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Bioactive Aurones, Indanones, and Other Hemiindigoid Scaffolds: Medicinal Chemistry and Photopharmacology Perspectives

Authors :
Leticia M. Lazinski
Guy Royal
Maxime Robin
Marc Maresca
Romain Haudecoeur
Université Grenoble Alpes (UGA)
Aix Marseille Université (AMU)
Institut méditerranéen de biodiversité et d'écologie marine et continentale (IMBE)
Avignon Université (AU)-Aix Marseille Université (AMU)-Institut de recherche pour le développement [IRD] : UMR237-Centre National de la Recherche Scientifique (CNRS)
ANR-17-EURE-0003,CBH-EUR-GS,CBH-EUR-GS(2017)
ANR-19-CE44-0002,EPIDERMIS,Vers des sondes et inhibiteurs conçus pour interagir avec hsTY : une voie vers la suppression de la mélanogénèse in vivo(2019)
Département de pharmacochimie moléculaire (DPM)
Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA)
Département de Chimie Moléculaire (DCM)
Institut des Sciences Moléculaires de Marseille (ISM2)
Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Source :
Journal of Medicinal Chemistry, Journal of Medicinal Chemistry, 2022, 65 (19), pp.12594-12625. ⟨10.1021/acs.jmedchem.2c01150⟩
Publication Year :
2022
Publisher :
HAL CCSD, 2022.

Abstract

International audience; Hemiindigoids comprise a range of natural and synthetic scaffolds that share the same aromatic hydrocarbon backbone as well as promising biological and optical properties. The encouraging therapeutic potential of these scaffolds has been unraveled by many studies over the past years and uncovered representants with inspiring pharmacophoric features such as the acetylcholinesterase inhibitor donezepil and the tubulin polymerization inhibitor indanocine. In this review, we summarize the last advances in the medicinal potential of hemiindigoids, with a special attention to molecular design, structure–activity relationship, ligand-target interactions, and mechanistic explanations covering their effects. As their strong fluorogenic potential and photoswitch behavior recently started to be highlighted and explored in biology, giving rise to the development of novel fluorescent probes and photopharmacological agents, we also discuss these properties in a medicinal chemistry perspective.

Details

Language :
English
ISSN :
00222623 and 15204804
Database :
OpenAIRE
Journal :
Journal of Medicinal Chemistry, Journal of Medicinal Chemistry, 2022, 65 (19), pp.12594-12625. ⟨10.1021/acs.jmedchem.2c01150⟩
Accession number :
edsair.doi.dedup.....80132056219d3f86792194fbe6f6a3c0
Full Text :
https://doi.org/10.1021/acs.jmedchem.2c01150⟩