Hydrogen-bond-assisted topochemical synthesis of a multivalent zwitterionic tetramer via concomitant cross- and homo [2+2] photocycloadditions. Theoretical antiviral activity against SARS-CoV-2

Escalona A.; Heinemann F.W.; Briceño A.; Alvarado Y.J.; Paz J.L.; Lossada C.; González-Paz L.; Toro R.; Henao J.A. · New Journal of Chemistry (2023) · DOI: 10.1039/d3nj04041k

Resumen

Compound [(3-H2PA)(HCh)]·2H2O (1) represents a novel example of an ionic co-crystal that undergoes regioselectively a triple photoreaction to form a rare multivalent tetramolecular zwitterion (2) with a pentacyclic ladderane-like core in high yield. Molecular docking and molecular dynamics show that this molecule can bind well to the interface between the spike protein of SARS-CoV-2 and the cell surface receptor ACE2 with which it forms a complex to facilitate infection. At the same time, it could theoretically decrease viral replication.

Instituciones: Universidad Nacional Mayor de San Marcos