New method for the determination of the absolute stereochemistry in antitumoral annonaceous acetogenins

Tetrahedron

Volumn 54, Issue 22, 1998, Pages 6079-6088

  González, M Carmen ^a   Lavaud, Catherine ^b   Gallardo, Teresa ^a   Zafra Polo, M Carmen ^a   Cortes, Diego ^a  

^a UNIVERSITY OF VALENCIA   (Spain)

^b UNIVERSITÉ DE REIMS CHAMPAGNE ARDENNE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; DESACETYLUVARACIN; MEMBRANACIN; MEMBRAROLLIN; PLANT EXTRACT; ROLLIMEMBRIN; ROLLIMIASTATIN; SQUAMOCIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONFORMATIONAL TRANSITION; DRUG CONFORMATION; DRUG DETERMINATION; DRUG ISOLATION; DRUG POTENCY; ENZYME INHIBITION; PLANT SEED; PRIORITY JOURNAL; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION;

MAMMALIA; ROLLINIA; ROLLINIA MEMBRANACEA;

EID: 0032575238     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(98)00301-9     Document Type: Article

References (15)

1. 1. Zafra-Polo, M.C.; González, M.C.; Estornell, E.; Saphaz, S.; Cortes, D. Phytochemistry 1996, 42, 253-271.
2. 2. Zeng, L.; Oberlies, N.H.; Shi, G.; Gu, Z.M.; He, K.; McLaughlin, J.L. Nat. Prod. Rep. 1996, 13, 275-306.
3. 3. Cavé, A.; Figadère, B.; Laurens, A.; Cortes, D. Acetogenins from Annonaceae in Progress in the Chemistry of Organic Natural Products; Herz, W.; Kirby, G.W.; Moore, R.E.; Steglich, W.; Tamm, Ch., Eds.; Springer: New York, 1997; Vol. 70, pp 81-288.
4. 4. Londerhausen, M.; Leicht, W.; Lich, F.; Moeschler, H.; Weiss, H. Pestic. Sci. 1991, 33, 427-438.
5. 5. Degli Esposti, M.; Ghelli, A.; Ratta, M.; Cortes, D.; Estornell, E. Biochem. J. 1994, 301, 161-167.
6. 6. Zafra-Polo, M.C.; Figadère, B.; Gallardo, T.; Tormo, J.R.; Cortes, D. Phytochemistry 1998 (in press).
7. 7. Hui, Y.-H.; Rupprecht, J.K.; Liu, Y.-M.; Anderson, J.E.; Smith, D.L.; Chang, C.-J.; McLaughlin, J.L. J. Nat. Prod. 1989, 52, 463-477.
8. 8. Dale, J.A.; Mosher, H.S. J. Am. Chem. Soc. 1973, 95, 512-519.
9. 9. Rieser, M.J.; Hui, Y.-H.; Rupprecht, J.K.; Kozlowski, J.F.; Wood, K.V.; McLaughlin, J.L.; Hanson, P.R.; Zhuang, Z.; Hoye, T.R. J. Am. Chem. Soc. 1992, 114, 10203-10213.
10. 10. Gu, Z.-M.; Zeng, L.; Fang, X.P.; Colman-Saizarbitoria, T.; Huo, M.; McLaughlin, J.L. J. Org Chem. 1994, 59, 5162-5172.
11. 11. He, K.; Shi, G.; Zhao, G.X.; Zeng, L.; Ye, Q.; Schwedler, J.T.; Wood, K.V.; McLaughlin, J.L. J. Nat. Prod. 1996, 59, 1029-1034.
12. 12. González, M.C.; Tormo, J.R.; Bermejo, A.; Zafra-Polo, M.C.; Estornell, E.; Cortes, D. Bioorg. Med. Chem. Lett. 1997, 7, 1113-1118.
13. 13. Saez, J.; Sahpaz, S.; Villaescusa, L.; Hocquemiller, R.; Cavé, A.; Cortes, D. J. Nat. Prod. 1993, 56, 351-356.
14. 14. Cortes, D.; Figadère, B.; Cavé, A. Phytochemistry 1993, 32, 1467-1473.
15. 15. Pettit, G.R.; Cragg, G.M.; Polonsky, J.; Herald, D.L.; Goswami, A.; Smith, C.R.; Moretti, C.; Schmidt, J.M.; Weisleder, D. Can. J. Chem. 1987, 65, 1433-1435.