Diketopiperazines from the Cordyceps-colonizing fungus Epicoccum nigrum

Journal of Natural Products

Volumn 72, Issue 12, 2009, Pages 2115-2119

  Guo, Huijuan ^a   Sun, Bingda ^a   Gao, Hao ^b   Chen, Xulin ^c   Liu, Shuchun ^a   Yao, Xinsheng ^b   Liu, Xingzhong ^a   Che, Yongsheng ^a  

^a INSTITUTE OF MICROBIOLOGY   (China)

^b JINAN UNIVERSITY   (China)

^c WUHAN INSTITUTE OF VIROLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

DIPHENYLALAZINE A; DIPHENYLALAZINE B; EPICOCCIN E; EPICOCCIN F; EPICOCCIN G; EPICOCCIN H; PIPERAZINEDIONE; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CORDYCEPS; EPICOCCUM NIGRUM; FERMENTATION; FUNGUS; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ANALYSIS; VIRUS REPLICATION; X RAY CRYSTALLOGRAPHY;

ANTI-HIV AGENTS; CORDYCEPS; CRYSTALLOGRAPHY, X-RAY; DIKETOPIPERAZINES; HIV-1; HUMANS; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE, BIOMOLECULAR; TIBET;

CORDYCEPS; EPICOCCUM NIGRUM; FUNGI; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 74049138325     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np900654a     Document Type: Article

References (28)

1. Bull, S. D.; Davies, S. G.; Parkin, R. M.; Sancho, F. S. J. Chem. Soc., Perkin Trans. 1 1998, 2313-2319.
2. Ding, G.; Jiang, L.; Guo, L.; Chen, X.; Zhang, H.; Che, Y. J. Nat. Prod. 2008, 71, 1861-1865.
3. Kamei, H.; Oka, M.; Hamagishi, Y.; Tomita, K.; Komishi, M.; Oki, T. J. Antibiot. 1990, 43, 1018-1020.
4. Li, Y.; Li, X. F.; Kim, S. K.; Kang, J. S.; Choi, H. D.; Rho, J. R.; Son, B. W. Chem. Pharm. Bull. 2004, 52, 375-376.
5. Tan, R. X.; Jensen, P. R.; Williams, P. G.; Fenical, W. J. Nat. Prod. 2004, 67, 1374-1382.
6. Kleinwachter, P.; Dahse, H. M.; Luhmann, U.; Schlegel, B.; Dornberger, K. J. Antibiot. 2001, 54, 521-525.
7. Byeng, W. S.; Jensen, P. R.; Kauffman, C. A.; Fenical, W. Nat. Prod. Lett. 1999, 13, 213-222.
8. Chen, Y. Q.; Wang, N.; Qu, L. H.; Li, T. H.; Zhang, W. M. Biochem. Syst. Ecol. 2001, 29, 597-607.
9. Paterson, R. R. Phytochemistry 2008, 69, 1469-1495.
10. Guo, H.; Hu, H.; Liu, S.; Liu, X.; Zhou, Y.; Che, Y. J. Nat. Prod. 2007, 70, 1519-1521.
11. Zhang, Y.; Liu, S.; Liu, X.; Che, Y. J. Nat. Prod. 2007, 70, 1522-1525.
12. Zhang, Y.; Liu, S.; Liu, X.; Liu, H.; Che, Y. J. Nat. Prod. 2009, 72, 1364-1367.
13. Flack, H. D. Acta Crystallogr. A 1983, 39, 876-881.
14. Sugawara, K.; Sugawara, F.; Strobel, G. A.; Fu, Y. L.; Heng, C. H.; Clardy, J. J. Org. Chem. 1985, 50, 5631-5633.
15. Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512-519.
16. Ohtani, I.; Kusumi, T.; Kashman, Y.; Kakisawa, H. J. Am. Chem. Soc. 1991, 113, 4092-4096.
17. Marfey, P. Carlsberg Res. Commun. 1984, 49, 591-596.
18. Gardiner, D. M.; Waring, P.; Howlett, B. J. Microbiology 2005, 151, 1021-1032.
19. Bryans, J.; Charlton, P.; Robinson, I. C.; Collins, M.; Faint, R.; Latham, C.; Shaw, I.; Trew, S. J. Antibiot. 1996, 49, 1014-1021.
20. Doekel, S.; Marahiel, M. A. Chem. Biol. 2000, 7, 373-384.
21. Schultz, A. W.; Oh, D. C.; Carney, J. R.; Williamson, R. T.; Udwary, D. W.; Jensen, P. R.; Gould, S. J.; Fenical, W.; Moore, B. S. J. Am. Chem. Soc. 2008, 130, 4507-4516.
22. Balibar, C. J.; Walsh, C. T. Biochemistry 2006, 45, 15029-15038.
23. Gondry, M.; Sauguet, L.; Belin, P.; Thai, R.; Amourous, R.; Telier, C.; Tuphile, K.; Jacquet, M.; Braud, S.; Courcon, M.; Masson, C.; Dubois, S.; Lautru, S.; Lecoq, A.; Hashimoto, S.; Genet, R.; Pernodet, J. Nat. Chem. Biol. 2009, 5, 414-420.
24. Minato, H.; Matsumoto, M.; Katayama, T. J. Chem. Soc., Perkin Trans. 1 1973, 1819-1825.
25. Crystallographic data for compound 1 have been deposited with the Cambridge Crystallographic Data Centre (deposition number CCDC-747978). Copies of the data can be obtained, free of charge, on application to the director, CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
26. Sheldrick, G. M. SHELXL-97, Program for X-ray Crystal Structure Solution and Refinement; University of Göttingen: Göttingen, Germany, 1997.
27. Sheldrick, G. M. SADABS, Program for Empirical Absorption Correction of Area Detector Data; University of Göttingen: Göttingen, Germany, 1999.
28. Li, E.; Tian, R.; Liu, S.; Chen, X.; Guo, L.; Che, Y. J. Nat. Prod. 2007, 71, 664-668.