A3- and A2B-fluorocorroles: synthesis, X-ray characterization and antiviral activity evaluation against human cytomegalovirus infection

RSC Med Chem. 2020 Jul 13;11(7):783-801. doi: 10.1039/d0md00127a.

Sandrine Kappler-Gratias ¹, Léo Bucher ², Nicolas Desbois ², Yoann Rousselin ², Kerstin Bystricky ³ ⁴, Claude P Gros ², Franck Gallardo ¹

Affiliations

1 NeoVirTech , SAS , Institut des Technologies Avancées en sciences du Vivant (CNRS USR3505) , 1 place Pierre Potier, Oncopole , 31106 Toulouse , France . Email: [email protected].
2 Institut de Chimie Moléculaire de l'Université de Bourgogne (ICMUB) , UMR CNRS 6302 , Université Bourgogne Franche-Comté , 9 Avenue Alain Savary, BP 47870 , 21078 Dijon Cedex , France . Email: [email protected].
3 Centre de Biologie Intégrative (CBI) , Laboratoire de Biologie Moléculaire Eucaryote (LBME) , University of Toulouse , UPS , CNRS , Route de Narbonne , F-31062 Toulouse , France.
4 Institut Universitaire de France (IUF) , France.

PMID: 33479675 DOI: 10.1039/d0md00127a

Abstract

Twenty-nine fluorinated corroles were prepared, spectroscopically characterized, and studied for their Antiviral activity against human cytomegalovirus Infection. Six corroles were also fully characterized by X-ray crystallography giving insights on their geometrical features. The halogenated corroles reported herein exhibit significantly improved Antiviral activity over their non-halogenated counterparts and over nitro-corrole analogs previously reported. Full activity of thirteen A₃-corroles is achieved with four fluorine atoms present on the meso-phenyl ring reaching a selectivity index above 300. The maximum activity is achieved for A₂B-corroles with selectivity indexes above 400. We thus demonstrate that the fluorocorrole is a highly potent platform to synthesize a new generation of anti hCMV molecules.

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