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Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 12, 2010, Pages 3569-3572

Synthesis, docking studies, and evaluation of pyrimidines as inhibitors of SARS-CoV 3CL protease

(4) Ramajayam, R a Tan, Kian Pin b Liu, Hun Ge b Liang, Po Huang a,b

a INSTITUTE OF BIOLOGICAL CHEMISTRY (Taiwan)

b NATIONAL TAIWAN UNIVERSITY (Taiwan)

Author keywords

Pyrimidines; SARS CoV

Indexed keywords

2 (BENZYLTHIO) 6 OXO 4 PHENYL 1,6 DIHYDROPYRIMIDINE; PROTEINASE INHIBITOR; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CYTOTOXICITY; DRUG STRUCTURE; DRUG SYNTHESIS; IC 50; IN VITRO STUDY;

COMPUTER SIMULATION; CYSTEINE ENDOPEPTIDASES; INHIBITORY CONCENTRATION 50; MODELS, MOLECULAR; PROTEASE INHIBITORS; PROTEIN BINDING; PYRIMIDINES; SARS VIRUS; STRUCTURE-ACTIVITY RELATIONSHIP; VIRAL PROTEINS;

SARS CORONAVIRUS;

EID: 77954217014 PISSN: 0960894X EISSN: None Source Type: Journal
DOI: 10.1016/j.bmcl.2010.04.118 Document Type: Article

Times cited : (57)

References (31)

1
- 0038076030
- T.G. Ksiazek, D. Erdman, C.S. Goldsmith, S.R. Zaki, T. Peret, S. Emery, S. Tong, C. Urbani, J.A. Comer, W. Lim, P.E. Rollin, S.F. Dowell, A.-E. Ling, C.D. Humphrey, W.-J. Shieh, J. Guarner, C.D. Paddock, P. Rota, B. Fields, J. DeRisi, J.-Y. Yang, N. Cox, J.M. Hughes, J.W. LeDuc, W.J. Bellini, and L.J. Anderson N. Engl. J. Med. 348 2003 1953
- (2003) N. Engl. J. Med. , vol.348 , pp. 1953
- Ksiazek, T.G.¹ Erdman, D.² Goldsmith, C.S.³ Zaki, S.R.⁴ Peret, T.⁵ Emery, S.⁶ Tong, S.⁷ Urbani, C.⁸ Comer, J.A.⁹ Lim, W.¹⁰ Rollin, P.E.¹¹ Dowell, S.F.¹² Ling, A.-E.¹³ Humphrey, C.D.¹⁴ Shieh, W.-J.¹⁵ Guarner, J.¹⁶ Paddock, C.D.¹⁷ Rota, P.¹⁸ Fields, B.¹⁹ Derisi, J.²⁰ more..

2
- 0242717589
- J.S.M. Peiris, S.-T. Lai, L.L.-M. Poon, Y. Guan, L.Y.-C. Yam, W. Lim, J. Nicholls, W.K.-S. Yee, W.W. Yan, M.-T. Cheung, V.C.-C. Cheng, K.-H. Chan, D.N.-C. Tsang, R.W.-H. Yung, T.K. Ng, and K.-Y. Yuen Lancet 361 2003 1319
- (2003) Lancet , vol.361 , pp. 1319
- Peiris, J.S.M.¹ Lai, S.-T.² Poon, L.L.-M.³ Guan, Y.⁴ Yam, L.Y.-C.⁵ Lim, W.⁶ Nicholls, J.⁷ Yee, W.K.-S.⁸ Yan, W.W.⁹ Cheung, M.-T.¹⁰ Cheng, V.C.-C.¹¹ Chan, K.-H.¹² Tsang, D.N.-C.¹³ Yung, R.W.-H.¹⁴ Ng, T.K.¹⁵ Yuen, K.-Y.¹⁶

3
- 0037561920
- P.A. Rota, M.S. Oberste, S.S. Monroe, W.A. Nix, R. Campagnoli, J.P. Icenogle, S. Penaranda, B. Bankamp, K. Maher, M.-H. Chen, S. Tong, A. Tamin, L. Lowe, M. Frace, J.L. DeRisi, Q. Chen, D. Wang, D.D. Erdman, T.C.T. Peret, C. Burns, T.G. Ksiazek, P.E. Rollin, A. Sanchez, S. Liffick, B. Holloway, J. Limor, K. McCaustland, M. Olsen-Rasmussen, R. Fouchier, S. Gunther, A.D.M.E. Osterhaus, C. Drosten, M.A. Pallansch, L.J. Anderson, and W.J. Bellini Science 300 2003 1394
- (2003) Science , vol.300 , pp. 1394
- Rota, P.A.¹ Oberste, M.S.² Monroe, S.S.³ Nix, W.A.⁴ Campagnoli, R.⁵ Icenogle, J.P.⁶ Penaranda, S.⁷ Bankamp, B.⁸ Maher, K.⁹ Chen, M.-H.¹⁰ Tong, S.¹¹ Tamin, A.¹² Lowe, L.¹³ Frace, M.¹⁴ Derisi, J.L.¹⁵ Chen, Q.¹⁶ Wang, D.¹⁷ Erdman, D.D.¹⁸ Peret, T.C.T.¹⁹ Burns, C.²⁰ more..

4
- 12144286761
- J.-F. He, G.-W. Peng, J. Min, D.-W. Yu, W.-L. Liang, S.-Y. Zhang, R.-H. Xu, H.-Y. Zheng, X.-W. Wu, J. Xu, Z.-H. Wang, L. Fang, X. Zhang, H. Li, X.-G. Yan, J.-H. Lu, Z.-H. Hu, J.-C. Huang, Z.-Y. Wan, J.-L. Hou, J.-Y. Lin, H.-D. Song, S.-Y. Wang, X.-J. Zhou, G.-W. Zhang, B.-W. Gu, H.-J. Zheng, X.-L. Zhang, M. He, K. Zheng, B.-F. Wang, G. Fu, X.-N. Wang, S.-J. Chen, Z. Chen, P. Hao, H. Tang, S.-X. Ren, Y. Zhong, Z.-M. Guo, Q. Liu, Y.-G. Miao, X.-Y. Kong, W.-Z. He, Y.-X. Li, C.-I. Wu, G.-P. Zhao, R.W.K. Chiu, S.S.C. Chim, Y.-K. Tong, P.K.S. Chan, J.S. Tam, and Y.M.D. Lo Science 303 2004 1666
- (2004) Science , vol.303 , pp. 1666
- He, J.-F.¹ Peng, G.-W.² Min, J.³ Yu, D.-W.⁴ Liang, W.-L.⁵ Zhang, S.-Y.⁶ Xu, R.-H.⁷ Zheng, H.-Y.⁸ Wu, X.-W.⁹ Xu, J.¹⁰ Wang, Z.-H.¹¹ Fang, L.¹² Zhang, X.¹³ Li, H.¹⁴ Yan, X.-G.¹⁵ Lu, J.-H.¹⁶ Hu, Z.-H.¹⁷ Huang, J.-C.¹⁸ Wan, Z.-Y.¹⁹ Hou, J.-L.²⁰ more..

5
- 0038523806
- C. Drosten, S. Gunther, W. Preiser, S. van der Werf, H.R. Brodt, S. Becker, H. Rabenau, M. Panning, L. Kolesnikova, R.A. Fouchier, A. Berger, A.M. Burguiere, J. Cinatl, M. Eickmann, N. Escriou, K. Grywna, S. Kramme, J.C. Manuguerra, S. Muller, V. Rickerts, M. Sturmer, S. Vieth, H.D. Klenk, A.D. Osterhaus, H. Schmitz, and H.W. Doerr N. Engl. J. Med. 348 2003 1967
- (2003) N. Engl. J. Med. , vol.348 , pp. 1967
- Drosten, C.¹ Gunther, S.² Preiser, W.³ Van Der Werf, S.⁴ Brodt, H.R.⁵ Becker, S.⁶ Rabenau, H.⁷ Panning, M.⁸ Kolesnikova, L.⁹ Fouchier, R.A.¹⁰ Berger, A.¹¹ Burguiere, A.M.¹² Cinatl, J.¹³ Eickmann, M.¹⁴ Escriou, N.¹⁵ Grywna, K.¹⁶ Kramme, S.¹⁷ Manuguerra, J.C.¹⁸ Muller, S.¹⁹ Rickerts, V.²⁰ more..

6
- 69049095909
- Coronaviruses: Molecular Biology
- 3rd ed. Academic Press New York
- S.C. Baker Coronaviruses: Molecular Biology 3rd ed. Encyclopedia of Virology Vol. 1 2008 Academic Press New York 554 562
- (2008) Encyclopedia of Virology , vol.1 , pp. 554-562
- Baker, S.C.¹

7
- 3142594446
- C.-Y. Wu, J.-T. Jan, S.-H. Ma, C.-J. Kuo, H.-F. Juan, E.Y.-S. Cheng, H.-H. Hsu, H.-C. Huang, D. Wu, A. Brik, F.-S. Liang, R.-S. Liu, J.-M. Fang, S.-T. Chen, P.-H. Liang, and C.-H. Wong Proc. Natl. Acad. Sci. U.S.A. 101 2004 10012
- (2004) Proc. Natl. Acad. Sci. U.S.A. , vol.101 , pp. 10012
- Wu, C.-Y.¹ Jan, J.-T.² Ma, S.-H.³ Kuo, C.-J.⁴ Juan, H.-F.⁵ Cheng, E.Y.-S.⁶ Hsu, H.-H.⁷ Huang, H.-C.⁸ Wu, D.⁹ Brik, A.¹⁰ Liang, F.-S.¹¹ Liu, R.-S.¹² Fang, J.-M.¹³ Chen, S.-T.¹⁴ Liang, P.-H.¹⁵ Wong, C.-H.¹⁶

8
- 34948888686
- Y.-M. Shao, W.-B. Yang, H.-P. Peng, M.-F. Hsu, K.-C. Tsai, T.-H. Kuo, A.H.-J. Wang, P.-H. Liang, C.-H. Lin, A.-S. Yang, and C.-H. Wong ChemBioChem 8 2007 1654
- (2007) ChemBioChem , vol.8 , pp. 1654
- Shao, Y.-M.¹ Yang, W.-B.² Peng, H.-P.³ Hsu, M.-F.⁴ Tsai, K.-C.⁵ Kuo, T.-H.⁶ Wang, A.H.-J.⁷ Liang, P.-H.⁸ Lin, C.-H.⁹ Yang, A.-S.¹⁰ Wong, C.-H.¹¹

9
- 4644343545
- R.Y. Kao, W.H.W. Tsui, T.S.W. Lee, J.A. Tanner, R.M. Watt, J.D. Huang, L.H. Hu, G.H. Chen, Z.W. Chen, L.Q. Zhang, T. He, K.H. Chan, H. Tse, A.P.C. To, L.W.Y. Ng, B.C.W. Wong, H.W. Tsoi, D. Yang, D.D. Ho, and K.Y. Yuen Chem. Biol. 11 2004 1293
- (2004) Chem. Biol. , vol.11 , pp. 1293
- Kao, R.Y.¹ Tsui, W.H.W.² Lee, T.S.W.³ Tanner, J.A.⁴ Watt, R.M.⁵ Huang, J.D.⁶ Hu, L.H.⁷ Chen, G.H.⁸ Chen, Z.W.⁹ Zhang, L.Q.¹⁰ He, T.¹¹ Chan, K.H.¹² Tse, H.¹³ To, A.P.C.¹⁴ Ng, L.W.Y.¹⁵ Wong, B.C.W.¹⁶ Tsoi, H.W.¹⁷ Yang, D.¹⁸ Ho, D.D.¹⁹ Yuen, K.Y.²⁰ more..

10
- 5544272766
- J.E. Blanchard, N.H. Elowe, C. Huitema, P.D. Fortin, J.D. Cechetto, L.D. Eltis, and E.D. Brown Chem. Biol. 11 2004 1445 1453
- (2004) Chem. Biol. , vol.11 , pp. 1445-1453
- Blanchard, J.E.¹ Elowe, N.H.² Huitema, C.³ Fortin, P.D.⁴ Cechetto, J.D.⁵ Eltis, L.D.⁶ Brown, E.D.⁷

11
- 21044456863
- L.L. Chen, C.S. Gui, X.M. Luo, Q.G. Yang, S. Gunther, E. Scandella, C. Drosten, D. Bai, X.C. He, B. Ludewig, J. Chen, H.B. Luo, Y.M. Yang, Y.F. Yang, J.P. Zou, V. Thiel, K. Chen, J.H. Shen, S. Xu, and H.L. Jiang J. Virol. 79 2005 7095
- (2005) J. Virol. , vol.79 , pp. 7095
- Chen, L.L.¹ Gui, C.S.² Luo, X.M.³ Yang, Q.G.⁴ Gunther, S.⁵ Scandella, E.⁶ Drosten, C.⁷ Bai, D.⁸ He, X.C.⁹ Ludewig, B.¹⁰ Chen, J.¹¹ Luo, H.B.¹² Yang, Y.M.¹³ Yang, Y.F.¹⁴ Zou, J.P.¹⁵ Thiel, V.¹⁶ Chen, K.¹⁷ Shen, J.H.¹⁸ Xu, S.¹⁹ Jiang, H.L.²⁰ more..

12
- 54349125060
- Q. Yang, L. Chen, X. He, Z. Gao, X. Shen, and D. Bai Chem. Pharm. Bull. 56 2008 1400
- (2008) Chem. Pharm. Bull. , vol.56 , pp. 1400
- Yang, Q.¹ Chen, L.² He, X.³ Gao, Z.⁴ Shen, X.⁵ Bai, D.⁶

13
- 13844316622
- Z. Liu, C. Huang, K. Fan, P. Wei, H. Chen, S. Liu, J. Pei, L. Shi, B. Li, K. Yang, Y. Liu, and L. Lai J. Chem. Inf. Model. 45 2005 10 17
- (2005) J. Chem. Inf. Model. , vol.45 , pp. 10-17
- Liu, Z.¹ Huang, C.² Fan, K.³ Wei, P.⁴ Chen, H.⁵ Liu, S.⁶ Pei, J.⁷ Shi, L.⁸ Li, B.⁹ Yang, K.¹⁰ Liu, Y.¹¹ Lai, L.¹²

14
- 9744247544
- R.P. Jain, H.I. Petterson, J. Zhang, K.D. Aull, P.D. Fortin, C. Huitema, L.D. Eltis, J.C. Parrish, M.N.G. James, D.S. Wishart, and J.C. Vederas J. Med. Chem. 47 2004 6113
- (2004) J. Med. Chem. , vol.47 , pp. 6113
- Jain, R.P.¹ Petterson, H.I.² Zhang, J.³ Aull, K.D.⁴ Fortin, P.D.⁵ Huitema, C.⁶ Eltis, L.D.⁷ Parrish, J.C.⁸ James, M.N.G.⁹ Wishart, D.S.¹⁰ Vederas, J.C.¹¹

15
- 21244442337
- J.-J. Shie, J.-M. Fang, T.-H. Kuo, C.-J. Kuo, P.-H. Liang, H.-J. Huang, W.-B. Yang, C.-H. Lin, J.-L. Chen, Y.-T. Wu, and C.-H. Wong J. Med. Chem. 48 2005 4469
- (2005) J. Med. Chem. , vol.48 , pp. 4469
- Shie, J.-J.¹ Fang, J.-M.² Kuo, T.-H.³ Kuo, C.-J.⁴ Liang, P.-H.⁵ Huang, H.-J.⁶ Yang, W.-B.⁷ Lin, C.-H.⁸ Chen, J.-L.⁹ Wu, Y.-T.¹⁰ Wong, C.-H.¹¹

16
- 2142713046
- U. Bacha, J. Barrila, A. Velasquez-Campoy, S.A. Leavitt, and E. Freire Biochemistry 43 2004 4906
- (2004) Biochemistry , vol.43 , pp. 4906
- Bacha, U.¹ Barrila, J.² Velasquez-Campoy, A.³ Leavitt, S.A.⁴ Freire, E.⁵

17
- 19944378080
- L.-R. Chen, Y.-C. Wang, Y.-W. Lin, S.-Y. Chou, S.-F. Chen, L.-T. Liu, Y.-T. Wu, C.-J. Kuo, T. S.-S. Chen, and S.-H. Juang Bioorg. Med. Chem. Lett. 15 2005 3058
- (2005) Bioorg. Med. Chem. Lett. , vol.15 , pp. 3058
- Chen, L.-R.¹ Wang, Y.-C.² Lin, Y.-W.³ Chou, S.-Y.⁴ Chen, S.-F.⁵ Liu, L.-T.⁶ Wu, Y.-T.⁷ Kuo, C.-J.⁸ Chen, T.S.-S.⁹ Juang, S.-H.¹⁰

18
- 65349165577
- C.-Y. Wu, K.-Y. King, C.-J. Kuo, J.-M. Fang, Y.-T. Wu, M.-Y. Ho, C.-L. Liao, J.-J. Shie, P.-H. Liang, and C.-H. Wong Chem. Biol. 13 2006 4469
- (2006) Chem. Biol. , vol.13 , pp. 4469
- Wu, C.-Y.¹ King, K.-Y.² Kuo, C.-J.³ Fang, J.-M.⁴ Wu, Y.-T.⁵ Ho, M.-Y.⁶ Liao, C.-L.⁷ Shie, J.-J.⁸ Liang, P.-H.⁹ Wong, C.-H.¹⁰

19
- 45449096521
- U. Bacha, J. Barrila, B. Gabelli, Y. Kiso, L.M. Amzel, and E. Freire Chem. Biol. Drug Des. 72 2008 34
- (2008) Chem. Biol. Drug Des. , vol.72 , pp. 34
- Bacha, U.¹ Barrila, J.² Gabelli, B.³ Kiso, Y.⁴ Amzel, L.M.⁵ Freire, E.⁶

20
- 65349120140
- T. Regnier, D. Sarma, K. Hidaka, U. Bacha, E. Freire, Y. Hayashi, and Y. Kiso Bioorg. Med. Chem. Lett. 19 2009 2722
- (2009) Bioorg. Med. Chem. Lett. , vol.19 , pp. 2722
- Regnier, T.¹ Sarma, D.² Hidaka, K.³ Bacha, U.⁴ Freire, E.⁵ Hayashi, Y.⁶ Kiso, Y.⁷

21
- 27444437908
- A.K. Ghosh, K. Xi, K. Ratia, B.D. Santarsiero, W. Fu, B.H. Harcourt, P.A. Rota, S.C. Baker, M.E. Johnson, and A.D. Mesecar J. Med. Chem. 48 2005 6767
- (2005) J. Med. Chem. , vol.48 , pp. 6767
- Ghosh, A.K.¹ Xi, K.² Ratia, K.³ Santarsiero, B.D.⁴ Fu, W.⁵ Harcourt, B.H.⁶ Rota, P.A.⁷ Baker, S.C.⁸ Johnson, M.E.⁹ Mesecar, A.D.¹⁰

22
- 22844437876
- J.-J. Shie, J.-M. Fang, T.-H. Kuo, C.-J. Kuo, P.-H. Liang, H.-J. Huang, Y.-T. Wu, J.-T. Jan, E. Y.-S. Cheng, and C.-H. Wong Bioorg. Med. Chem. 13 2005 5240
- (2005) Bioorg. Med. Chem. , vol.13 , pp. 5240
- Shie, J.-J.¹ Fang, J.-M.² Kuo, T.-H.³ Kuo, C.-J.⁴ Liang, P.-H.⁵ Huang, H.-J.⁶ Wu, Y.-T.⁷ Jan, J.-T.⁸ Cheng, E.Y.-S.⁹ Wong, C.-H.¹⁰

23
- 34548830820
- A.K. Ghosh, K. Xi, V. Grum-Tokars, X. Xu, K. Ratia, W. Fu, K.V. Houser, S.C. Baker, M.E. Johnson, and A.D. Mesecar Bioorg. Med. Chem. Lett. 17 2007 5876
- (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 5876
- Ghosh, A.K.¹ Xi, K.² Grum-Tokars, V.³ Xu, X.⁴ Ratia, K.⁵ Fu, W.⁶ Houser, K.V.⁷ Baker, S.C.⁸ Johnson, M.E.⁹ Mesecar, A.D.¹⁰

24
- 27444440007
- U. Kaeppler, N. Stiefl, M. Schiller, R. Vicik, A. Breuning, W. Schmitz, D. Rupprecht, C. Schmuck, K. Baumann, J. Ziebuhr, and T.A. Schirmeister J. Med. Chem. 48 2005 6832
- (2005) J. Med. Chem. , vol.48 , pp. 6832
- Kaeppler, U.¹ Stiefl, N.² Schiller, M.³ Vicik, R.⁴ Breuning, A.⁵ Schmitz, W.⁶ Rupprecht, D.⁷ Schmuck, C.⁸ Baumann, K.⁹ Ziebuhr, J.¹⁰ Schirmeister, T.A.¹¹

25
- 4444368730
- J.T.A. Hsu, C.J. Kuo, H.P. Hsieh, Y.C. Wang, K.K. Huang, C.P.C. Lin, P.F. Huang, X. Chen, and P.H. Liang FEBS Lett. 574 2004 116
- (2004) FEBS Lett. , vol.574 , pp. 116
- Hsu, J.T.A.¹ Kuo, C.J.² Hsieh, H.P.³ Wang, Y.C.⁴ Huang, K.K.⁵ Lin, C.P.C.⁶ Huang, P.F.⁷ Chen, X.⁸ Liang, P.H.⁹

26
- 58649118410
- C.J. Kuo, H.G. Liu, Y.K. Lo, C.M. Seong, K.I. Lee, Y.S. Jung, and P.H. Liang FEBS Lett. 583 2009 549
- (2009) FEBS Lett. , vol.583 , pp. 549
- Kuo, C.J.¹ Liu, H.G.² Lo, Y.K.³ Seong, C.M.⁴ Lee, K.I.⁵ Jung, Y.S.⁶ Liang, P.H.⁷

27
- 77951863779
- T.Y. Ahn, C.J. Kuo, H.G. Liu, D.C. Ha, P.H. Liang, and Y.S. Jung Bull. Korean Chem. Soc. 31 2010 87
- (2010) Bull. Korean Chem. Soc. , vol.31 , pp. 87
- Ahn, T.Y.¹ Kuo, C.J.² Liu, H.G.³ Ha, D.C.⁴ Liang, P.H.⁵ Jung, Y.S.⁶

28
- 77954217998
- V.J. Ram, D.A. Vanden Berghe, and A.J. Vlietinck J. Heterocycl. Chem. 21 1984 307
- (1984) J. Heterocycl. Chem. , vol.21 , pp. 307
- Ram, V.J.¹ Vanden Berghe, D.A.² Vlietinck, A.J.³

29
- 73449129700
- 3S: C, 54.21; H, 2.78; N, 14.05. Found: C, 54.18; H, 2.85; N, 14.01.
- (2009) Arch. Pharm. , vol.342 , pp. 710
- Ramajayam, R.¹ Mahera, N.B.² Neamati, N.³ Yadav, M.R.⁴ Giridhar, R.⁵

30
- 2442435903
- C.J. Kuo, Y.H. Chi, J.T.A. Hsu, and P.H. Liang Biochem. Biophys. Res. Commun. 318 2004 862
- (2004) Biochem. Biophys. Res. Commun. , vol.318 , pp. 862
- Kuo, C.J.¹ Chi, Y.H.² Hsu, J.T.A.³ Liang, P.H.⁴

31
- 0345255626
- H. Yang, M. Yang, Y. Ding, Y. Liu, Z. Lou, Z. Zhou, L. Sun, L. Mo, S. Ye, H. Pang, G.F. Gao, K. Anard, M. Bartlam, R. Hilgenfeld, and Z. Rao Proc. Natl. Acad. Sci. U.S.A. 100 2003 13190
- (2003) Proc. Natl. Acad. Sci. U.S.A. , vol.100 , pp. 13190
- Yang, H.¹ Yang, M.² Ding, Y.³ Liu, Y.⁴ Lou, Z.⁵ Zhou, Z.⁶ Sun, L.⁷ Mo, L.⁸ Ye, S.⁹ Pang, H.¹⁰ Gao, G.F.¹¹ Anard, K.¹² Bartlam, M.¹³ Hilgenfeld, R.¹⁴ Rao, Z.¹⁵

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