I₂-Catalyzed Carbonylation of α-Methylene Ketones to Synthesize 1,2-Diaryl Diketones and Antiviral Quinoxalines in One Pot

Abstract

An efficient approach for the synthesis of 1,2-diaryl diketones was developed from readily available α-methylene ketones by catalysis of I 2 . In the same oxidation system, a novel one-pot procedure was established for the construction of antiviral and anticancer quinoxalines. The reactions proceeded well with a wide variety of substrates and good functional group tolerance, affording desired compounds in moderate to excellent yields. Quinoxalines 4ca and 4ad inhibited viral entry of SARS-CoV-2 spike pseudoviruses into HEK-293T-ACE2 h host cells as dual blockers of both human ACE2 receptor and viral spike RBD with IC 50 values of 19.70 and 21.28 μM, respectively. In addition, cytotoxic evaluation revealed that 4aa, 4ba, 4ia, and 4ab suppressed four cancer cells with IC 50 values ranging from 6.25 to 28.55 μM.

Anti-Entry Activity of Natural Flavonoids against SARS-CoV-2 by Targeting Spike RBD

“…Thirty-one flavonoids ( Figure 1 ) were firstly evaluated for their inhibitory activity against SARS-CoV-2 entry into host cells using a well-established SARS-CoV-2 pseudovirus assay [ 35 , 36 , 37 , 38 ]. Cepharanthine, a reported inhibitor of viral entry, was used as a positive control [ 41 , 42 ].…”

“…SARS-CoV-2 pseudovirus was prepared by the same approach as previously published [ 35 , 36 , 37 , 38 ]. The spike protein expression plasmid (pcDNA3.1-SARS-CoV-2-Spike-Myc) was co-transfected with the HIV backbone vector pNL4-3.Luc.R-E- into HEK-293T cells by the Lipo8000 transfection reagent.…”

Investigating the microbial inactivation effect of low temperature high pressure carbon dioxide and its application in frozen prawn (Penaeus vannamei)

“…SARS-CoV-2 Spike pseudovirus was quantified according to its instruction from Sino Biological and Kong et al (2022) . As the SARS-CoV-2 Spike pseudovirus had luciferase reporter gene, luciferase would express in 293T cell (OEC001, Sino Biological, China) after infection.…”

Integrated network pharmacology analysis, molecular docking, LC-MS analysis and bioassays revealed the potential active ingredients and underlying mechanism of Scutellariae radix for COVID-19

“…A SARS-CoV-2 spike pseudovirus was constructed according to our published protocol ( Kong et al, 2021 ; Xu et al, 2022 ). This pseudovirus system contains both the SARS-CoV-2’s spike protein and the Firefly luciferase reporter gene, which was employed to quantify compounds’ capacity to inhibit virus’s entry into host cells by measuring the luciferase’s activity after infection of HEK-293T-ACE2 h cells.…”