Identification of anti-inflammatory diterpenes from the marine gorgonian Pseudopterogorgia elisabethae

Tetrahedron

Volumn 59, Issue 23, 2003, Pages 4215-4222

  Ata, Athar ^a   Kerr, Russell G ^a   Moya, Claudia E ^b   Jacobs, Robert S ^b  

^a FLORIDA ATLANTIC UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Antiinflammatory activity; Biosynthesis; Diterpenes; Marine gorgonian; Pseudopterogorgia elisabethae

Indexed keywords

ANTIINFLAMMATORY AGENT; DITERPENE; ELISABETHADIONE; ELISABETHOL; PSEUDOPTEROSIN M; PSEUDOPTEROSIN N; PSEUDOPTEROSIN O; SECO PSEUDOPTEROSIN E; SECO PSEUDOPTEROSIN F; SECO PSEUDOPTEROSIN G; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; DRUG DETERMINATION; DRUG IDENTIFICATION; DRUG ISOLATION; INFRARED SPECTROSCOPY; MASS SPECTROMETRY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; ULTRAVIOLET SPECTROSCOPY;

GORGONIA; PSEUDOPTEROGORGIA ELISABETHAE;

EID: 0038396209     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(03)00515-5     Document Type: Article

References (17)

1. (a) Look S.A., Fenical W., Matsumoto G.K., Clardy J. J. Org. Chem. 51:1986;5140-5145.
2. (b) Look S.A., Fenical W., Jacobs R.S., Clardy J. Proc. Natl Acad. Sci. USA. 83:1986;6238-6240.
3. Roussis V., Wu Z., Fenical W. J. Org. Chem. 55:1990;4916-4916.
4. Look S.A., Fenical W. Tetrahedron. 43:1987;3363-3370.
5. Mayer A.M.S., Jacobson P.B., Fenical W., Jacobs R.S., Glaser K.B. Life Sci. 62:1998;401-407.
6. (a) Luedke E.S., Jacobs R.S. FASEB J. 3:1989;595.
7. (b) Luedke, E. S. The Identification and Characterization of the Pseudopterosins: Anti-Inflammatory Agents Isolated Form The Gorgonian Coral Pseudopterogorgia elisabethae. Doctoral Dissertation, University of California, Santa Barbara, June 1990.
8. Moya, C. E.; Jacobs, R. S. Unpublished data.
9. Ettuati W.S., Jacobs R.S. Mol. Pharm. 31:1987;500-505.
10. Dayan, N.; Ortega, L.; Riemer, J.; Moya, C.; Jacobs, R. S. Proceedings of the 28th International Symposium of Controlled Release of Bioactive Materials and Fourth Consumer & Diversified Products Conference, San Diego, CA, United States, June 23-27, 2001, 1, 345-346.
11. Moya, C. E.; Jacobs, R. S. Unpublished results.
12. Coleman A.C., Kerr R.G. Tetrahedron. 56:2000;9569-9574.
13. 3H-GGPP incubations with a cell-free extract of P. elisabethae. The stereochemistry of 2 at C1 is opposite to that of some of the pseudopterosins (e.g. 3-5 ). This could be explained by an epimerization at this site or the formation of the C1 epimer of 2 as the precursor to this group of pseudopterosins. Details of the biosynthetic experiments will be published elsewhere.
14. Kerr, R. G.; Jacobs, R. S. Patent application PCT/US01/44334. Anti-inflammatory compounds derived from Pseudopterogorgia elisabethae.
15. Ata A., Kerr R.G. Tetrahedron Lett. 41:2000;5821-5825.
16. Lazerwith S.E., Johnson T.W., Corey E.J. Org. Lett. 2:2000;2389.
17. Tallarida R.J., Murray R.B. Manual of Pharmacologic Calculations with Computer Programs. 2nd ed. 1987;Springer, Berlin.