Inhibition of SARS-CoV 3CL protease by flavonoids

Journal of Enzyme Inhibition and Medicinal Chemistry

Volumn 35, Issue 1, 2020, Pages 145-151

  Jo, Seri ^a   Kim, Suwon ^a   Shin, Dong Hae ^a   Kim, Mi Sun ^a  

^a Ewha Womans University   (South Korea)

Author keywords

flavonoid; FRET; inhibitory compounds; SARS CoV; SARS CoV 3CLpro

Indexed keywords

3 CHYMOTRYPSIN LIKE PROTEASE; AMENTOFLAVONE; ANTIVIRUS AGENT; CYSTEINE PROTEINASE; FLAVONOID; HERBACETIN; KAEMPFEROL; MORIN; PECTOLINARIN; RHOIFOLIN; TRITON X 100; TRYPTOPHAN; UNCLASSIFIED DRUG; VIRUS ENZYME; 3C-LIKE PROTEASE, SARS CORONAVIRUS; ENZYME INHIBITOR; VIRAL PROTEIN;

ANTIVIRAL ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG BINDING SITE; DRUG PROTEIN BINDING; ENZYME ACTIVITY; ENZYME INHIBITION; FLUORESCENCE RESONANCE ENERGY TRANSFER; MOLECULAR DOCKING; NONHUMAN; PRIORITY JOURNAL; PROTEIN DEGRADATION; SARS CORONAVIRUS; SEVERE ACUTE RESPIRATORY SYNDROME; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG EFFECT; ENZYMOLOGY; HUMAN; ISOLATION AND PURIFICATION; METABOLISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTIVIRAL AGENTS; CYSTEINE ENDOPEPTIDASES; DOSE-RESPONSE RELATIONSHIP, DRUG; ENZYME INHIBITORS; FLAVONOIDS; HUMANS; MOLECULAR STRUCTURE; SARS VIRUS; STRUCTURE-ACTIVITY RELATIONSHIP; VIRAL PROTEINS;

EID: 85074960169     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.1080/14756366.2019.1690480     Document Type: Article

References (30)

1. Lai MM, Cavanagh D. The molecular biology of coronaviruses. Adv Virus Res 1997;48:1–100.
2. Mesel-Lemoine M, Millet J, Vidalain P-O, et al. A human coronavirus responsible for the common cold massively kills dendritic cells but not monocytes. J Virol 2012;86:7577–87.
3. de Wit E, van Doremalen N, Falzarano D, Munster VJ. SARS and MERS: recent insights into emerging coronaviruses. Nat Rev Microbiol 2016;14:523–34.
4. Drosten C, Günther S, Preiser W, et al. Identification of a novel coronavirus in patients with severe acute respiratory syndrome. N Engl J Med 2003;348:1967–76.
5. Donnelly CA, Ghani AC, Leung GM, et al. Epidemiological determinants of spread of causal agent of severe acute respiratory syndrome in Hong Kong. Lancet 2003;361:1761–6.
6. Li W, Shi Z, Yu M, et al. Bats are natural reservoirs of SARS-like coronaviruses. Science 2005;310:676–9.
7. Lau JT, Yang X, Pang E, et al. SARS-related perceptions in Hong Kong. Emerg Infect Dis 2005;11:417–24.
8. Ren Z, Yan L, Zhang N, et al. The newly emerged SARS-like coronavirus HCoV-EMC also has an “Achilles' heel”: current effective inhibitor targeting a 3C-like protease. Protein Cell 2013;4:248–50.
9. Kilianski A, Mielech AM, Deng X, Baker SC. Assessing activity and inhibition of Middle East respiratory syndrome coronavirus papain-like and 3C-like proteases using luciferase-based biosensors. J Virol 2013;87:11955–62.
10. Neddle D, Lountos GT, Waugh DS. Structures of the Middle East respiratory syndrome coronavirus 3C-like protease reveal insights into substrate specificity. Acta Crystallogr 2015;D71:1102–11.
11. Chuck CP, Chow HF, Wan DC, Wong KB. Profiling of substrate specificities of 3C-like proteases from group 1, 2a, 2b, and 3 coronaviruses. PLoS One 2011;6:e27228.
12. Liu Y-C, Huang V, Chao T-C, et al. Screening of drugs by FRET analysis identifies inhibitors of SARS-CoV 3CL protease. Biochem Biophys Res Commun 2005;333:194–9.
13. Yang L, Lin J, Zhou B, et al. Activity of compounds from Taxillus sutchuenensis as inhibitors of HCV NS3 serine protease. Nat Prod Res 2017;31:487–91.
14. Jucá MM, Cysne Filho FMS, de Almeida JC, et al. Flavonoids: biological activities and therapeutic potential. Nat Prod Res 2018;16:1–14.
15. Frabasile S, Koishi AC, Kuczera D, et al. The citrus flavanone naringenin impairs dengue virus replication in human cells. Sci Rep 2017;7:41864.
16. Kiat TS, Pippen R, Yusof R, et al. Inhibitory activity of cyclohexenyl chalcone derivatives and flavonoids of fingerroot, Boesenbergia rotunda (L.), towards dengue-2 virus NS3 protease. Bioorg Med Chem Lett 2006;16:3337–40.
17. Zakaryan H, Arabyan E, Oo A, Zandi K. Flavonoids: promising natural compounds against viral infections. Arch Virol 2017;162:2539–51.
18. Kuo C-J, Chi Y-H, Hsu JT, Liang P-H. Characterization of SARS main protease and inhibitor assay using a fluorogenic substrate. Biochem Biophys Res Commun 2004;318:862–7.
19. Wu A, Wang Y, Zeng C, et al. Prediction and biochemical analysis of putative cleavage sites of the 3C-like protease of Middle East respiratory syndrome coronavirus. Virus Res 2015;208:56–65.
20. Lin H, Lan J, Guan M, et al. Spectroscopic investigation of interaction between mangiferin and bovine serum albumin. Spectrochim Acta A Mol Biomol Spectrosc 2009;73:936–41.
21. Sherman W, Day T, Jacobson MP, et al. Novel procedure for modeling ligand/receptor induced fit effects. J Med Chem 2006;49:534–53.
22. Jacobson MP, Pincus DL, Rapp CS, et al. A hierarchical approach to all-atom protein loop prediction. Proteins 2004;55:351–67.
23. Friesner RA, Murphy RB, Repasky MP, et al. Extra precision glide: docking and scoring incorporating a model of hydrophobic enclosure for protein-ligand complexes. J Med Chem 2006;49:6177–96.
24. Pohjala L, Tammela P. Aggregating behavior of phenolic compounds–a source of false bioassay results? Molecules (Basel, Switzerland) 2012;17:10774–90.
25. Burak M, Imen Y. Flavonoids and their antioxidant properties. Turkiye Klin Tip Bil Derg 1999;19:296–304.
26. Ovando C, Hernandez D, Hernandez E, et al. Chemical studies of anthocyanins: a review. Food Chem 2009;113:859–71.
27. Lee Y, Yuk D, Lee J, et al. Epigallocatechin-3-gallate prevents lipopolysaccharide-induced elevation of β-amyloid generation and memory deficiency. Brain Res 2009;1250:164–74.
28. Ryu YB, Jeong HJ, Kim JH, et al. Biflavonoids from Torreya nucifera displaying SARS-CoV 3CL(pro) inhibition. Bioorg Med Chem 2010;18:7940–11947.
29. Nguyen TT, Woo HJ, Kang HK, et al. Flavonoid-mediated inhibition of SARS coronavirus 3C-like protease expressed in Pichia pastoris. Biotechnol Lett 2012;34:831–8.
30. Schwarz S, Sauter D, Wang K, et al. Kaempferol derivatives as antiviral drugs against the 3a channel protein of coronavirus. Planta Med 2014;80:177–82.