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Journal of Antibiotics

Journal of Antibiotics

IF: 2.1
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Evaluation of A-ring hydroxymethylene-amino- triterpenoids as inhibitors of SARS-CoV-2 spike pseudovirus and influenza H1N1

Published:24 November 2023 DOI: 10.1038/s41429-023-00677-0 PMID: 38001284
Oxana Kazakova, Xinyuan Ma, Elena Tretyakova, Irina Smirnova, Alexander Slita, Ekaterina Sinegubova, Vladimir Zarubaev, Hongwei Jin, Demin Zhou, Sulong Xiao

Abstract

A set of triterpene A-ring hydroxymethylene-amino-derivatives was synthesized and their antiviral activity was studied. The synthesized compounds were tested for their potential inhibition of SARS-CoV-2 pseudovirus in BHK-21-hACE2 cells and influenza A/PuertoRico/8/34 (H1N1) virus in MDCK cell culture. Compounds 6, 8 and 19 showed significant anti-SARS-CoV-2 pseudovirus activity with EC50 value of 3.20-11.13?μM, which is comparable to the positive control amodiaquine (EC50 3.17?μM). Among them, 28-O-imidazolyl-azepano-betulin 6 and C3-hydroxymethylene-amino-glycyrrhetol-11,13-diene 19 were identified as the lead compounds with SI values of 7 and 10. The binding mode of compound 6 into the RBD domain of SARS-CoV-2 spike glycoprotein (PDB code: 7DK3) by docking and molecular dynamics simulation was investigated.

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