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The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent
A diversity of synthetic cathinones has flooded the recreational drug marketplace worldwide. This variety is often a response to legal control actions for one specific compound (e.g. methcathinone) which has resulted in the emergence of closely related replacement. Based on recent trends, the nitrog...
Autores principales: | , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Korean Society of Applied Pharmacology
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5340536/ https://www.ncbi.nlm.nih.gov/pubmed/28173643 http://dx.doi.org/10.4062/biomolther.2016.241 |
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author | Botanas, Chrislean Jun Yoon, Seong Shoon de la Peña, June Bryan dela Peña, Irene Joy Kim, Mikyung Woo, Taeseon Seo, Joung-Wook Jang, Choon-Gon Park, Kyung-Tae Lee, Young Hun Lee, Yong Sup Kim, Hee Jin Cheong, Jae Hoon |
author_facet | Botanas, Chrislean Jun Yoon, Seong Shoon de la Peña, June Bryan dela Peña, Irene Joy Kim, Mikyung Woo, Taeseon Seo, Joung-Wook Jang, Choon-Gon Park, Kyung-Tae Lee, Young Hun Lee, Yong Sup Kim, Hee Jin Cheong, Jae Hoon |
author_sort | Botanas, Chrislean Jun |
collection | PubMed |
description | A diversity of synthetic cathinones has flooded the recreational drug marketplace worldwide. This variety is often a response to legal control actions for one specific compound (e.g. methcathinone) which has resulted in the emergence of closely related replacement. Based on recent trends, the nitrogen atom is one of the sites in the cathinone molecule being explored by designer type modifications. In this study, we designed and synthesized two new synthetic cathinones, (1) α-piperidinopropiophenone (PIPP) and (2) α-piperidinopentiothiophenone (PIVT), which have piperidine ring substituent on their nitrogen atom. Thereafter, we evaluated whether these two compounds have an abuse potential through the conditioned place preference (CPP) in mice and self-administration (SA) in rats. We also investigated whether the substances can induce locomotor sensitization in mice following 7 days daily injection and challenge. qRT-PCR analyses were conducted to determine their effects on dopamine-related genes in the striatum. PIPP (10 and 30 mg/kg) induced CPP in mice, but not PIVT. However, both synthetic cathinones were not self-administered by the rats and did not induce locomotor sensitization in mice. qRT-PCR analyses showed that PIPP, but not PIVT, reduced dopamine transporter gene expression in the striatum. These data indicate that PIPP, but not PIVT, has rewarding effects, which may be attributed to its ability to affect dopamine transporter gene expression. Altogether, this study suggests that PIPP may have abuse potential. Careful monitoring of this type of cathinone and related drugs are advocated. |
format | Online Article Text |
id | pubmed-5340536 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | The Korean Society of Applied Pharmacology |
record_format | MEDLINE/PubMed |
spelling | pubmed-53405362017-03-23 The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent Botanas, Chrislean Jun Yoon, Seong Shoon de la Peña, June Bryan dela Peña, Irene Joy Kim, Mikyung Woo, Taeseon Seo, Joung-Wook Jang, Choon-Gon Park, Kyung-Tae Lee, Young Hun Lee, Yong Sup Kim, Hee Jin Cheong, Jae Hoon Biomol Ther (Seoul) Original Article A diversity of synthetic cathinones has flooded the recreational drug marketplace worldwide. This variety is often a response to legal control actions for one specific compound (e.g. methcathinone) which has resulted in the emergence of closely related replacement. Based on recent trends, the nitrogen atom is one of the sites in the cathinone molecule being explored by designer type modifications. In this study, we designed and synthesized two new synthetic cathinones, (1) α-piperidinopropiophenone (PIPP) and (2) α-piperidinopentiothiophenone (PIVT), which have piperidine ring substituent on their nitrogen atom. Thereafter, we evaluated whether these two compounds have an abuse potential through the conditioned place preference (CPP) in mice and self-administration (SA) in rats. We also investigated whether the substances can induce locomotor sensitization in mice following 7 days daily injection and challenge. qRT-PCR analyses were conducted to determine their effects on dopamine-related genes in the striatum. PIPP (10 and 30 mg/kg) induced CPP in mice, but not PIVT. However, both synthetic cathinones were not self-administered by the rats and did not induce locomotor sensitization in mice. qRT-PCR analyses showed that PIPP, but not PIVT, reduced dopamine transporter gene expression in the striatum. These data indicate that PIPP, but not PIVT, has rewarding effects, which may be attributed to its ability to affect dopamine transporter gene expression. Altogether, this study suggests that PIPP may have abuse potential. Careful monitoring of this type of cathinone and related drugs are advocated. The Korean Society of Applied Pharmacology 2017-03 2017-02-06 /pmc/articles/PMC5340536/ /pubmed/28173643 http://dx.doi.org/10.4062/biomolther.2016.241 Text en Copyright ©2017, The Korean Society of Applied Pharmacology http://creativecommons.org/licenses/by-nc/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/by-nc/4.0/) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited. |
spellingShingle | Original Article Botanas, Chrislean Jun Yoon, Seong Shoon de la Peña, June Bryan dela Peña, Irene Joy Kim, Mikyung Woo, Taeseon Seo, Joung-Wook Jang, Choon-Gon Park, Kyung-Tae Lee, Young Hun Lee, Yong Sup Kim, Hee Jin Cheong, Jae Hoon The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title | The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title_full | The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title_fullStr | The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title_full_unstemmed | The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title_short | The Abuse Potential of α-Piperidinopropiophenone (PIPP) and α-Piperidinopentiothiophenone (PIVT), Two New Synthetic Cathinones with Piperidine Ring Substituent |
title_sort | abuse potential of α-piperidinopropiophenone (pipp) and α-piperidinopentiothiophenone (pivt), two new synthetic cathinones with piperidine ring substituent |
topic | Original Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5340536/ https://www.ncbi.nlm.nih.gov/pubmed/28173643 http://dx.doi.org/10.4062/biomolther.2016.241 |
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