmacokinetics · doi:10.2165/00003088-197803050-00001 · Cited by 279
Tayar, N. E., Mark, A. E., Vallat, P., Brunne, R. M., Testa, B., & A, W. F. V. G. (1993) · Journal of Medicinal Chemistry · doi:10.1021/jm00076a002 · Cited by 215
Solubilization and Wetting Effects of Bile Salts on the Dissolution of Steroids
Bakatselou, V., Oppenheim, R. C., & Dressman, J. (1991) · Pharmaceutical Research · doi:10.1023/a:1015877929381 · Cited by 196
Self-citationCrounse, R. G. (1961) · Journal of Investigative Dermatology · doi:10.1038/jid.1961.154 · Cited by 184
Research works printed but not linked: 1
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Items 101–102 of 102
Darwich, A. S., Margolskee, A., Pepin, X., Aarons, L., Galetin, A., Rostami-Hodjegan, A., Carlert, S., Hammarberg, M., Hilgendorf, C., Johansson, P., et al. (2017) · European Journal of Pharmaceutical Sciences · doi:10.1016/j.ejps.2016.09.037 · Cited by 45
Self-citationParameterization of small intestinal water volume using PBPK modeling
Maharaj, A., Fotaki, N., & Edginton, A. (2015) · European Journal of Pharmaceutical Sciences · doi:10.1016/j.ejps.2014.10.016 · Cited by 10
Metadata
- Authors
- Mithani, S. D., Bakatselou, V., TenHoor, C. N., & Dressman, J. B.
- Affiliations
- University of Michigan (US)
- Goethe University Frankfurt (DE)
- Venue
- Pharmaceutical Research
- Published
- 1996-01
- Volume
- 13
- Issue
- 1
- Pages
- 163-167
- ISSN
- 0724-8741 (ISSN-L)
- 1573-904X
- OpenAlex
- W1550485225
- Cited by
- 303
- References
- 32
- Citations by year
- 2026: 5 · 2025: 5 · 2024: 8 · 2023: 13 · 2022: 13 · 2021: 11 · 2020: 21 · 2019: 9 · 2018: 14 · 2017: 16 · 2016: 16 · 2015: 12 · 2014: 7 · 2013: 19 · 2012: 11
- FWCI
- 4.95
- Type
- journal article
- Language
- en
- Open access
- closed
- Licence
- Locations
- Pharmaceutical Research (publishedVersion)
- PubMed (publishedVersion)
- Deep Blue (University of Michigan) (submittedVersion)
- Topics
- Life Sciences › Pharmacology, Toxicology and Pharmaceutics › Pharmaceutical Science › Drug Solubulity and Delivery Systems
- Health Sciences › Medicine › Oncology › Drug Transport and Resistance Mechanisms
- Physical Sciences › Materials Science › Materials Chemistry › Crystallization and Solubility Studies
- Keywords
- drug solubility enhancement, sodium taurocholate, octanol-water partition coefficient, solubility prediction model, steroids, griseofulvin, cyclosporine, pentazocine, phenytoin, diazepam, poorly water-soluble drugs
- MeSH terms
- Bile Acids and Salts, Chemistry, Physical, Cholagogues and Choleretics, Diazepam, Fasting, Food, Griseofulvin, Intestinal Absorption, Models, Chemical, Pentazocine, Phenytoin, Solubility, Steroids, Taurocholic Acid, Cyclosporine, Chemical Phenomena
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