New β-arylchalcogeno amines with procognitive properties targeting Carbonic Anhydrases and Monoamine Oxidases.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
15 Dec 2022
Historique:
received: 25 08 2022
revised: 22 09 2022
accepted: 01 10 2022
pubmed: 17 10 2022
medline: 22 11 2022
entrez: 16 10 2022
Statut: ppublish

Résumé

Cognitive deficits are enduring and disabling symptoms for many patients with severe mental illness, and these impairments are inadequately addressed by current medications. In this study, we reported the synthesis of β-arylchalcogeno amines bearing sulfurated, selenated, and tellurated moieties (2-4) which are structurally related to amphetamine with good activation properties for Carbonic Anhydrases (CAs) isoforms present in the cortical and hippocampal brain structures (hCA IV and hCA XIV). In addition, these compounds showed selective inhibition against the Monoamine oxidase (MAO) A isoform. In vivo evaluation of two derivatives (2a and 3a) revealed procognitive effects in the object recognition and social discrimination tests. Interestingly, these compounds, despite having a similar structure to amphetamine, did not caused hypophagia or hyperlocomotion, two effects often observed following the administration of amphetamine-like drugs. In this context, β-arylchalcogeno amines may have utility for improving the symptoms of cognitive decline associated with neurodegenerative and psychiatric diseases such as attention deficit disorder, Parkinson's disease-related cognitive dysfunction and cognitive disorders associated with depression.

Identifiants

pubmed: 36244185
pii: S0223-5234(22)00730-9
doi: 10.1016/j.ejmech.2022.114828
pii:
doi:

Substances chimiques

Carbonic Anhydrases EC 4.2.1.1
Amines 0
Monoamine Oxidase EC 1.4.3.4
Protein Isoforms 0
Carbonic Anhydrase Inhibitors 0
Carbonic Anhydrase IX EC 4.2.1.1

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

114828

Informations de copyright

Copyright © 2022 Elsevier Masson SAS. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Gustavo Provensi (G)

Department of Neuroscience, Psychology, Drug Research and Child Health (NEUROFARBA), University of Florence, Viale G. Pieraccini 6, 50139, Florence, Italy. Electronic address: gustavo.provensi@unifi.it.

Alessia Costa (A)

Department of Health Sciences, University of Florence, Viale Pieraccini 6 Florence, Florence, Italy.

Barbara Rani (B)

Department of Health Sciences, University of Florence, Viale Pieraccini 6 Florence, Florence, Italy.

Maria Vittoria Becagli (MV)

Department of Health Sciences, University of Florence, Viale Pieraccini 6 Florence, Florence, Italy.

Fabio Vaiano (F)

Department of Health Sciences, University of Florence, Viale Pieraccini 6 Florence, Florence, Italy.

Maria Beatrice Passani (MB)

Department of Health Sciences, University of Florence, Viale Pieraccini 6 Florence, Florence, Italy.

Damiano Tanini (D)

Department of Chemistry "Ugo Schiff", University of Florence, Via Della Lastruccia 3-13, I-50019, Sesto Fiorentino, Italy.

Antonella Capperucci (A)

Department of Chemistry "Ugo Schiff", University of Florence, Via Della Lastruccia 3-13, I-50019, Sesto Fiorentino, Italy.

Simone Carradori (S)

Department of Pharmacy, "G. D'Annunzio" University of Chieti-Pescara, Via Dei Vestini 31, 66100, Chieti, Italy.

Jacobus P Petzer (JP)

Pharmaceutical Chemistry and Centre of Excellence for Pharmaceutical Sciences, North-West University, Private Bag X6001, Potchefstroom, 2520, South Africa.

Anél Petzer (A)

Pharmaceutical Chemistry and Centre of Excellence for Pharmaceutical Sciences, North-West University, Private Bag X6001, Potchefstroom, 2520, South Africa.

Daniela Vullo (D)

NEUROFARBA Department, Sezione di Scienze Farmaceutiche, University of Florence, Via Ugo Schiff 6, 50019, Sesto Fiorentino, Florence, Italy.

Gabriele Costantino (G)

Department of Food and Drug, University of Parma, Parco Area Delle Scienze, 27/A, 43124, Parma, Italy.

Patrizio Blandina (P)

Department of Neuroscience, Psychology, Drug Research and Child Health (NEUROFARBA), University of Florence, Viale G. Pieraccini 6, 50139, Florence, Italy.

Andrea Angeli (A)

NEUROFARBA Department, Sezione di Scienze Farmaceutiche, University of Florence, Via Ugo Schiff 6, 50019, Sesto Fiorentino, Florence, Italy; Department of Food and Drug, University of Parma, Parco Area Delle Scienze, 27/A, 43124, Parma, Italy. Electronic address: andrea.angeli@unifi.it.

Claudiu T Supuran (CT)

NEUROFARBA Department, Sezione di Scienze Farmaceutiche, University of Florence, Via Ugo Schiff 6, 50019, Sesto Fiorentino, Florence, Italy.

Articles similaires

[Redispensing of expensive oral anticancer medicines: a practical application].

Lisanne N van Merendonk, Kübra Akgöl, Bastiaan Nuijen
1.00
Humans Antineoplastic Agents Administration, Oral Drug Costs Counterfeit Drugs

Smoking Cessation and Incident Cardiovascular Disease.

Jun Hwan Cho, Seung Yong Shin, Hoseob Kim et al.
1.00
Humans Male Smoking Cessation Cardiovascular Diseases Female
Humans United States Aged Cross-Sectional Studies Medicare Part C
1.00
Humans Yoga Low Back Pain Female Male

Classifications MeSH