Design and synthesis of novel nitrogen-containing polyhydroxylated aromatics as HIV-1 integrase inhibitors from caffeic acid phenethyl ester

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 16, 2009, Pages 4574-4578

  Wang, Peng ^a   Liu, Chuan ^a   Sanches, Tino ^b   Zhong, Yuan ^a   Liu, Bo ^a   Xiong, Junlong ^a   Neamati, Nouri ^b   Zhao, Guisen ^a  

^a SHANDONG UNIVERSITY   (China)

^b UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

Antiviral; Caffeic acid phenethyl ester; HIV; Integrase inhibitors

Indexed keywords

CAFFEIC ACID PHENETHYL ESTER; INTEGRASE INHIBITOR;

ARTICLE; DRUG ACTIVITY; DRUG DESIGN; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; STRUCTURE ACTIVITY RELATION;

CAFFEIC ACIDS; DRUG DESIGN; HIV INTEGRASE; HIV INTEGRASE INHIBITORS; HUMANS; NITROGEN; PHENYLETHYL ALCOHOL; STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 67651114003     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.06.100     Document Type: Article

References (21)

1. Vodicka M.A. Somat. Cell Mol. Genet. 26 (2001) 35
2. Pommier Y., Johnson A.A., and Marchand C. Nat. Rev. Drug Disc. 4 (2005) 236
3. Zhao G.S., Wang C., Liu C., and Lou H.X. Mini-Rev. Med. Chem. 7 (2007) 707
4. Jing N.J., Marchand C., Liu J., Mitra R., Hogan M.E., and Pommier Y. J. Biol. Chem. 275 (2000) 21460
5. Krajewski K., Long Y.Q., Marchand C., Pommier Y., and Roller P.P. Bioorg. Med. Chem. Lett. 13 (2003) 3203
6. De Soultrait V.R., Desjobert C., and Tarrago-Litvak L. Curr. Med. Chem. 10 (2003) 1765
7. Xu Y.W., Zhao G.S., Shin C.G., Zang H.C., Lee C.K., and Lee Y.S. Bioorg. Med. Chem. 11 (2003) 3589
8. Costi R., Santo R.D., Artico M., Massa S., Ragno R., Loddo R., La Colla M., Tramontano E., La Colla P., and Pani A. Bioorg. Med. Chem. 12 (2004) 199
9. Bénard C., Zouhiri F., Normand-Bayle M., Danet M., Desmaële D., Leh H., Mouscadet J.F., Mbemba G., Thomas C.M., Bonnenfant S., Le Bret M., and d'Angelo J. Bioorg. Med. Chem. Lett. 14 (2004) 2473
10. Zhao H., Neamati N., Sunder S., Hong H.X., Wang S.M., Milne G.W.A., Pommier Y., and Burke Jr. T.R. J. Med. Chem. 40 (1997) 937
11. Sato M., Motomura T., Aramaki H., Matsuda T., Yamashita M., Ito Y., Kawakami H., Matsuzaki Y., Watanabe W., Yamataka K., Ikeda S., Kodama E., Kodama E., Matsuoka M., and Shinkai H. J. Med. Chem. 49 (2006) 1506
12. Zhang X.C., Neamati N., Lee Y.K., Orr A., Brown R.D., Whitaker N., Pommier Y., and Burke Jr. T.R. Bioorg. Med. Chem. 9 (2001) 1649
13. Charvat T.T., Lee D.J., Robinson W.E., and Chamberlin A.R. Bioorg. Med. Chem. 14 (2006) 4552
14. Neamati N., Lin Z.W., Karki R.G., Orr A., Cowansage K., Strumberg D., Pais G.C., Voigt J.H., Nicklaus M.C., Winslow H.E., Zhao H., Turpin J.A., Yi J., Skalka A.M., Burke T.R., and Pommier Jr. Y. J. Med. Chem. 45 (2002) 5661
15. Tchertanov L., and Mouscadet J.F. J. Med. Chem. 50 (2007) 1133
16. Kawasuji T., Fuji M., Yoshinaga T., Sato A., Fujiwara T., and Kiyama R. Bioorg. Med. Chem. 14 (2006) 8420
17. Dayam R., Al-Mawsawi L.Q., and Neamati N. Drugs R. D. 8 (2007) 155
18. King P.J., Ma G., Miao W.F., Jia Q., McDougall B.R., Reinecke M.G., Cornell C., Kuan J., Kim T.R., and Robinson Jr. W.E. J. Med. Chem. 42 (1999) 497
19. Supuran C.T., Innocenti A., Mastrolorenzo A., and Scozzafava A. Mini-Rev. Med. Chem. 4 (2004) 189
20. Barbaro G., Scozzafava A., Mastrolorenzo A., and Supuran C.T. Curr. Pharm. Des. 11 (2005) 1805
21. See the Supplementary data.