Antiviral Activity of Diterpene Esters on Chikungunya Virus and HIV Replication

Journal of Natural Products

Volumn 78, Issue 6, 2015, Pages 1277-1283

  Nothias Scaglia, Louis Félix ^a,b   Pannecouque, Christophe ^c   Renucci, Franck ^a   Delang, Leen ^c   Neyts, Johan ^c   Roussi, Fanny ^b   Costa, Jean ^a   Leyssen, Pieter ^c   Litaudon, Marc ^b   Paolini, Julien ^a  

^a UNIVERSITÉ DE CORSE   (France)

^b INSTITUT DE CHIMIE DES SUBSTANCES NATURELLES   (France)

^c REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; DITERPENE ESTER DERIVATIVE; ESTER; UNCLASSIFIED DRUG; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; DITERPENE; INGENANE; JATROPHANE; MEZEREIN; PHORBOL 13 ACETATE 12 MYRISTATE; PHORBOL ESTER; PHORBOL-12,13-DIDECANOATE;

ANTIVIRAL ACTIVITY; ARTICLE; CELL FUNCTION; CHIKUNGUNYA VIRUS; EC50; HUMAN IMMUNODEFICIENCY VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2; NONHUMAN; TUMOR PROMOTION; VIRUS REPLICATION; CHEMICAL STRUCTURE; CHEMISTRY; DNA REPLICATION; DRUG EFFECTS; EUPHORBIACEAE; HIV INFECTIONS; ISOLATION AND PURIFICATION;

CHIKUNGUNYA VIRUS; EUPHORBIACEAE; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2;

ANTI-HIV AGENTS; ANTIVIRAL AGENTS; CHIKUNGUNYA VIRUS; DITERPENES; DNA REPLICATION; ESTERS; EUPHORBIACEAE; HIV INFECTIONS; HIV-1; HIV-2; MOLECULAR STRUCTURE; PHORBOL ESTERS; TETRADECANOYLPHORBOL ACETATE; VIRUS REPLICATION;

EID: 84933056387     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/acs.jnatprod.5b00073     Document Type: Article

References (58)

1. Powers, A. Res. Rep. Trop. Med. 2015, 6, 11-19
2. Charrel, R. N.; Leparc-Goffart, I.; Gallian, P.; de Lamballerie, X. Clin. Microbiol. Infect. 2014, 20, 662-663
3. Thiberville, S.-D.; Moyen, N.; Dupuis-Maguiraga, L.; Nougairede, A.; Gould, E. A.; Roques, P.; de Lamballerie, X. Antiviral Res. 2013, 99, 345-370
4. Singh, P.; Chhabra, M.; Mittal, V.; Sharma, P.; Rizvi, M. A.; Chauhan, L.; Rai, A. Vaccine Dev. Ther. 2013, 35-46
5. Kaur, P.; Chu, J. J. H. Drug Discovery Today 2013, 18, 969-983
6. Rashad, A. A.; Mahalingam, S.; Keller, P. A. J. Med. Chem. 2014, 57, 1147-1166
7. Allard, P.-M.; Leyssen, P.; Martin, M.-T.; Bourjot, M.; Dumontet, V.; Eydoux, C.; Guillemot, J.-C.; Canard, B.; Poullain, C.; Guéritte, F.; Litaudon, M. Phytochemistry 2012, 84, 160-168
8. Corlay, N.; Delang, L.; Girard-Valenciennes, E.; Neyts, J.; Clerc, P.; Smadja, J.; Guéritte, F.; Leyssen, P.; Litaudon, M. Fitoterapia 2014, 97, 87-91
9. Bourjot, M.; Leyssen, P.; Neyts, J.; Dumontet, V.; Litaudon, M. Molecules 2014, 19, 3617-3627
10. Nothias-Scaglia, L.-F.; Retailleau, P.; Paolini, J.; Pannecouque, C.; Neyts, J.; Dumontet, V.; Roussi, F.; Leyssen, P.; Costa, J.; Litaudon, M. J. Nat. Prod. 2014, 77, 1505-1512
11. Bourjot, M.; Delang, L.; Nguyen, V. H.; Neyts, J.; Guéritte, F.; Leyssen, P.; Litaudon, M. J. Nat. Prod. 2012, 75, 2183-2187
12. Evans, F. J.; Schmidt, R. J. Inflammation 1979, 3, 215-223
13. Opferkuch, H. J.; Hecker, E. J. Cancer Res. Clin. Oncol. 1982, 103, 255-268
14. Evans, F. J.; Taylor, S. E. Fortschr. Chem. Org. Naturstoffe 1983, 44, 1-99
15. Furstenberger, G.; Hecker, E. Z. Naturforsch. C 1985, 40, 631-646
16. Krauter, G.; Von Der Lieth, C.-W.; Schmidt, R.; Hecker, E. Eur. J. Biochem. 1996, 242, 417-427
17. Saraiva, L.; Fresco, P.; Pinto, E.; Gonçalves, J. Eur. J. Pharmacol. 2004, 491, 101-110
18. Goel, G.; Makkar, H. P. S.; Francis, G.; Becker, K. Int. J. Toxicol. 2007, 26, 279-288
19. Das, J.; Rahman, G. M. Chem. Rev. 2014, 114, 12108-12131
20. Ogbourne, S. M.; Parsons, P. G. Fitoterapia 2014, 98, 36-44
21. Boyle, G. M.; D'Souza, M. M. A.; Pierce, C. J.; Adams, R. A.; Cantor, A. S.; Johns, J. P.; Maslovskaya, L.; Gordon, V. A.; Reddell, P. W.; Parsons, P. G. PLoS One 2014, 9, e108887
22. El-Mekkawy, S.; Meselhy, M. R.; Nakamura, N.; Hattori, M.; Kawahata, T.; Otake, T. Phytochemistry 2000, 53, 457-464
23. Márquez, N.; Calzado, M. A.; Sánchez-Duffhues, G.; Pérez, M.; Minassi, A.; Pagani, A.; Appendino, G.; Diaz, L.; Muñoz-Fernández, M. á.; Muñoz, E. Biochem. Pharmacol. 2008, 75, 1370-1380
24. Hossain Chowdhury, M. I.; Koyanagi, Y.; Kobayashi, S.; Hamamoto, Y.; Yoshiyama, H.; Yoshida, T.; Yamamoto, N. Virology 1990, 176, 126-132
25. Hattori, M. U.S. Pat. 6,268,395 B1, 2001.
26. Davies, A. H.; Grand, R. J.; Evans, F. J.; Rickinson, A. B. J. Virol. 1991, 65, 6838-6844
27. McLean, J. R.; Plant, M.; Lecuyer, D. W.; Davidson, C.; Truong, J. J. Pharm. Pharmacol. 1995, 47, 263-263
28. Appendino, G.; Cravotto, G.; Palmisano, G.; Annunziata, R.; Szallasi, A. J. Med. Chem. 1996, 39, 3123-3131
29. Ralevic, V.; Jerman, J. C.; Brough, S. J.; Davis, J. B.; Egerton, J.; Smart, D. Biochem. Pharmacol. 2003, 65, 143-151
30. El-Mekkawy, S.; Meselhy, M. R.; Abdel-Hafez, A. A.-M.; Nakamura, N.; Hattori, M.; Kawahata, T.; Otake, T. Chem. Pharm. Bull. 2002, 50, 523-529
31. AIDS Research Alliance. Moving Ahead: Prostratin Experiments Requested by the FDA. http://aidsresearch.org/news-events/news/moving-ahead-prostratin-experiments-requested-by-the-fda (accessed Apr 3, 2015).
32. Bocklandt, S.; Blumberg, P. M.; Hamer, D. H. Antiviral Res. 2003, 59, 89-98
33. Roivainen, R.; Messing, R. O. FEBS Lett. 1993, 319, 31-34
34. Kiley, S. C.; Olivier, A. R.; Gordge, P. C.; Ryves, W. J.; Evans, F. J.; Ways, D. K.; Parker, P. J. Carcinogenesis 1994, 15, 319-324
35. Fujiwara, M.; Okamoto, M.; Ijichi, K.; Tokuhisa, K.; Hanasaki, Y.; Katsuura, K.; Uemura, D.; Shigeta, S.; Konno, K.; Yokota, T. Arch. Virol. 1998, 143, 2003-2010
36. Warrilow, D.; Gardner, J.; Darnell, G. A.; Suhrbier, A.; Harrich, D. AIDS Res. Hum. Retroviruses 2006, 22, 854-864
37. Pandeló José, D.; Bartholomeeusen, K.; da Cunha, R. D.; Abreu, C. M.; Glinski, J.; da Costa, T. B. F.; Bacchi Rabay, A. F. M.; Pianowski Filho, L. F.; Dudycz, L. W.; Ranga, U.; Peterlin, B. M.; Pianowski, L. F.; Tanuri, A.; Aguiar, R. S. Virology 2014, 462-463, 328-339
38. Jiang, G.; Mendes, E. A.; Kaiser, P.; Sankaran-Walters, S.; Tang, Y.; Weber, M. G.; Melcher, G. P.; Thompson, G. R.; Tanuri, A.; Pianowski, L. F.; Wong, J. K.; Dandekar, S. AIDS 2014, 28, 1555-1566
39. Larsson, J.; Gottfries, J.; Muresan, S.; Backlund, A. J. Nat. Prod. 2007, 70, 789-794
40. Rosén, J.; Lövgren, A.; Kogej, T.; Muresan, S.; Gottfries, J.; Backlund, A. J. Comput.-Aided Mol. Des. 2008, 23, 253-259
41. Hecker, E.; Schmidt, R. Forstchr. Chem. Org. Naturstoffe 1974, 31, 377-467
42. Adolf, W.; Hecker, E. Isr. J. Chem. 1977, 16, 75-83
43. Hecker, E. Bot. J. Linn. Soc. 1987, 94, 197-219
44. Rippmann, F. Quant. Struct.-Act. Relat. 1990, 9, 1-5
45. Castagna, M.; Takai, Y.; Kaibuchi, K.; Sano, K.; Kikkawa, U.; Nishizuka, Y. J. Biol. Chem. 1982, 257, 7847-7851
46. Mochly-Rosen, D.; Henrich, C. J.; Cheever, L.; Khaner, H.; Simpson, P. C. Cell Regul. 1990, 1, 693-706
47. Mochly-Rosen, D.; Gordon, A. S. FASEB J. 1998, 12, 35-42
48. Wang, Q. J.; Bhattacharyya, D.; Garfield, S.; Nacro, K.; Marquez, V. E.; Blumberg, P. M. J. Biol. Chem. 1999, 274, 37233-37239
49. Wang, Q. J.; Fang, T.-W.; Fenick, D.; Garfield, S.; Bienfait, B.; Marquez, V. E.; Blumberg, P. M. J. Biol. Chem. 2000, 275, 12136-12146
50. Golding, H.; Manischewitz, J.; Vujcic, L.; Blumenthal, R.; Dimitrov, D. S. J. Virol. 1994, 68, 1962-1969
51. Erickson, K. L.; Beutler, J. A.; Cardellina, J. H.; McMahon, J. B.; Newman, D. J.; Boyd, M. R. J. Nat. Prod. 1995, 58, 769-772
52. Gustafson, K. R.; Cardellina, J. H.; McMahon, J. B.; Gulakowski, R. J.; Ishitoya, J.; Szallasi, Z.; Lewin, N. E.; Blumberg, P. M.; Weislow, O. S. J. Med. Chem. 1992, 35, 1978-1986
53. Kedei, N.; Lundberg, D. J.; Toth, A.; Welburn, P.; Garfield, S. H.; Blumberg, P. M. Cancer Res. 2004, 64, 3243-3255
54. Litaudon, M.; Nothias, L.; Allard, P.; Bourjot, M.; Dumontet, V.; Guéritte, F.; Delang, L.; Pannecouque, C.; Leyssen, P. Planta Med. 2013, 79, PN44.
55. Pauwels, R.; Balzarini, J.; Baba, M.; Snoeck, R.; Schols, D.; Herdewijn, P.; Desmyter, J.; De Clercq, E. J. Virol. Methods 1988, 20, 309-321
56. R. Core Team. R: A Language and Environment for Statistical Computing; R Foundation for Statistical Computing: Vienna, 2014.
57. Fox, J. J. Stat. Softw. 2005, 14 (i09).
58. Bolboaca, S.-D.; Jäntschi, L. Leonardo J. Sci. 2006, 9, 179-200