A3- and A2B-fluorocorroles: synthesis, X-ray characterization and antiviral activity evaluation against human cytomegalovirus infection† †Electronic supplementary information (ESI) available: 1H and 19F NMR spectra, MALDI/TOF LRMS and ESI HR-MS spectra, HPLC chromatograms of the reported corroles 1–29. Miscellaneous precursor syntheses. Plate layout for combinatorial studies of compound 17 and ganciclovir. Crystal and experimental data for compounds 15–17 and 19–21. CCDC 1910514–1910519. For ESI

• Published in: RSC medicinal chemistry Vol. 11; no. 7; pp. 783 - 801
• Main Authors: Kappler-Gratias, Sandrine, Bucher, Léo, Desbois, Nicolas, Rousselin, Yoann, Bystricky, Kerstin, Gros, Claude P., Gallardo, Franck
• Format: Journal Article
• Language: English
• Published: Royal Society of Chemistry 13.07.2020
• Subjects: Chemistry
• ISSN: 2632-8682
• DOI: 10.1039/d0md00127a

New generation of anti hCMV molecules: 29 fluorinated corroles were studied for their antiviral activity evaluation against human cytomegalovirus infection and maximum activity is achieved for A 2 B-corroles with SI above 400. 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 A 3 -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 A 2 B-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.