Synthesis of Hetaryl-Substituted Asymmetric Porphyrins and Their Affinity to SARS-CoV-2 Helicase

S A Syrbu; A N Kiselev; M A Lebedev; Yu A Gubarev; E S Yurina; N Sh Lebedeva

doi:10.1134/S1070363221060098

Synthesis of Hetaryl-Substituted Asymmetric Porphyrins and Their Affinity to SARS-CoV-2 Helicase

Russ J Gen Chem. 2021;91(6):1039-1049. doi: 10.1134/S1070363221060098. Epub 2021 Jul 30.

Authors

S A Syrbu¹, A N Kiselev^{1

2}, M A Lebedev^{1

2}, Yu A Gubarev¹, E S Yurina¹, N Sh Lebedeva¹

Affiliations

¹ G.A. Krestov Institute of Solution Chemistry of the Russian Academy of Sciences, 153045 Ivanovo, Russia.
² Ivanovo State University of Chemistry and Technology, 153000 Ivanovo, Russia.

Abstract

Novel porphyrin compounds containing benzothiazole, benzoxazole, and benzimidazole moieties have been prepared and their structures have been confirmed. Molecular docking of non-symmetric hetaryl-substituted porphyrins and chlorin e6 with SARS-CoV-2 helicase has been carried out. The affinity of hetaryl-substituted porphyrins to this protein has been found significantly higher than that of the drugs approved by the FDA and chlorin e6. The structure of the complexes of SARS-CoV-2 helicase with the considered macroheterocyclic compounds has been analyzed. Possible ways to inhibit and photoinactivate SARS-CoV helicase have been suggested basing on the localization of porphyrins and chlorin e6 in the helicase domains.

Keywords: SARS-CoV-2 virus; helicase; inactivation; inhibition; molecular docking; porphyrins.