Simple criterion for selection of flavonoid compounds with anti-HIV activity

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 5, 2007, Pages 1226-1232

  Veljkovic, Veljko ^a   Mouscadet, Jean François ^b   Veljkovic, Nevena ^a   Glisic, Sanja ^a   Debyser, Zeger ^c  

^a UNIVERSITY OF BELGRADE   (Serbia)

^b Ecole Normale Superieure de Cachan   (France)

^c Molecular Virology and Gene Therapy   (Belgium)

Author keywords

Anti HIV compounds; Flavonoids; In silico screening

Indexed keywords

3 METHOXYFLAVONE; 3' ACETOXY 4',7 DIMETHOXYFLAVONE; 3',4' DIHYDROXYFLAVONE; 3',4',5',6,7 PENTAMETHOXYFLAVONE; 3',4',5,6 TETRAMETHOXYFLAVONE; 3',4',5,6,7 PENTAMETHOXYFLAVONE; 3',4',5,7 TETRAHYDROXY 6 METHOXYFLAVONE; 3,3',4',5 TETRAHYDROXY 7 METHOXYFLAVONE; 3,3',4',5',7 PENTAHYDROXYFLAVONE; 4',5 DIHYDROXY 3',5' DIMETHOXY 6,7 (2'', 2'' DIMETHYLPYRAN)FLAVONE; 4',5 DIHYDROXY 7 METHOXYFLAVONE; 4',5,6 TRIHYDROXYFLAVONE 3',5',7 TRIMETHOXYFLAVONE; 4',5,6,7 TETRAMETHOXYFLAVONE; 5 HYDROXY 3',4',5 TRIMETHOXY 6,7 (2'',2'' DIMETHYLPYRAN)FLAVONE; 5 HYDROXY 5,7,3',5' TETRAMETHOXYFLAVONE; 6,7 DIHYDROXYFLAVONE; 7 HYDROXY 3,4' DIMETHOXYFLAVONE; 7 HYDROXYFLAVONE; ACACETIN; APIGENIN; CHRYSIN; FISETIN; FLAVONE DERIVATIVE; FLAVONOID; KAEMPFEROL; MORIN; MYRICETIN; QUERCETAGETIN; QUERCETIN; TANGERETIN; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ANTIVIRAL ACTIVITY; ARTICLE; DRUG SCREENING; DRUG STRUCTURE; HUMAN IMMUNODEFICIENCY VIRUS;

ANTI-HIV AGENTS; COMPUTATIONAL BIOLOGY; FLAVONOIDS; HUMANS; MODELS, MOLECULAR; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 33846959847     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.12.029     Document Type: Article

References (45)

1. Brown P.O. In: Coffin J.M., Hughes S.H., and Varmus H.E. (Eds). Retroviruses (1997), Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY 161-203
2. Hazuda D.J., Young S.D., Guare J.P., Anthony N.J., Gomez R.P., Wai J.S., Vacca J.P., Handt L., Motzel S.L., Klein H.J., Dornadula G., Danovich R.M., Witmer M.V., Wilson K.A., Tussey L., Schleif W.A., Gabryelski L.S., Jin L., Miller M.D., Casimiro D.R., Emini E.A., and Shiver J.W. Science 305 (2004) 528
3. Hazuda D.J., Anthony N.J., Gomez R.P., Jolly S.M., Wai J.S., Zhuang L., Fisher T.E., Embrey M., Guare Jr. J.P., Egbertson M.S., Vacca J.P., Huff J.R., Felock P.J., Witmer M.V., Stillmock K.A., Danovich R., Grobler J., Miller M.D., Espeseth A.S., Jin L., Chen I.W., Lin J.H., Kassahun K., Ellis J.D., Wong B.K., Xu W., Pearson P.G., Schleif W.A., Cortese R., Emini E., Summa V., Holloway M.K., and Young S.D. Proc. Natl. Acad. Sci. U.S.A. 101 (2004) 11233
4. Hazuda D.J., Felock P., Witmer M., Wolfe A., Stillmock K., Grobler J.A., Espeseth A., Gabryelski L., Schleif W., Blau C., and Miller M.D. Science 287 (2000) 646
5. Bonnenfant S., Thomas C.M., Vita C., Subra F., Deprez E., Zouhiri F., Desmaele D., D'Angelo J., Mouscadet J.F., and Leh H. J. Virol. 78 (2004) 5728
6. Bukovsky A., and Gottlinger H. J. Virol. 70 (1996) 6820
7. Engelman A., Englund G., Orenstein J.M., Martin M.A., and Craigie R. J. Virol. 69 (1995) 2729
8. Shin C.-G., Taddeo B., Haseltine W.A., and Farnet C.M. J. Virol. 64 (1994) 2421
9. Wu X., Liu H., Xiao H., Conway J.A., Hehl E., Kalpana G.V., Prasad V., and Kappes J.C. J. Virol. 73 (1999) 2126
10. Dvorin J.D., Bell P., Maul G.G., Yamashita M., Emerman M., and Malim M.H. J. Virol. 76 (2002) 12087
11. Gulick R.M. Clin. Microbiol. Infect. 9 (2003) 186
12. Pluymers W., De Clercq E., and Debyser Z. Curr. Drug Targets Infect. Disord. 1 (2001) 133
13. Fesen M.R., Leteurtre F., Hiroguchi S., Yung J., and Kohn K.W. Biochem. Pharmacol. 48 (1994) 595
14. Di Santo R., Costi R., Artico M., Tramontano E., La Colla P., and Pani A. Pure Appl. Chem. 75 (2003) 195
15. Souza Jr. J., de Almeida Santos R.H., Ferreira M.M.C., Molfetta F.A., Camargo A.J., Honoro K.M., and da Silva A.B.F. Eur. J. Med. Chem. 38 (2003) 929
16. Lameira J., Medeiros I.G., Reis M., Santos A.S., and Alves C.N. Bioorg. Med. Chem. 14 (2006) 7105
17. Fröhlich H. Int. J. Quantum Chem. 2 (1968) 641
18. Fröhlich H. Nature 228 (1970) 1093
19. Fröhlich H. Proc. Natl. Acad. Sci. U.S.A. 72 (1975) 4211
20. Veljkovic V. A theoretical approach to preselection of carcinogens and chemical carcinogenesis (1980), Gordon & Breach, New York
21. Veljkovic V., and Lalovic D. Cancer Biochem. Biophys. 1 (1976) 95
22. Veljkovic V., and Slavic I. Phys. Rev. Lett. 29 (1972) 105
23. Veljkovic V. Phys. Lett. 45A (1973) 41
24. Veljkovic V., and Lalovic D. Phys. Lett. 45A (1973) 59
25. Veljkovic V., and Lalovic D. Experientia 33 (1977) 1228
26. Veljkovic V., and Lalovic D. Experientia 34 (1977) 1342
27. Ajdacic V., and Veljkovic V. Experientia 34 (1978) 633
28. Veljkovic V., and Ajdacic V. Experientia 34 (1978) 639
29. Fesen M.R., Pommier Y., Leteurtre F., Hiroguchi S., Yung J., and Kohn K.W. Biochem. Pharmacol. 48 (1994) 595
30. Lipinski C.A., Lombardo F., Dominy B.W., and Feeney J.P. Adv. Drug Del. Rev. 46 (2001) 3
31. Kashiwada Y., Aoshima A., Ikeshiro Y., Chen J.P., Furukawa H., Itoigawa M., Fujiok T., Mihashi K., Cosentino L.M., Morris-Natschke S.L., and Lee K.H. Bioorg. Med. Chem. 13 (2005) 443
32. Rowley D.C., Hansen M.S.T., Rhodes D., Sotriffer C.A., Ni H., McCammon D.B., Bushman F.D., and Fenical W. Bioorg. Med. Chem. 10 (2002) 3619
33. Harborne J.B., Mabry T.J., and Mabry H. The Flavonoids (1975), Academic Press, New York
34. In: Harborne J.B. (Ed). The Flavonoids, Advances in Research Since 1980 (1988), Chapman and Hall, New York
35. Winkler P., Ellinger S., Boetzer A.M., Arendt B.M., Berthold H.K., Rockstroh J.K., Spengler U., and Goerlich R. Eur. J. Clin. Nutr. 58 (2004) 317
36. Holden J.M., Bhagwat S.A., Haytowitz D.B., Gebhardt S.E., Dwyer J.T., Peterson J., Beecher G.R., Eldridge A.L., and Balentine D. J. Food Compost. Anal. 18 (2005) 829
37. Liu S., Lu H., Zhao Q., He Y., Niu J., Debnath A.K., Wu S., and Jiang S. Biochem. Biophys. Acta 1723 (2005) 270
38. Min B.S., Tomiyama M., Ma C.M., Nakamura N., and Hattori M. Chem. Pharm. Bull. (Tokyo) 49 (2001) 546
39. Mahmood N., Piacente S., Pizza C., Burke A., Khan A.I., and Hay A.J. Biochem. Biophys. Res. Commun. 229 (1996) 73
40. Ono K., and Nakane H. J. Biochem. (Tokyo) 108 (1990) 609
41. Ono K., Nakane H., Fukushima M., Cherman J.C., and Barre-Sinoussi F. Eur. J. Biochem. 190 (1990) 469
42. Tewtrakul S., Miyashiro H., Nakamura N., Hattori M., Kawahata T., Otake T., Yoshinaga T., Fujiwara T., Supavita T., Yuenyongsawad S., Rattanasuwon P., and Dej-Adisai S. Phytother. Res. 17 (2003) 232
43. Xu H.-X., Wan M., Dong H., But P.P.-H., and Foo L.Y. Biol. Pharm. Bull. 23 (2000) 1072
44. Moore P.S., and Pizza C. Biochem. J. 288 (1992) 717
45. Williamson M.P., McCormick T.G., Nance C.L., and Shearer W.T. Allergy Clin. Immunol. 118 (2006) 1369