Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies

The membrane channel protein Panx1 is a promising therapeutic target since its involvement was demonstrated in a variety of pathologies such as neuropathic pain, ischemic stroke and cancer. As a continuation of our previous work in this field, we report here the synthesis and biological evaluation o...

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Main Authors: Letizia Crocetti, Maria Paola Giovannoni, Tengis S. Pavlov, Veniamin Ivanov, Fabrizio Melani, Gabriella Guerrini
Format: Article
Language:English
Published: MDPI AG 2025-05-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/10/2171
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author Letizia Crocetti
Maria Paola Giovannoni
Tengis S. Pavlov
Veniamin Ivanov
Fabrizio Melani
Gabriella Guerrini
author_facet Letizia Crocetti
Maria Paola Giovannoni
Tengis S. Pavlov
Veniamin Ivanov
Fabrizio Melani
Gabriella Guerrini
author_sort Letizia Crocetti
collection DOAJ
description The membrane channel protein Panx1 is a promising therapeutic target since its involvement was demonstrated in a variety of pathologies such as neuropathic pain, ischemic stroke and cancer. As a continuation of our previous work in this field, we report here the synthesis and biological evaluation of two classes of compounds as Panx1 blockers: 3-carboxy-6-sulphonamidoquinolone derivatives and new Mefloquine analogs. The series of 3-carboxy-6-sulphonamidoquinolones gave interesting results, affording powerful Panx1 channel blockers with 73.2 < I% < 100 at 50 µM. In particular, <b>12f</b> was a more potent Panx1 blocker than the reference compound CBX (IC<sub>50</sub> = 2.7 µM versus IC<sub>50</sub> = 7.1 µM), and its profile was further investigated in a cell culture model of polycystic kidney disease. Finally, interesting results have been highlighted by new molecular modeling studies.
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publishDate 2025-05-01
publisher MDPI AG
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series Molecules
spelling doaj-art-345ce0cecaca4eeabd84d1a1d1cd3c542025-08-20T01:56:38ZengMDPI AGMolecules1420-30492025-05-013010217110.3390/molecules30102171Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture StudiesLetizia Crocetti0Maria Paola Giovannoni1Tengis S. Pavlov2Veniamin Ivanov3Fabrizio Melani4Gabriella Guerrini5Neurofarba, Pharmaceutical and Nutraceutical Section, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, ItalyNeurofarba, Pharmaceutical and Nutraceutical Section, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, ItalyDivision of Hypertension and Vascular Research, Henry Ford Health & Wayne State University, 6135 Woodward Ave, Detroit, MI 48202, USADivision of Hypertension and Vascular Research, Henry Ford Health & Wayne State University, 6135 Woodward Ave, Detroit, MI 48202, USANeurofarba, Pharmaceutical and Nutraceutical Section, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, ItalyNeurofarba, Pharmaceutical and Nutraceutical Section, University of Florence, Via Ugo Schiff 6, 50019 Sesto Fiorentino, ItalyThe membrane channel protein Panx1 is a promising therapeutic target since its involvement was demonstrated in a variety of pathologies such as neuropathic pain, ischemic stroke and cancer. As a continuation of our previous work in this field, we report here the synthesis and biological evaluation of two classes of compounds as Panx1 blockers: 3-carboxy-6-sulphonamidoquinolone derivatives and new Mefloquine analogs. The series of 3-carboxy-6-sulphonamidoquinolones gave interesting results, affording powerful Panx1 channel blockers with 73.2 < I% < 100 at 50 µM. In particular, <b>12f</b> was a more potent Panx1 blocker than the reference compound CBX (IC<sub>50</sub> = 2.7 µM versus IC<sub>50</sub> = 7.1 µM), and its profile was further investigated in a cell culture model of polycystic kidney disease. Finally, interesting results have been highlighted by new molecular modeling studies.https://www.mdpi.com/1420-3049/30/10/2171Panx1channel blockersquinolonespatch clampmolecular dockingmultiple linear regression (MLR)
spellingShingle Letizia Crocetti
Maria Paola Giovannoni
Tengis S. Pavlov
Veniamin Ivanov
Fabrizio Melani
Gabriella Guerrini
Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
Molecules
Panx1
channel blockers
quinolones
patch clamp
molecular docking
multiple linear regression (MLR)
title Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
title_full Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
title_fullStr Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
title_full_unstemmed Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
title_short Synthesis of 3-Carboxy-6-sulfamoylquinolones and Mefloquine-Based Compounds as Panx1 Blockers: Molecular Docking, Electrophysiological and Cell Culture Studies
title_sort synthesis of 3 carboxy 6 sulfamoylquinolones and mefloquine based compounds as panx1 blockers molecular docking electrophysiological and cell culture studies
topic Panx1
channel blockers
quinolones
patch clamp
molecular docking
multiple linear regression (MLR)
url https://www.mdpi.com/1420-3049/30/10/2171
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