Literature DB >> 28885007

Stereoselective Differences between the Reinforcing and Motivational Effects of Cathinone-Derived 4-Methylmethcathinone (Mephedrone) In Self-Administering Rats.

Helene L Philogene-Khalid1,2, Steven J Simmons2, Sunil Nayak1,2, Rose M Martorana2, Shu H Su2, Yohanka Caro2, Brona Ranieri2, Kathryn DiFurio2, Lili Mo2, Taylor A Gentile2, Ali Murad2, Allen B Reitz3, John W Muschamp2, Scott M Rawls1,2.   

Abstract

Mephedrone (4-methylmethcathinone (4-MMC)) (MEPH) is a new psychoactive substance (NPS) of the synthetic cathinone class. MEPH has a chiral center and exists as two enantiomers (R-,S-MEPH), yet stereospecific effects of MEPH have not been extensively investigated in preclinical assays. Because significant behavioral and neurochemical differences can exist between enantiomers, probing effects of stereochemistry on biological activity enables separation of adverse and therapeutic effects. Our prior work showed that R-MEPH, relative to S-MEPH, produced greater locomotor activation, place preference, and facilitation of brain reward thresholds in rodents. The present study sought to determine if MEPH enantiomers display stereospecific reward and reinforcement in rat self-administration assays. In Experiment 1, rats were trained to self-administer racemic MEPH (0.50 mg/kg/inf), and dose substitution effects of R-MEPH (0.50 mg/kg/inf) and S-MEPH (0.25, 0.50, 2.00 mg/kg/inf) were examined. In Experiment 2, separate rats were trained to self-administer R-MEPH (0.25, 0.50, 2.00 mg/kg/inf) or S-MEPH (0.25, 0.50, 2.00 mg/kg/inf) and were thereafter evaluated under progressive-ratio access conditions. Within this cohort, 50 kHz ultrasonic vocalizations (USVs) were recorded to measure potential differences in subjective positive affect associated with MEPH enantiomer self-administration. We identified enantiomer- and dose-dependent effects on infusions earned during self-administration following acquisition of racemic MEPH, with greatest infusions under low-effort, fixed-ratio 1 access conditions from low-dose S-MEPH self-administration. When taxed with progressive-ratio access conditions, rats trained to self-administer R-MEPH showed higher break points than those of rats trained to self-administer S-MEPH. Additionally, R-MEPH elicited greatest rates of 50 kHz USVs compared to S-MEPH. Taken together, these data suggest that the R-enantiomer of MEPH is primarily responsible for the rewarding, reinforcing, and motivational properties of racemic MEPH, which increases our understanding of stereospecific preferences pertaining to MEPH abuse.

Entities:  

Keywords:  Addiction; mephedrone; self-administration; stereoselective; synthetic cathinone; ultrasonic vocalizations

Mesh:

Substances:

Year:  2017        PMID: 28885007      PMCID: PMC5792057          DOI: 10.1021/acschemneuro.7b00212

Source DB:  PubMed          Journal:  ACS Chem Neurosci        ISSN: 1948-7193            Impact factor:   4.418


  40 in total

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3.  4-Methylmethcathinone (mephedrone): neuropharmacological effects of a designer stimulant of abuse.

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4.  Differential patterns of constant frequency 50 and 22 khz usv production are related to intensity of negative affective state.

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5.  Mephedrone, compared with MDMA (ecstasy) and amphetamine, rapidly increases both dopamine and 5-HT levels in nucleus accumbens of awake rats.

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6.  Amphetamine pretreatment accelerates the subsequent escalation of cocaine self-administration behavior.

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7.  Pharmacological characterization of designer cathinones in vitro.

Authors:  L D Simmler; T A Buser; M Donzelli; Y Schramm; L-H Dieu; J Huwyler; S Chaboz; M C Hoener; M E Liechti
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8.  Central stimulants as discriminative stimuli. Asymmetric generalization between (-)ephedrine and S(+)methamphetamine.

Authors:  Tatiana S Bondareva; Richard Young; Richard A Glennon
Journal:  Pharmacol Biochem Behav       Date:  2002-12       Impact factor: 3.533

9.  Synthetic cathinones and stereochemistry: S enantiomer of mephedrone reduces anxiety- and depressant-like effects in cocaine- or MDPV-abstinent rats.

Authors:  Helene L Philogene-Khalid; Callum Hicks; Allen B Reitz; Lee-Yuan Liu-Chen; Scott M Rawls
Journal:  Drug Alcohol Depend       Date:  2017-06-13       Impact factor: 4.492

10.  Methcathione ("cat"): an enantiomeric potency comparison.

Authors:  R A Glennon; R Young; B R Martin; T A Dal Cason
Journal:  Pharmacol Biochem Behav       Date:  1995-04       Impact factor: 3.533

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Review 1.  How preclinical studies have influenced novel psychoactive substance legislation in the UK and Europe.

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Journal:  Br J Clin Pharmacol       Date:  2020-02-23       Impact factor: 4.335

2.  Effects of dopaminergic and serotonergic compounds in rats trained to discriminate a high and a low training dose of the synthetic cathinone mephedrone.

Authors:  Iman Saber; Andrew Milewski; Allen B Reitz; Scott M Rawls; Ellen A Walker
Journal:  Psychopharmacology (Berl)       Date:  2019-04-13       Impact factor: 4.530

Review 3.  DARK Classics in Chemical Neuroscience: Cathinone-Derived Psychostimulants.

Authors:  Steven J Simmons; Jonna M Leyrer-Jackson; Chicora F Oliver; Callum Hicks; John W Muschamp; Scott M Rawls; M Foster Olive
Journal:  ACS Chem Neurosci       Date:  2018-05-11       Impact factor: 4.418

4.  Effects of Hydroxylated Mephedrone Metabolites on Monoamine Transporter Activity in vitro.

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Review 5.  Synthetic Cathinones: Recent Developments, Enantioselectivity Studies and Enantioseparation Methods.

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  5 in total

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