Nodulisporic acids C, C1, and C2: A series of D-ring-opened nodulisporic acids from the fungus Nodulisporium sp.

Journal of Natural Products

Volumn 66, Issue 1, 2003, Pages 121-124

  Ondeyka, John G ^a   Byrne, Kevin ^a   Vesey, Diane ^a   Zink, Deborah L ^a   Shoop, Wesley L ^a   Goetz, Michael A ^a   Singh, Sheo B ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

INSECTICIDE; NATURAL PRODUCT; NODULISPORIC ACID A; NODULISPORIC ACID C; NODULISPORIC ACID C1; NODULISPORIC ACID C2; UNCLASSIFIED DRUG;

ARTICLE; DRUG ACTIVITY; DRUG ISOLATION; DRUG STRUCTURE; FERMENTATION; FLEA; FUNGUS; NODULISPORIUM;

ANIMALS; ANTIPARASITIC AGENTS; ASCOMYCOTA; CYCLIZATION; DITERPENES; FLEAS; INDOLES; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP;

FUNGI; NODULISPORIUM; SIPHONAPTERA (FLEAS);

EID: 0037247369     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np020339u     Document Type: Article

References (14)

1. Ondeyka, J. G.; Helms, G. L.; Hensens, O. D.; Goetz, M. A.; Zink, D. L.; Tsipouras, A.; Shoop, W. L.; Slayton, L.; Dmbrowski, A. W.; Polishook, J. D.; Ostlind, D. A.; Tsou, N. N.; Ball, R. G.; Singh, S. B. J. Am. Chem. Soc. 1997, 119, 8809-8816.
2. Hensens, O. D.; Ondeyka, J. G.; Dombrowski, A. W.; Ostlind, D. A.; Zink, D. L. Tetrahedron Lett. 1999, 40, 5455-5458.
3. Shoop, W. L.; Gregory, L. M.; Zakson-Aiken, M.; Michael, B. F.; Haines, H. W.; Ondeyka, J. G.; Meinke, P. T.; Schmatz, D. M. J. Parasitol. 2001, 87, 419-423.
4. Ostlind, D. A.; Felcetto, T.; Misura, A.; Ondeyka, J. G.; Smith, S.; Goetz, M.; Shoop, W.; Mickle, W. Med. Vet. Entomol. 1997, 11, 407-408.
5. Smith, M. M.; Warren, V. A.; Thomas, B. S.; Brochu, R. M.; Ertel, E. A.; Rohrer, S.; Schaeffer, J.; Schmatz, D.; Petuch, B. R.; Tang, Y. S.; Meinke, P. T.; Kaczorowski, G. J.; Cohen, C. J. Biochemistry 2000, 39, 5543-5554.
6. Ondeyka, J. G.; Dahl-Roshak, A. M.; Tkacz, J. S.; Zink, D. L.; Zakson-Aiken, M.; Shoop, W. L.; Goetz, M. A.; Singh, S. B. Bioorg. Med. Chem. Lett. 2002, 12, 2941-2944.
7. 90 was defined as the concentration that killed > 90% fleas. For design of the artificial feeding apparatus see, for example: Pullen, S. R.; Meola, R. W. Lab Animal 1996, 25, 39-40.
8. Henrick, C. A.; Staal, G. B.; Siddall, J. B. J. Agric. Food Chem. 1973, 213, 354-359.
9. Boisvenue, R. J.; O'Doherty, G. O. P. J. Econ. Entomol. 1989, 82, 1843-1845.
10. Ondeyka, J. G.; Goegelman, R. T.; Schaeffer, J. M.; Keleman, L.; Zitano, L. J. Antibiot. 1990, 43, 1375-1380.
11. Chabala, J. C.; Mrozik, H.; Tolman, R. L.; Eskola, P.; Lusi, A.; Peterson, L. H.; Woods, M. F.; Fisher, M. H.; Campbell, W. C.; Egerton, J. R.; Ostlind, D. A. J. Med. Chem. 1980, 23, 1134-1136.
12. de Jesus, A. E.; Steyn, P. S.; van Heerden, F. R.; Vleggaar, R. J. Chem. Soc., Perkin Trans. 1 1984, 697-701.
13. Belofsky, G. N.; Gloer, J. B.; Wicklow, D. T.; Dowd, P. F. Tetrahedron 1995, 51, 3959-3968.
14. Munday-Finch, S. C.; Wilkens, A. C.; Miles, C. O.; Tomoda, H.; Omura, S. J. Agric. Food Chem. 1997, 45, 199-204.