Chalcones as novel influenza A (H1N1) neuraminidase inhibitors from Glycyrrhiza inflata

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 1, 2011, Pages 294-298

  Dao, Trong Tuan ^a   Nguyen, Phi Hung ^a   Lee, Hong Sik ^b   Kim, Eunhee ^b   Park, Junsoo ^c   Lim, Seong Il ^d   Oh, Won Keun ^a  

^a Chosun University   (South Korea)

^b ChoongAng Vaccine Laboratories Ltd   (South Korea)

^c Yonsei University Wonju   (South Korea)

^d Korea Food Research Institute   (South Korea)

Author keywords

Glycyrrhiza inflata; Influenza A; Licochalcone G; Neuraminidase inhibitors; Novel influenza H1N1; Oseltamivir resistance

Indexed keywords

5 PRENYLBUTEIN; CHALCONE DERIVATIVE; ECHINANTIN; ISOLIQUIRITIGENIN; KANZONOL; LICOAGROCHALCONE A; LICOCHALCONE A; LICOCHALCONE D; LICOCHALCONE G; OSELTAMIVIR; SIALIDASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG ISOLATION; DRUG POTENTIATION; DRUG STRUCTURE; ENZYME ACTIVITY; ENZYME INHIBITION; GLYCYRRHIZA; GLYCYRRHIZA INFLATA; IC 50; INFLUENZA VIRUS A H1N1; INFLUENZA VIRUS A H9N2; NONHUMAN;

AMINO ACID SUBSTITUTION; ANTIVIRAL AGENTS; CELL LINE; CHALCONES; DRUG RESISTANCE, VIRAL; ENZYME INHIBITORS; GLYCYRRHIZA; HUMANS; INFLUENZA A VIRUS, H1N1 SUBTYPE; INFLUENZA A VIRUS, H9N2 SUBTYPE; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR CONFORMATION; MUTATION; NEURAMINIDASE;

GLYCYRRHIZA INFLATA; INFLUENZA A VIRUS; ORTHOMYXOVIRIDAE; SUIDAE;

EID: 78650513858     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.11.016     Document Type: Article

References (27)

1. A. Sakudo, K. Baba, M. Tsukamoto, A. Sugimoto, T. Okada, T. Kobayashi, N. Kawashita, T. Takagi, and K. Ikuta Bioorg. Med. Chem. 17 2009 752
2. P.E. Wright, G. Neumann, and Kawaoka In Field's Virology 2007 Lippincott, Williams and Wilkins Philadelphia
3. G.M. Air, and W.G. Laver Proteins 6 1989 341
4. D.J. Bucher, and P. Palese The Biologically Active Proteins of Influenza Virus: Neuraminidase 1975 Academic New York, NY
5. J. Zhang, K.Q. Yu, W. Zhua, and H. Jiang Bioorg. Med. Chem. Lett. 16 2006 3009
6. K. Subbarao, and T. Joseph Nat. Rev. Immunol. 7 2007 267
7. D.M. Ryan, J. Ticehurst, and M.H. Dempsey Antimicrob. Agents Chemother. 39 1995 2583
8. E. De Clercq Nat. Rev. Drug. Disc. 5 2006 1015
9. M.N. Asl, and H. Hosseinzadeh Phytother. Res. 22 2008 709
10. C. Fiore, M. Eisenhut, R. Krausse, E. Ragazzi, D. Pellati, D. Armanini, and J. Bielenberg Phytother. Res. 22 2008 141
11. R = 60.0 min, 8.0 mg).
12. 5, 354.1467).
13. Q.L. Wang, F.S.C. Lee, and X. Wang J. Chromatogr., A 1048 2004 51
14. K. Kajiyama, S. Demizu, Y. Hiraga, K. Kinoshita, K. Koyama, K. Takahashi, Y. Tamura, K. Okada, and T. Kinoshita Phytochemistry 31 1992 3229
15. A. Yenesew, M. Induli, S. Derese, J.O. Midiwo, M. Heydenreich, M.G. Peter, H. Akala, J. Wangui, P. Liyala, and N.C. Waters Phytochemistry 65 2004 3029
16. C.J. Ma, G.S. Li, D.L. Zhang, K. Liu, and X. Fan J. Chromatogr., A 1078 2005 188
17. Y. Asada, W. Li, and T. Yoshikawa Phytochemistry 47 1998 389
18. T. Fukai, J. Nishizawa, and T. Nomura Phytochemistry 35 1994 515
19. T.N.A. Nguyen, T.T. Dao, B.T. Tung, H. Choi, E. Kim, J. Park, S.I. Lim, and W.K. Oh Food Chem. 124 2011 437
20. Dao, T. T.; Tung, B. T.; Nguyen, P. H.; Thuong, P. T.; Yoo, S. S.; Kim, E.; Kim, S. K.; Oh, W. K. J. Nat. Prod. 2010, [Epub ahead of print].
21. H.C. Hung, C.P. Tseng, J.M. Yang, Y.W. Ju, S.N. Tseng, Y.F. Chen, Y.S. Chao, H.P. Hsieh, S.R. Shih, and J.T.A. Hsu Antiviral Res. 81 2009 123
22. Y.B. Ryu, M.J.C. Long, J.W. Lee, H.W. Ryu, J.Y. Kim, W.S. Lee, and K.H. Park Bioorg. Med. Chem. Lett. 19 2009 4912
23. H.J. Jeong, Y.B. Ryu, S.J. Park, J.H. Kim, H.J. Kwon, J.H. Kim, K.H. Park, M.C. Rho, and W.S. Lee Bioorg. Med. Chem. 17 2009 6816
24. Y.B. Ryu, M.J.C. Long, J.H. Kim, S.H. Jeong, M.S. Yang, K.W. Lee, W.S. Lee, and K.H. Park Bioorg. Med. Chem. Lett. 18 2008 6046
25. E.A. Govorkova, H.B. Fang, M. Tan, and R.G. Webster Antimicrob. Agents Chemother. 48 2004 4855
26. N.A. Ilyushina, E. Hoffmann, R. Salomon, R.G. Webster, and E.A. Govorkova Antiviral Ther. 12 2007 363
27. N.A. Ilyushina, N.V. Bovin, R.G. Webster, and E.A. Govorkova Antiviral Res. 70 2006 121