Metabolites with a novel C30 backbone from marine ciliates

Angewandte Chemie - International Edition

Volumn 38, Issue 8, 1999, Pages 1134-1136

  Guella, Graziano ^b   Dini, Fernando ^c   Pietra, Francesco ^a  

^a ACCADEMIA NAZIONALE DEI LINCEI   (Italy)

^b UNIVERSITY OF TRENTO   (Italy)

^c UNIVERSITY OF PISA   (Italy)

Author keywords

Ciliates; Molecular modeling; Natural products; NMR spectroscopy; Terpenoids

Indexed keywords

TERPENOID; UNCLASSIFIED DRUG; VANNUSAL A; VANNUSAL B;

ARTICLE; DRUG ISOLATION; DRUG STRUCTURE; MASS SPECTROMETRY; MOLECULAR MODEL; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; POLYMENOPHOREA;

EUPLOTES VANNUS;

EID: 0033583524     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(sici)1521-3773(19990419)38:8<1134::aid-anie1134>3.0.co;2-u     Document Type: Article

References (13)

1. F. Pietra, Nat. Prod. Rep. 1997, 14, 453-464.
2. E. J. Corey, A. Guzman-Perez, Angew. Chem. 1998, 110, 402-415;
3. Angew. Chem. Int. Ed. 1998, 37, 388-401.
4. Forgetting about a few head-to-tail free hexaprenoids (M. B. Yunker, P. J. Scheuer, J. Am. Chem. Soc. 1978, 100, 307-309), all triterpenes may be straightforwardly bond disconnected to uncover the squalene (8) carbon backbone, at most with allowance for the migration of a methyl group as in raspacionin A
5. (G. Cimino, A. Crispino, R. de A. Epifanio, A. Madaio, C. A. Mattia, L. Mazzarella, R. Puliti, E. Trivellone, M. Uriz, Tetrahedron 1992, 48, 9013-9022).
6. K. D. Janda, C. G. Shevlin, R. A. Lerner, Science 1993, 259, 490-493;
7. L. C. Hsieh, S. Yonkovich, L. Kochersperger, P. G. Schultz, Science 1993, 260, 337-339.
8. R. B. Herbert, The Biosynthesis of Secondary Metabolites, Chapman and Hall, London, 1989, pp. 72-76.
9. N. Myers, Science 1997, 278, 597-598;
10. J. B. Hughes, G. C. Daily, P. R. Ehrlich, Science 1997, 278, 689-692;
11. S. Nee, R. M. May, Science 1997, 278, 692-694.
12. G. Guella, F. Pietra, Chem. Eur. J. 1998, 4, 1692-1697.
13. R. Nobili, P. Luporini, F. Dini in Marine Organisms: Genetics, Ecology and Evolution, Series IV, Vol. 12 (Eds.: B. Battaglia, J. Beardmore), Pergamon Press, New York, 1977, pp. 591-616.