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Inhibition of Epstein-Barr Virus by the Triterpenoid Betulin Diphosphate and Uvaol

Muhammad, Amjad (Clinical Laboratory Science Program, Eugene Applebaum College of Pharmacy and Health Sciences, Wayne State University)
Carlson, Robert M. (Department of Chemistry, University of Minnesota)
Krasutsky, Pavel (Department of Chemistry, University of Minnesota)
Karim, M.Reza-Ul (Department of Biology, College of Science and Engineering, 10 University Drive, University of Minnesota)

Publication Information

Journal of Microbiology and Biotechnology / v.14, no.5, 2004 , pp. 1086-1088 More about this Journal

Abstract

Betulin, a pentacyclic triterpenoid isolated from the bark of Betula papyrifera. Laboratory synthesized structural analogs were tested for antiviral activities against Epstein-Barr Virus (EBV) by immunofluorescent antiviral assay. Among the several analogs tested, betulin 3,28-diphosphate and uvaol exhibited significant antiviral activities against EBV. The $EC_{50}$ of betulin 3,28-diphosphate and uvaol was found to be $0.6\mu{M}$ and $0.7\mu{M}$ respectively.

Keywords

Epstein-Barr Virus (EBV); triterpenoid; antiviral;

Citations & Related Records

Times Cited By Web Of Science : 0 (Related Records In Web of Science)

Reference

1	Carlson, R. M., P.A Krasutsky, and M. R. Karim. 1998. Use of betulin and analogs thereof to treat herpes virus infection. US. Patent 5,750,578,12.05.
2	Recio M. C., R. M. Giner, S. Manez, J. Gueho, H. R. Julien, K. Hostettmann, and J. L. Rios. 1995. Investigations on the steroidal anti-inflammatory activity of triterpenoids from Diospyros leucomelas. Planta Med. 61: 9- 12.
3	Xu, H. X., F. Q. Zeng, M. Wan, and K. Y. Sim. 1996. AntiHIV triterpene acids from Genum japonicum. J. Natl Prod. 59: 643- 645.
4	Pavlova, N. I., O. V.Savinova, S. N. Nikolaeva, E. I. Boreko, and O. B. Flekhter. 2003. Antiviral activity of betulin, betulinic acid and betulonic acid against some enveloped and non-enveloped viruses. Fitoterapia 74: 489- 492.
5	Hayek, E. W. H., U. Jordis, W. Meche, and F. Sauster. 1989. A bicentennial of betulin. Phytochemistry 28: 2229- 2242.
6	Mahato, S. B. and S. Sen. 1997. Advances in triterpenoid research, 1990- 1994. Phytochemistry 44: 1185- 1236.
7	Dargan, D. J. and J. H. Subak-Sharpe. 1986. The effect of triterpenoid compounds on uninfected and herpes simplex virus-infected cells in culture. II. DNA and protein synthesis, polypeptide processing and transportation. J. Gen. Virol. 67: 1831-1850. DOI ScienceOn
8	Amjad, M., R. M. Carlson, M. A Gillespie, P. Krasutsky, I. M. Rana, and M. R. Karim. 2002. Antiviral activities of triterpenoid betulin and analogs against herpes simplex virus type 1 and 2. Pak. J. Microbiol. 2: 9- 14.
9	Hudson, J. B. 1990. Antiviral Compounds from Plants. CRC Press, Boca Raton, FL.
10	Ryu, S. Y., C. K. Lee, C. O. Lee, H. S. Kim, and O. P. Zee. 1992. Antiviral triterpenes from Prunella vulgaris. Arch. Pharm. Res. 15: 242- 245. DOI
11	Ukiya, M., T. Akihisa, H. Tokuda, K. Koike, J. Takayasu, H. Okuda, Y Kimura, T. Nikaido, and H. Nishino. 2003. Isolation, structural elucidation, and the inhibitory effects of terpenoid and lipid constituents from sunflower pollen on Epstein-Barr Virus early antigen induced by tumor promoter, TPA. J. Agric. Food Chem. 51: 2949- 2975.
12	Diallo, B., M. Vanhaelen, R. Vanhaelen-Fastre, T. Konoshima, M. Kozuka, and H. Tokuda. 1989. Studies on inhibitors of skin-tumor promotion. Inhibitory effects of triterpenes from Cochlospermum tinctorium on Epstein-Barr virus activation. J. Natl. Prod. 52: 879- 881.
13	Kashiwada, Y., J. Chiyo, Y. Ikeshiro, T. Nagao, H. Okabe, L. M. Cosentino, K. Fowke, and K. H. Lee. 2001. 3,28-DiO-( dimethylsuccinyl)-betulin isomers as anti-HIV agents. Bioorg, Med. Chem. Lett. 11: 183- 185.
14	Bringmann, G., W. Saeb, L. A Assi, G. Francois, A S. Sankara Narayanan, K. Peters, and E. M. Peters. 1997. Betulinic acid: Isolation from Triphyophyllum peltatum and Ancistrocladus heyneanus, antimalarial activity, and crystal structure of the benzyl ester. Planta Med. 63: 255- 257.
15	Baltina, L. A, O. B. Flekhter, L. R. Nigmatullina, E. I. Boreko, N. I. Pavlova, S. N. Nikolaeva, O. V. Savinova, and G. A Tolstikov. 2003. Lupane triterpenes and derivatives with antiviral activity. Bioorg. Med. Chem. 13: 3549- 3552.