Secondary metabolites by chemical screening, 4,2(+) cladospirones B to I from Sphaeropsidales sp. F-24'707 by variation of culture conditions

European Journal of Organic Chemistry

Volumn , Issue 18, 2000, Pages 3185-3193

  Bode, Helge Björn ^a   Walker, Martina ^a   Zeeck, Axel ^a  

^a UNIVERSITY OF GÖTTINGEN   (Germany)

Author keywords

Antibiotics; Chemical screening; Cladospirones; Natural products; Secondary metabolites; Sphaeropsidales sp.; Spirobisnaphthalenes

Indexed keywords

ANTIBIOTIC AGENT; CLADOSPIRONE C; CLADOSPIRONE D; NAPHTHALENE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; DRUG SCREENING; DRUG STRUCTURE; FERMENTATION; FUNGUS; HYDROXYLATION; NONHUMAN; STEREOCHEMISTRY;

EID: 0033804021     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200009)2000:18<3185::aid-ejoc3185>3.0.co;2-3     Document Type: Article

References (22)

1. H. B. Bode, M. Walker, A. Zeeck, Eur. J. Org. Chem. 2000, 1451-1456.
2. F. Petersen, T, Moerker, F. Vanzanella, H. H. Peter, J. Antibiotics 1994, 47, 1098-1103.
3. R. Thiergardt, G. Rihs, P. Hug, H. H. Peter, Tetrahedron 1995, 51, 733-742.
4. R. Thiergarct, P. Hug, G. Rihs, H. H. Peter, Tetrahedron Lett. 1994, 35, 1043-1046.
5. S. Grabley, R. Thiericke, A. Zeeck in Drug Discovery front Nature (Eds.: S. Grabley, R. Thiericke), Springer, Berlin-Heidelberg, 1999, p. 124-148.
6. R. Höfs, M. Walker, A. Zeeck, Angew Chem., accepted.
7. H.-J. Schiewe, A. Zeeck, J. Antibiotics 1999, 52, 635-642.
8. K. Krohn, A. Michel, U. Flörke, H.-J. Aust, S. Draeger, B. Schulz, Liebigs Ann. Chem. 1994, 1099-1108.
9. G. Schlingmann, S. Matile, N. Berova, K. Nakanishi, G. T. Carter, Tetrahedron 1996, 52, 435-446.
10. G. Schlingmann, R. R. West, L. Milne, C. J. Pearce, G. T. Carter, Tetrahedron Lett. 1993, 34, 7225-7228.
11. M. Chu, I. Truumees, M. G. Patel, V. P. Gullo, C. Blood, I. King, J.-K. Pai, M. S. Puar, Tetrahedron Lett. 1994, 35, 1343-1346.
12. P. Wipf, J.-K. Jung, J. Org. Chem. 1999, 64, 1092-1093.
13. J. P. Ragot, M.-L. Alcaraz, R. J. K. Taylor, Tetrahedron Lett. 1998, 39, 4921-4924.
14. P. Wipf, J.-K. Jung, J. Org. Chem. 1998, 63, 3530-3531.
15. A. G. M. Barrett, D. Hamprecht, T. Meyer, Chem. Commun. 1998, 809-810.
16. P. Gervais, M. Bensoussan in Aspergillus (Ed.: J. E. Smith), Plenum Press. New York, 1994, p. 101-140.
17. H. B. Bode, B. Wegner, A. Zeeck, J. Antibiotics 2000, 53, 153-157.
18. K. Krohn, A. Michel, U. Flörke, H.-J. Aust, S. Draeger, B. Schulz, Liebigs Ann. Chem. 1994, 1093-1097.
19. H. B. Bode, A. Zeeck, Phytochemistry, accepted.
20. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publications no. CCDC-142793 (8) and -142794 (12). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) - 44-1223/336-033; E mail: deposit@ccdc.cam.ac.uk].
21. G. M. Sheldrick, Acta Crystallogr. 1990, A46, 467-473.
22. G. M. Sheldrick, SHELXL-97, Universität Göttingen, 1997.