5-HT6 receptor neutral antagonists protect astrocytes: A lesson from 2-phenylpyrrole derivatives

  • Eur J Med Chem. 2024 Sep 5:275:116615. doi: 10.1016/j.ejmech.2024.116615.
Marcin Drop  1 Paulina Koczurkiewicz-Adamczyk  2 Ophélie Bento  3 Wojciech Pietruś  4 Grzegorz Satała  4 Klaudia Blicharz-Futera  2 Vittorio Canale  2 Katarzyna Grychowska  2 Xavier Bantreil  5 Elżbieta Pękala  2 Rafał Kurczab  4 Andrzej J Bojarski  4 Severine Chaumont-Dubel  6 Philippe Marin  6 Frédéric Lamaty  7 Paweł Zajdel  8
Affiliations
  • 1. Faculty of Pharmacy, Jagiellonian University Medical College, 9 Medyczna Str., 30-688, Kraków, Poland; IBMM, Université de Montpellier, CNRS, ENSCM, 34095, Montpellier, France.
  • 2. Faculty of Pharmacy, Jagiellonian University Medical College, 9 Medyczna Str., 30-688, Kraków, Poland.
  • 3. IBMM, Université de Montpellier, CNRS, ENSCM, 34095, Montpellier, France; Institut de Génomique Fonctionelle, Université de Montpellier, CNRS INSERM, 34094, Montpellier, France.
  • 4. Maj Institute of Pharmacology, Polish Academy of Sciences, 12 Smętna Str., 31-343, Kraków, Poland.
  • 5. IBMM, Université de Montpellier, CNRS, ENSCM, 34095, Montpellier, France; Institut Universitaire de France (IUF), France.
  • 6. Institut de Génomique Fonctionelle, Université de Montpellier, CNRS INSERM, 34094, Montpellier, France.
  • 7. IBMM, Université de Montpellier, CNRS, ENSCM, 34095, Montpellier, France.
  • 8. Faculty of Pharmacy, Jagiellonian University Medical College, 9 Medyczna Str., 30-688, Kraków, Poland. Electronic address: [email protected].
Abstract

The serotonin type 6 receptor (5-HT6R) displays a strong constitutive activity, suggesting it participates largely in the physiological and pathological processes controlled by the receptor. The active states of 5-HT6R engage particular signal transduction pathways that lead to different biological responses. In this study, we present the development of 5-HT6R neutral antagonists at Gs signaling built upon the 2-phenylpyrrole scaffold. Using molecular dynamics simulations, we outline the relationship between the exposure of the basic center of the molecules and their ability to target the agonist-activated state of the receptor. Our study identifies compound 30 as a potent and selective neutral antagonist at 5-HT6R-operated Gs signaling. Furthermore, we demonstrate the cytoprotective effects of 30 and structurally diverse 5-HT6R neutral antagonists at Gs signaling in C8-D1A cells and human astrocytes exposed to rotenone. This effect is not observed for 5-HT6R agonists or inverse agonists. In light of these findings, we propose compound 30 as a valuable molecular probe to study the biological effects associated with the agonist-activated state of 5-HT6R and provide insight into the glioprotective properties of 5-HT6R neutral antagonists at Gs signaling.

Keywords
2-phenylpyrrole; 5-HT(6) receptor; Constitutive activity; Cytoprotection; Human astrocytes; Inverse agonism; Neutral antagonism.
Products