Beauvericin and enniatins H, i and MK1688 are new potent inhibitors of human immunodeficiency virus type-1 integrase

Journal of Antibiotics

Volumn 62, Issue 12, 2009, Pages 687-690

  Shin, Cha Gyun ^a   An, Dog Gn ^a   Song, Hyuk Hwan ^a   Lee, Chan ^a  

^a Chung Ang University   (South Korea)

Author keywords

Beauvericin; Enniatins; HIV 1; Inhibitor; Integrase

Indexed keywords

ANTIRETROVIRUS AGENT; BEAUVERICIN; ENNIATIN; ENNIATIN H; ENNIATIN I; INTEGRASE INHIBITOR; MK 1688; RNA DIRECTED DNA POLYMERASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; DRUG MANUFACTURE; FUSARIUM OXYSPORUM; HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 1 INFECTION; IC 50; IN VITRO STUDY; LEUKEMIA; MOLONEY LEUKEMIA ONCOVIRUS; NONHUMAN; PRIORITY JOURNAL; PROTEIN ANALYSIS;

ANTI-HIV AGENTS; DEPSIPEPTIDES; HIV INTEGRASE; HIV-1; INTEGRASE INHIBITORS; INTEGRASES; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; MOLONEY MURINE LEUKEMIA VIRUS; VIRAL PROTEINS;

HUMAN IMMUNODEFICIENCY VIRUS 1; MOLONEY MURINE LEUKEMIA VIRUS;

EID: 73649094425     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.1038/ja.2009.102     Document Type: Article

References (22)

1. Barr-Sinoussi, F. et al. Isolation of a T-lymphotropic retrovirus from a patient at risk for acquired immune deficiency syndrome (AIDS). Science 220, 868-870 (1983).
2. Asante-Appiah, E. & Skalka, A. M. Molecular mechanisms in retrovirus DNA integration. Antiviral Res. 36, 139-156 (1997).
3. Brown, P. O., Coffin, J. M., Hughes, S. H. & Varmus, H. E. Retroviruses 161-162 (Cold Spring Harbor Lab Press, New York, 1997).
4. Pommier, Y., Johnson, A. A. & Marchand, C. Integrase inhibitors to treat HIV/AIDS. Nat. Rev. 4, 236-248 (2005).
5. McKee, T. C. et al. Isolation and characterization of new anti-HIV and cytotoxic leads from plants, marine, and microbial organisms. J. Nat. Prod. 60, 431-438 (1997).
6. Song, H. H., Ahn, J. H., Lim, Y. H. & Lee, C. Analysis of beauvericin and unusual enniatins co-produced by Fusarium oxysporum FB1501 (KFCC 11363P). J. Microbiol. Biotechnol. 16, 1111-1119 (2006).
7. Lee,H.S.et al. Cytotoxicities of enniatins H, I, and MK1688 from Fusarium oxysporum KFCC 11363P. Toxicon 51, 1178-1185 (2008).
8. Song, H. H., Lee, H. S., Jeong, J. H., Park, H. S. & Lee, C. Diversity in beauvericin and enniatins H, I, and MK1688 by Fusarium oxysporum isolated from potato. Int. J. Food Microbiol. 122, 296-301 (2008).
9. Kim, H. J., Woo, E. R., Shin, C. G. & Park, H. A new flavonol glycoside gallate ester from Acer okamatoannum and its inhibitory activity against human immunodeficiency virus-1integrase. J. Nat. Prod. 61, 145-148 (1998).
10. Mazumder, A. et al. Probing interactions between viral DNA and human immunodeficiency virus type I integrase using dinucleotides. Mol. Pharmacol. 51, 567-575 (1997).
11. Faulkner, D. J. Marine natural products. Nat. Prod. Rep. 5, 613-663 (1998).
12. Rosen, M. K. & Schreiber, S. L. Natural products as probes in the study of cellular functions: investigation of immunophilins. Angew. Chem. 104, 413-430 (1992).
13. Breithaupt, H. The new antibiotics. Nat. Biotech. 17, 1165-1169 (1999).
14. Davies, J. S. in Cyclic Polymers (ed Semlyen, J.A.) 85-124 (Kluwer Academic Publishers, The Netherlands, 2000).
15. Kohil, R. M., Walsh, C. T. & Burkart, M. D. Biomimetic synthesis and optimization of cyclic peptide antibiotics. Nature 418, 658-661 (2002).
16. Hamill, R. L., Higgens, C. E., Boaz, H. E. & Gorman, M. The structure of beauvericin, a new depsipeptide antibiotic toxic to Artemia salina. Tetrahedron Lett. 49, 4255-4258 (1969).
17. Sagakuchi, M. et al. in Proceedings of First Asian Conference of Plant Pathology 269-279 (Kuala Lumpur, Malaysia, 2000).
18. Nilanonta, C. et al. Unusual enniatins produced by the insect pathogenic fungus Vertocillium hemipterigenum: isolation and studies on precursor-directed biosynthesis. Tetrahedron 59, 1015-1020 (2003).
19. Fesen, M. R. et al. Inhibition of HIV-1 integrase by flavones, caffeic acid phenethyl ester (CAPE) and related compounds. Biochem. Pharmacol. 48, 595-608 (1994).
20. Lutzke, R. A. P., Eppens, N. A., Weber, P. A. & Houghten, R. A. Identification of a hexapeptide inhibitor of the human immunodeficiency virus integrase protein by using a combinatorial chemical library. Proc. Natl Acad. Sci. USA 92, 11456-11460 (1995).
21. Maroun, R. G. et al. Peptide inhibitors of HIV-1 integrase dissocate the enzyme oligomers. Biochemistry 40, 13840-13848 (2001).
22. Ceccherini-Silberstein, F. et al. Characterization and structural analysis of HIV-1 integrase conservation. AIDS Rev. 11, 17-29 (2009).