Literature DB >> 18296055

The role of lipophilicity in determining binding affinity and functional activity for 5-HT2A receptor ligands.

Matthew A Parker1, Deborah M Kurrasch, David E Nichols.   

Abstract

The lipophilicity of a set of 5-HT(2A) ligands was determined using immobilized-artificial-membrane chromatography, a method that generates values well correlated with octanol-water partition coefficients. For agonists, a highly significant linear correlation was observed between binding affinity and lipophilicity. For ligands exhibiting partial agonist or antagonist properties, the lipophilicity was consistently higher than would be expected for an agonist of comparable affinity. The results suggest a possible method for distinguishing agonists from antagonists in high-throughput screening when a direct assay for functional activity is either unavailable or impractical.

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Year:  2008        PMID： 18296055      PMCID： PMC2442558          DOI： 10.1016/j.bmc.2008.02.033

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  20 in total

1.  Thermodynamics of solute partitioning into immobilized artificial membranes.

Authors:  S Ong; C Pidgeon
Journal:  Anal Chem       Date:  1995-07-01       Impact factor: 6.986

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Authors:  Thomas H McLean; Jason C Parrish; Michael R Braden; Danuta Marona-Lewicka; Alejandra Gallardo-Godoy; David E Nichols
Journal:  J Med Chem       Date:  2006-09-21       Impact factor: 7.446

3.  Immobilized-artificial-membrane chromatography: measurements of membrane partition coefficient and predicting drug membrane permeability.

Authors:  S Ong; H Liu; C Pidgeon
Journal:  J Chromatogr A       Date:  1996-03-29       Impact factor: 4.759

4.  Directional lipophilic character in a series of psychotomimetic phenethylamine derivatives.

Authors:  D E Nichols; A T Shulgin; D C Dyer
Journal:  Life Sci       Date:  1977-08-15       Impact factor: 5.037

5.  [125I]-2-(2,5-dimethoxy-4-iodophenyl)aminoethane ([125I]-2C-I) as a label for the 5-HT2 receptor in rat frontal cortex.

Authors:  M P Johnson; C A Mathis; A T Shulgin; A J Hoffman; D E Nichols
Journal:  Pharmacol Biochem Behav       Date:  1990-01       Impact factor: 3.533

6.  IAM chromatography: an in vitro screen for predicting drug membrane permeability.

Authors:  C Pidgeon; S Ong; H Liu; X Qiu; M Pidgeon; A H Dantzig; J Munroe; W J Hornback; J S Kasher; L Glunz
Journal:  J Med Chem       Date:  1995-02-17       Impact factor: 7.446

7.  1-(2,5-Dimethoxy-4-(trifluoromethyl)phenyl)-2-aminopropane: a potent serotonin 5-HT2A/2C agonist.

Authors:  D E Nichols; S Frescas; D Marona-Lewicka; X Huang; B L Roth; G A Gudelsky; J F Nash
Journal:  J Med Chem       Date:  1994-12-09       Impact factor: 7.446

8.  Predicting drug-membrane interactions by HPLC: structural requirements of chromatographic surfaces.

Authors:  H Liu; S Ong; L Glunz; C Pidgeon
Journal:  Anal Chem       Date:  1995-10-01       Impact factor: 6.986

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Authors:  M R Seggel; M Y Yousif; R A Lyon; M Titeler; B L Roth; E A Suba; R A Glennon
Journal:  J Med Chem       Date:  1990-03       Impact factor: 7.446
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3.  Receptor Interaction Profiles of 4-Alkoxy-3,5-Dimethoxy-Phenethylamines (Mescaline Derivatives) and Related Amphetamines.

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Journal:  Front Pharmacol       Date:  2022-02-09       Impact factor: 5.810

4.  New 2-Ethylthio-4-methylaminoquinazoline derivatives inhibiting two subunits of cytochrome bc1 in Mycobacterium tuberculosis.

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Journal:  PLoS Pathog       Date:  2020-01-23       Impact factor: 6.823
  4 in total

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