Literature DB >> 23063517

4-Isoxazolyl-1,4-dihydropyridines exhibit binding at the multidrug-resistance transporter.

Victoria Hulubei1, Scott B Meikrantz, David A Quincy, Tina Houle, John I McKenna, Mark E Rogers, Scott Steiger, N R Natale.   

Abstract

The 4-isoxazolyl-dihydropyridines (IDHPs) exhibit inhibition of the multidrug-resistance transporter (MDR-1), and exhibit an SAR distinct from their activity at voltage gated calcium channels (VGCC). Among the four most active IDHPs, three were branched at C-5 of the isoxazole, including the most active analog, 1k.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID： 23063517      PMCID： PMC3479305          DOI： 10.1016/j.bmc.2012.09.022

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


  24 in total

1.  Lipophilic 4-isoxazolyl-1,4-dihydropyridines: synthesis and structure-activity relationships.

Authors:  N R Natale; M E Rogers; R Staples; D J Triggle; A Rutledge
Journal:  J Med Chem       Date:  1999-08-12       Impact factor: 7.446

2.  Analysis of structural features of dihydropyridine analogs needed to reverse multidrug resistance and to inhibit photoaffinity labeling of P-glycoprotein.

Authors:  I Nogae; K Kohno; J Kikuchi; M Kuwano; S Akiyama; A Kiue; K Suzuki; Y Yoshida; M M Cornwell; I Pastan
Journal:  Biochem Pharmacol       Date:  1989-02-01       Impact factor: 5.858

3.  Toward eradicating HIV reservoirs in the brain: inhibiting P-glycoprotein at the blood-brain barrier with prodrug abacavir dimers.

Authors:  Hilda A Namanja; Dana Emmert; David A Davis; Christopher Campos; David S Miller; Christine A Hrycyna; Jean Chmielewski
Journal:  J Am Chem Soc       Date:  2011-09-09       Impact factor: 15.419

4.  The importance of a nitrogen atom in modulators of multidrug resistance.

Authors:  G Ecker; M Huber; D Schmid; P Chiba
Journal:  Mol Pharmacol       Date:  1999-10       Impact factor: 4.436

5.  Ranking of P-glycoprotein substrates and inhibitors by a calcein-AM fluorometry screening assay.

Authors:  F Tiberghien; F Loor
Journal:  Anticancer Drugs       Date:  1996-07       Impact factor: 2.248

6.  New 4-aryl-1,4-dihydropyridines and 4-arylpyridines as P-glycoprotein inhibitors.

Authors:  Xiao-Fei Zhou; Linping Zhang; Elaine Tseng; Elizabeth Scott-Ramsay; Jerome J Schentag; Robert A Coburn; Marilyn E Morris
Journal:  Drug Metab Dispos       Date:  2004-12-07       Impact factor: 3.922

7.  4-Isoxazolyl-1,4-dihydropyridines: biological, theoretical, and structural studies.

Authors:  N R Natale; D J Triggle; R B Palmer; B J Lefler; W D Edwards
Journal:  J Med Chem       Date:  1990-08       Impact factor: 7.446

8.  Stereoisomers of calcium antagonists which differ markedly in their potencies as calcium blockers are equally effective in modulating drug transport by P-glycoprotein.

Authors:  V Höllt; M Kouba; M Dietel; G Vogt
Journal:  Biochem Pharmacol       Date:  1992-06-23       Impact factor: 5.858

9.  The multidrug-resistance modifiers verapamil, cyclosporine A and tamoxifen induce an intracellular acidification in colon carcinoma cell lines in vitro.

Authors:  G Hamilton; E P Cosentini; B Teleky; T Koperna; J Zacheri; M Riegler; W Feil; R Schiessel; E Wenzi
Journal:  Anticancer Res       Date:  1993 Nov-Dec       Impact factor: 2.480

10.  Unique structure-activity relationship for 4-isoxazolyl-1,4-dihydropyridines.

Authors:  Gerald W Zamponi; Stephanie C Stotz; Richard J Staples; Tina M Andro; Jared K Nelson; Victoria Hulubei; Alex Blumenfeld; Nicholas R Natale
Journal:  J Med Chem       Date:  2003-01-02       Impact factor: 7.446
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  5 in total

1.  Lanthanide and asymmetric catalyzed syntheses of sterically hindered 4-isoxazolyl-1,4-dihydropyridines and 4-isoxazolyl-quinolones.

Authors:  Scott A Steiger; Chun Li; Charles F Campana; Nicholas R Natale
Journal:  Tetrahedron Lett       Date:  2016-01-20       Impact factor: 2.415

2.  Dimeric isoxazolyl-1,4-dihydropyridines have enhanced binding at the multi-drug resistance transporter.

Authors:  Scott A Steiger; Chun Li; Donald S Backos; Philip Reigan; N R Natale
Journal:  Bioorg Med Chem       Date:  2017-04-08       Impact factor: 3.641

3.  Fluorescent probes of the isoxazole-dihydropyridine scaffold: MDR-1 binding and homology model.

Authors:  Monika I Szabon-Watola; Sarah V Ulatowski; Kathleen M George; Christina D Hayes; Scott A Steiger; Nicholas R Natale
Journal:  Bioorg Med Chem Lett       Date:  2013-12-04       Impact factor: 2.823

4.  3-(1,3-Di-phenyl-propan-2-yl)-4-methyl-6-phenyl-isoxazolo[3,4-d]pyridazin-7(6H)-one.

Authors:  Charles F Campana; Joseph Mirzaei; Chris Koerner; Christina Gates; Nicholas R Natale
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-10-23

5.  Tetrahydroquinolinone derivatives as potent P-glycoprotein inhibitors: design, synthesis, biological evaluation and molecular docking analysis.

Authors:  S Ranjbar; O Firuzi; N Edraki; O Shahraki; L Saso; M Khoshneviszadeh; R Miri
Journal:  Medchemcomm       Date:  2017-08-23       Impact factor: 3.597
  5 in total

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