Literature DB >> 12425461

Rate-limited steps of human oral absorption and QSAR studies.

Yuan H Zhao1, Michael H Abraham, Joelle Le, Anne Hersey, Chris N Luscombe, Gordon Beck, Brad Sherborne, Ian Cooper.   

Abstract

PURPOSE: To classify the dissolution and diffusion rate-limited drugs and establish quantitative relationships between absorption and molecular descriptors.
METHODS: Absorption consists of kinetic transit processes in which dissolution, diffusion, or perfusion processes can become the rate-limited step. The absorption data of 238 drugs have been classified into either dissolution or diffusion rate-limited based on an equilibrium method developed from solubility, dose, and percentage of absorption. A nonlinear absorption model derived from first-order kinetics has been developed to identify the relationship between percentage of drug absorption and molecular descriptors.
RESULTS: Regression analysis was performed between percentage of absorption and molecular descriptors. The descriptors used were ClogP, molecular polar surface area, the number of hydrogen-bonding acceptors and donors, and Abraham descriptors. Good relationships were found between absorption and Abraham descriptors or ClogP.
CONCLUSIONS: The absorption models can predict the following three BCS (Biopharmaceutics Classification Scheme) classes of compounds: class I, high solubility and high permeability; class III, high solubility and low permeability; class IV, low solubility and low permeability. The absorption models overpredict the absorption of class II, low solubility and high permeability compounds because dissolution is the rate-limited step of absorption.

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Year:  2002        PMID: 12425461     DOI: 10.1023/a:1020444330011

Source DB:  PubMed          Journal:  Pharm Res        ISSN: 0724-8741            Impact factor:   4.200


  19 in total

1.  Absorption prediction from physicochemical parameters.

Authors: 
Journal:  Pharm Sci Technolo Today       Date:  1999-09

2.  Evaluation of human intestinal absorption data and subsequent derivation of a quantitative structure-activity relationship (QSAR) with the Abraham descriptors.

Authors:  Y H Zhao; J Le; M H Abraham; A Hersey; P J Eddershaw; C N Luscombe; D Butina; G Beck; B Sherborne; I Cooper; J A Platts; D Boutina
Journal:  J Pharm Sci       Date:  2001-06       Impact factor: 3.534

3.  Absorption of drugs from the rat small intestine.

Authors:  L S SCHANKER; D J TOCCO; B B BRODIE; C A HOGBEN
Journal:  J Pharmacol Exp Ther       Date:  1958-05       Impact factor: 4.030

4.  Linear correlation of the fraction of oral dose absorbed of 64 drugs between humans and rats.

Authors:  W L Chiou; A Barve
Journal:  Pharm Res       Date:  1998-11       Impact factor: 4.200

5.  Drug liposome partitioning as a tool for the prediction of human passive intestinal absorption.

Authors:  K Balon; B U Riebesehl; B W Müller
Journal:  Pharm Res       Date:  1999-06       Impact factor: 4.200

6.  Mixing-tank model for predicting dissolution rate control or oral absorption.

Authors:  J B Dressman; D Fleisher
Journal:  J Pharm Sci       Date:  1986-02       Impact factor: 3.534

7.  In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man--fact or myth.

Authors:  S Yee
Journal:  Pharm Res       Date:  1997-06       Impact factor: 4.200

8.  Absorption potential: estimating the fraction absorbed for orally administered compounds.

Authors:  J B Dressman; G L Amidon; D Fleisher
Journal:  J Pharm Sci       Date:  1985-05       Impact factor: 3.534

9.  A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability.

Authors:  G L Amidon; H Lennernäs; V P Shah; J R Crison
Journal:  Pharm Res       Date:  1995-03       Impact factor: 4.200

10.  Hydrogen bonding. 32. An analysis of water-octanol and water-alkane partitioning and the delta log P parameter of seiler.

Authors:  M H Abraham; H S Chadha; G S Whiting; R C Mitchell
Journal:  J Pharm Sci       Date:  1994-08       Impact factor: 3.534

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  87 in total

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Authors:  I S Haslam; J A Wright; D A O'Reilly; D J Sherlock; T Coleman; N L Simmons
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2.  Quantitative biopharmaceutics classification system: the central role of dose/solubility ratio.

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Journal:  Pharm Res       Date:  2003-12       Impact factor: 4.200

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Journal:  Bioorg Chem       Date:  2018-10-23       Impact factor: 5.275

4.  The prediction of human oral absorption for diffusion rate-limited drugs based on heuristic method and support vector machine.

Authors:  H X Liu; R J Hu; R S Zhang; X J Yao; M C Liu; Z D Hu; B T Fan
Journal:  J Comput Aided Mol Des       Date:  2005-01       Impact factor: 3.686

Review 5.  Modeling kinetics of subcellular disposition of chemicals.

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6.  Response to "comment on 'structural determinants of drug partitioning in surrogates of phosphatidylcholine bilayer strata'".

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7.  Unbiased membrane permeability parameters for gabapentin using boundary layer approach.

Authors:  Jitender Madan; Garima Chawla; Vinod Arora; Rajiv Malik; Arvind K Bansal
Journal:  AAPS J       Date:  2005-09-02       Impact factor: 4.009

8.  Chemical substituent effect on pyridine permeability and mechanistic insight from computational molecular descriptors.

Authors:  I-Jen Chen; Rajneesh Taneja; Daxu Yin; Paul R Seo; David Young; Alexander D MacKerell; James E Polli
Journal:  Mol Pharm       Date:  2006 Nov-Dec       Impact factor: 4.939

9.  In vitro interactions between aged garlic extract and drugs used for the treatment of cardiovascular and diabetic patients.

Authors:  Katja Berginc; Simon Žakelj; Albin Kristl
Journal:  Eur J Nutr       Date:  2010-02-07       Impact factor: 5.614

10.  In vitro plasma stability, permeability and solubility of mercaptoacetamide histone deacetylase inhibitors.

Authors:  Roula Konsoula; Mira Jung
Journal:  Int J Pharm       Date:  2008-05-13       Impact factor: 5.875

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