Design, Synthesis, Molecular Docking Analysis and Biological Evaluations of 4-[(Quinolin-4-yl)amino]benzamide Derivatives as Novel Anti-Influenza Virus Agents
In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the targe...
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| Published in | International journal of molecular sciences Vol. 23; no. 11; p. 6307 |
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| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
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04.06.2022
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| Abstract | In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the target compounds. The target compound G07 demonstrated significant anti-influenza virus A/WSN/33 (H1N1) activity both in cytopathic effect assay (EC50 = 11.38 ± 1.89 µM) and plaque inhibition assay (IC50 = 0.23 ± 0.15 µM). G07 also exhibited significant anti-influenza virus activities against other three different influenza virus strains A/PR/8 (H1N1), A/HK/68 (H3N2) and influenza B virus. According to the result of ribonucleoprotein reconstitution assay, G07 could interact well with ribonucleoprotein with an inhibition rate of 80.65% at 100 µM. Furthermore, G07 exhibited significant activity target PA−PB1 subunit of RNA polymerase according to the PA−PB1 inhibitory activity prediction by the best pharmacophore Hypo1. In addition, G07 was well drug-likeness based on the results of Lipinski’s rule and ADMET prediction. All the results proved that 4-[(quinolin-4-yl)amino]benzamide derivatives could generate potential candidates in discovery of anti-influenza virus agents. |
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| AbstractList | In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the target compounds. The target compound
demonstrated significant anti-influenza virus A/WSN/33 (H1N1) activity both in cytopathic effect assay (EC
= 11.38 ± 1.89 µM) and plaque inhibition assay (IC
= 0.23 ± 0.15 µM).
also exhibited significant anti-influenza virus activities against other three different influenza virus strains A/PR/8 (H1N1), A/HK/68 (H3N2) and influenza B virus. According to the result of ribonucleoprotein reconstitution assay,
could interact well with ribonucleoprotein with an inhibition rate of 80.65% at 100 µM. Furthermore,
exhibited significant activity target PA-PB1 subunit of RNA polymerase according to the PA-PB1 inhibitory activity prediction by the best pharmacophore Hypo1. In addition,
was well drug-likeness based on the results of Lipinski's rule and ADMET prediction. All the results proved that 4-[(quinolin-4-yl)amino]benzamide derivatives could generate potential candidates in discovery of anti-influenza virus agents. In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the target compounds. The target compound G07 demonstrated significant anti-influenza virus A/WSN/33 (H1N1) activity both in cytopathic effect assay (EC50 = 11.38 ± 1.89 µM) and plaque inhibition assay (IC50 = 0.23 ± 0.15 µM). G07 also exhibited significant anti-influenza virus activities against other three different influenza virus strains A/PR/8 (H1N1), A/HK/68 (H3N2) and influenza B virus. According to the result of ribonucleoprotein reconstitution assay, G07 could interact well with ribonucleoprotein with an inhibition rate of 80.65% at 100 µM. Furthermore, G07 exhibited significant activity target PA−PB1 subunit of RNA polymerase according to the PA−PB1 inhibitory activity prediction by the best pharmacophore Hypo1. In addition, G07 was well drug-likeness based on the results of Lipinski’s rule and ADMET prediction. All the results proved that 4-[(quinolin-4-yl)amino]benzamide derivatives could generate potential candidates in discovery of anti-influenza virus agents. In this study, a series of 4-[(quinolin-4-yl)amino]benzamide derivatives as the novel anti-influenza agents were designed and synthesized. Cytotoxicity assay, cytopathic effect assay and plaque inhibition assay were performed to evaluate the anti-influenza virus A/WSN/33 (H1N1) activity of the target compounds. The target compound G07 demonstrated significant anti-influenza virus A/WSN/33 (H1N1) activity both in cytopathic effect assay (EC 50 = 11.38 ± 1.89 µM) and plaque inhibition assay (IC 50 = 0.23 ± 0.15 µM). G07 also exhibited significant anti-influenza virus activities against other three different influenza virus strains A/PR/8 (H1N1), A/HK/68 (H3N2) and influenza B virus. According to the result of ribonucleoprotein reconstitution assay, G07 could interact well with ribonucleoprotein with an inhibition rate of 80.65% at 100 µM. Furthermore, G07 exhibited significant activity target PA−PB1 subunit of RNA polymerase according to the PA−PB1 inhibitory activity prediction by the best pharmacophore Hypo1. In addition, G07 was well drug-likeness based on the results of Lipinski’s rule and ADMET prediction. All the results proved that 4-[(quinolin-4-yl)amino]benzamide derivatives could generate potential candidates in discovery of anti-influenza virus agents. |
| Author | Meng, Chu-Ren Wang, Jian Xu, Jing Zhang, Chao Tang, Yun-Sang Zhang, De-Liang Hu, Chun Huang, Er-Fang Shaw, Pang-Chui |
| AuthorAffiliation | 1 Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China; zhangchaoylh@126.com (C.Z.); mengchuren@163.com (C.-R.M.); xujing9998881111@163.com (J.X.); zhangdeliang1230@163.com (D.-L.Z.); jianwang@email.com (J.W.); huang222fang@163.com (E.-F.H.) 2 School of Life Sciences, The Chinese University of Hong Kong, Shatin, Hong Kong 999077, China; samtys0910@gmail.com |
| AuthorAffiliation_xml | – name: 1 Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China; zhangchaoylh@126.com (C.Z.); mengchuren@163.com (C.-R.M.); xujing9998881111@163.com (J.X.); zhangdeliang1230@163.com (D.-L.Z.); jianwang@email.com (J.W.); huang222fang@163.com (E.-F.H.) – name: 2 School of Life Sciences, The Chinese University of Hong Kong, Shatin, Hong Kong 999077, China; samtys0910@gmail.com |
| Author_xml | – sequence: 1 givenname: Chao orcidid: 0000-0002-0166-7873 surname: Zhang fullname: Zhang, Chao – sequence: 2 givenname: Yun-Sang surname: Tang fullname: Tang, Yun-Sang – sequence: 3 givenname: Chu-Ren orcidid: 0000-0002-1183-0136 surname: Meng fullname: Meng, Chu-Ren – sequence: 4 givenname: Jing surname: Xu fullname: Xu, Jing – sequence: 5 givenname: De-Liang surname: Zhang fullname: Zhang, De-Liang – sequence: 6 givenname: Jian surname: Wang fullname: Wang, Jian – sequence: 7 givenname: Er-Fang surname: Huang fullname: Huang, Er-Fang – sequence: 8 givenname: Pang-Chui surname: Shaw fullname: Shaw, Pang-Chui – sequence: 9 givenname: Chun orcidid: 0000-0003-2919-2870 surname: Hu fullname: Hu, Chun |
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| CitedBy_id | crossref_primary_10_1016_j_bioorg_2024_107703 crossref_primary_10_1016_j_ijbiomac_2024_132748 crossref_primary_10_3390_biomedicines11102686 crossref_primary_10_2174_0115734064280150231212113012 crossref_primary_10_1016_j_ijbiomac_2023_126109 crossref_primary_10_1016_j_ejmech_2023_115775 crossref_primary_10_1016_j_jff_2023_105418 crossref_primary_10_1021_acs_jmedchem_4c00319 |
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| Keywords | 4-[(quinolin-4-yl)amino]benzamide derivatives pharmacophore RNA-dependent RNA polymerase anti-influenza virus molecular dynamics simulation |
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| SubjectTerms | Acids Avian flu Cytotoxicity Drug resistance Genomes Hydrocarbons Pharmaceutical industry Proteins RNA polymerase Viral infections Viruses |
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| Title | Design, Synthesis, Molecular Docking Analysis and Biological Evaluations of 4-[(Quinolin-4-yl)amino]benzamide Derivatives as Novel Anti-Influenza Virus Agents |
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