Literature DB >> 27234445

Synthesis and In Vivo Imaging of N-(3-[11C]Methoxybenzyl)-2-(3-Methoxyphenyl)ethylaniline as a Potential Targeting Agent for P-glycoprotein.

Debora Petroni1, Antonietta Bartoli2, Simona Rapposelli3, Maria Digiacomo4, Silvia Burchielli5, Giulia Nesi4, Annalina Lapucci4, Silvia Pardini6, Sabrina Fucci5, Marco Macchia4, Piero A Salvadori6, Luca Menichetti6.   

Abstract

PURPOSE: The plasma membrane P-glycoprotein (Pgp) is an efflux transporter involved in multidrug resistance and in the onset of neurodegenerative disease. Its function and most mechanisms of action are still under investigation. We developed a C-11-labeled 2-arylethylphenylamine-([11C]AEPH) derivative for positron emission tomography (PET), as a novel probe to better understand the activity and the function of Pgp in vivo. PROCEDURES: The synthetic procedure and the quality control of the selected lead compound, [11C]AEPH-1, were set up and optimized. The biodistribution and the dynamic extraction in target organs of [11C]AEPH-1 were studied in vivo by PET in healthy rats at baseline and after pre-treatment with a Pgp inhibitor (tariquidar).
RESULTS: In vivo dynamic imaging was consistent with the results of ex vivo extraction on explanted organs. An adequate stability for in vivo studies, as well as a high activity of [11C]AEPH-1 in intestine and barrier tissues, has been demonstrated. Results of the blockade study showed a decrease of uptake after the pre-treatment, indicating a behavior attributable to a Pgp ligand.
CONCLUSIONS: The suitable pharmacokinetics and the specificity tested in the pre-treated animals have indicated the potentiality of this AEPH derivative to act as Pgp ligand, providing new opportunities for further studies on expression and function of this important efflux transporter in the fields of neurology and oncology.

Entities:  

Keywords:  Arylethylphenoxy derivatives; Arylethylphenylamine derivatives; CNS radiotracers; Multidrug resistance; P-glycoprotein; Pgp inhibitor; Tariquidar; [11C]-Methylation

Mesh:

Substances:

Year:  2016        PMID: 27234445     DOI: 10.1007/s11307-016-0965-6

Source DB:  PubMed          Journal:  Mol Imaging Biol        ISSN: 1536-1632            Impact factor:   3.488


  45 in total

Review 1.  The molecular basis of multidrug resistance in cancer: the early years of P-glycoprotein research.

Authors:  Michael M Gottesman; Victor Ling
Journal:  FEBS Lett       Date:  2005-12-28       Impact factor: 4.124

2.  P-[18F]-MPPF: a potential radioligand for PET studies of 5-HT1A receptors in humans.

Authors:  C Y Shiue; G G Shiue; P D Mozley; M P Kung; Z P Zhuang; H J Kim; H F Kung
Journal:  Synapse       Date:  1997-02       Impact factor: 2.562

3.  P-glycoprotein is strongly expressed in the luminal membranes of the endothelium of blood vessels in the brain.

Authors:  E Beaulieu; M Demeule; L Ghitescu; R Béliveau
Journal:  Biochem J       Date:  1997-09-01       Impact factor: 3.857

4.  Enzymatic synthesis of [4-methoxy-11C]daunorubicin for functional imaging of P-glycoprotein with PET.

Authors:  E Eriks-Fluks; P H Elsinga; N H Hendrikse; E J Franssen; W Vaalburg
Journal:  Appl Radiat Isot       Date:  1998-07       Impact factor: 1.513

5.  Production of [11C]CH3I by single pass reaction of [11C]CH4 with I2.

Authors:  J M Link; K A Krohn; J C Clark
Journal:  Nucl Med Biol       Date:  1997-01       Impact factor: 2.408

Review 6.  Advances in PET imaging of P-glycoprotein function at the blood-brain barrier.

Authors:  Stina Syvänen; Jonas Eriksson
Journal:  ACS Chem Neurosci       Date:  2012-12-04       Impact factor: 4.418

Review 7.  ABC multidrug transporters: structure, function and role in chemoresistance.

Authors:  Frances J Sharom
Journal:  Pharmacogenomics       Date:  2008-01       Impact factor: 2.533

8.  Multidrug resistance genes and p-glycoprotein in the testis of the rat, mouse, Guinea pig, and human.

Authors:  Nathalie Melaine; Marie-Odile Liénard; Isabelle Dorval; Claude Le Goascogne; Hervé Lejeune; Bernard Jégou
Journal:  Biol Reprod       Date:  2002-12       Impact factor: 4.285

Review 9.  P-gp transporter and its role in neurodegenerative diseases.

Authors:  Simona Rapposelli; Maria Digiacomo; Aldo Balsamo
Journal:  Curr Top Med Chem       Date:  2009       Impact factor: 3.295

10.  Quantitative assessment of P-glycoprotein function in the rat blood-brain barrier by distribution volume of [11C]verapamil measured with PET.

Authors:  Joost Bart; Antoon T M Willemsen; Harry J M Groen; Winette T A van der Graaf; Theodora D Wegman; Willem Vaalburg; Elisabeth G E de Vries; N Harry Hendrikse
Journal:  Neuroimage       Date:  2003-11       Impact factor: 6.556

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