Elephantopus-type sesquiterpene lactones from a Vernonanthura species, Vernonanthura nebularum

Biochemical Systematics and Ecology

Volumn 31, Issue 4, 2003, Pages 397-405

  Pollora, G C ^a   Bardon A ^a   Catalan C A N ^a   Gedris, T E ^b   Herz, W ^b  

^a UNIVERSIDAD NACIONAL DE TUCUMÁN   (Argentina)

^b FLORIDA STATE UNIVERSITY   (United States)

Author keywords

Sesquiterpene lactones; Vernonanthura nebularum; Vernoniinae

Indexed keywords

TERPENE;

ARGENTINA (FISH); CABRERA; ELEPHANTOPUS; VERNONANTHURA; VERNONANTHURA NEBULARUM; VERNONIA; VERNONIA NEBULARUM; VERNONIEAE;

EID: 0037375969     PISSN: 03051978     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0305-1978(02)00167-9     Document Type: Article

References (39)

1. Banerjee, S., Schmeda-Hirschmann, G., Castro, V., Schuster, A., Jakupovic, J., Bohlmann, F., 1986. Further sesquiterpene lactones from Elephantopus mollis and Centratherum punctatum. Planta Medica, 29-32.
2. Bardón, A., Catalán, C.A.N., Gutierrez, A.B., Herz, W., 1988. Guaianolides and other constituents from Vernonia nitidula. Phytochemistry 27, 2691-2694.
3. Bardón, A., Kamiya, N.I., dePonce de Leon, C.A., Catalán, C.A.N., Herz, W., 1992. Glaucolides and related sesquiterpene lactones from Vernonia nudiflora and Chrysolaena propinqua. Phytochemistry 31, 609-613.
4. Bazon, J.N., Callegari Lopes, J.L., Vichnewski, W., Dias, D.A., Nagamiti, K, Cunha, W.R., Herz, W., 1997. Cadinanes and other constituents from Vernonia fruticulosa and Vernonanthura discolor. Phytochemistry 44, 1535-1536.
5. Bohlmann, F., Jakupovic, J., 1990. Progress in the chemistry of the Vernonieae (Compositae). Plant Systematics and Evolution (Suppl. 4), 3-43.
6. Bohlmann, F., Jakupovic, J., Gupta, R.K., King, R.M., Robinson, H., 1981a. Allenic germacranolides, bourbonene derived lactones and other constituents from Vernonia species. Phytochemistry 20, 473-480.
7. Bohlmann, F., Müller, L., Gupta, R.K., King, R.M., Robinson, H., 1981b. Hirsutinolides from Vernonia species. Phytochemistry 20, 2233-2237.
8. Bohlmann, F., Zdero, C., 1977. Naturally occurring terpene derivatives. Part 91. Contents of Vernonia species. Phytochemistry 16, 778-779.
9. Bohlmann, F., Zdero, C., King, R.M., Robinson, H., 1983. Further hirsutinolides from Vernonia polyanthes. Phytochemistry 22, 2863-2864.
10. Borkosky, S., Bardón, A., Catalán, C.A.N., Díaz, J.G., Herz, W., 1995. Diterpenes from Vernonanthura amplexicaulis. Phytochemistry 40, 1477-1479.
11. Borkosky, S., Bardón, A., Catalán, C.A.N., Díaz, J.G., Herz, W., 1997. Glaucolides, hirsutinolides and other sesquiterpene lactones from Vernonanthura pinguis. Phytochemistry 44, 465-470.
12. Budesinsky, M., Perez Souto, N., Holub, M., 1994. Sesquiterpene lactones of some species of genus Vernonia Schreb. Collection of Czechoslovak Chemical Communication 59, 913-928.
13. But, P.P.-H., Hon, P.-M., Cao, H., Chan, T.W.D., Wu, B.-M., Mak, T.C.W., Che, C.-T., 1996a. Sesquiterpene lactones from Elephantopus scaber. Phytochemistry 44, 113-116.
14. But, P.P.-H., Hon, P.-M., Cao, H., Che, C.-T., 1996b. A new sesquiterpene lactone from Elephantopus mollis. Planta Medica 62, 474-476.
15. Cabrera, A.L., 1978. Flora de la Provincia de Jujuy. In: Compositae. Parte X. Collecion Cientifica del INTA, Buenos Aires, 44.
16. Catalán, C.A.N., de Iglesias, D.I.A., Kavka, J., Sosa, V.E., Herz, W., 1986. Sesquiterpene lactones and other constituents of Vernonia mollissima and Vernonia squamulosa. Journal of Natural Products 49, 351-353.
17. Catalán, C.A.N., de Iglesias, D.I.A., Kavka, J., Sosa, V.E., Herz, W., 1988. Glaucolides and related sesquiterpene lactones from Vernonia chamaedrys. Phytochemistry 27, 197-202.
18. Fuchiro, H., Koide, T., Takahashi, M., Sekita, S., Satake, M., 2001. New sesquiterpene lactones from Elephantus mollis and their leishmanicidal activities. Planta Medica 67, 647-653.
19. Hayashi, T., Nakano, M., Kozuka, M., McPhail, D.R., McPhail, A.T., Lee, K.-H., 1999. Antitumor agents 19, Absolute stereochemistry of the cytotoxic germacranolides from Elephantopus tomentosus. Journal of Natural Products 62, 302-304.
20. Herz, W., 1994. A review of the terpenoid chemistry of the Vernonieae. In: Hind, D.J.H., Beentje, H.J. (Eds.), Compositae: Systematics, Proceedings of the International Compositae Conference, Kew, vol. I. Royal Botanic Gardens, Kew, pp. 229-251 (D.J. Hind, Editor-in-Chief).
21. Jakupovic, J., Schmeda-Hirschmann, G., Schuster, A., Zdero, C., Bohlmann, F., King, R.M., Robinson, H., Pickardt, J., 1986. Hirsutinolides, glaucolides and sesquiterpene lactone from Vernonia species. Phytochemistry 25, 145-158.
22. Jakupovic, J.Y., Zdero, C., Warning, V., Bohlmann, F., Jones, S.B., 1987a. Germacranolides from Elephantopus species. Phytochemistry 26, 1467-1469.
23. Jakupovic, J.Y., Zdero, C., Boeker, R., Warning, V., Bohlmann, F., Jones, S.B., 1987b. Vernocistolide and andere Sesquiterpene lactone aus Vernonia und verwandten Arten. Liebigs Annalen, 111-123.
24. Kotowicz, C., Bardón, A., Catalán, C.A.N., Cerda-García-Rojas, C.M., Joseph-Nathan, P., 1998. Glaucolides and hirsutinolides from Vernonanthura squamulosa. Phytochemistry 47, 425-428.
25. Lee, K.-H., Cowherd, C.M., Wolo, M.T., 1975a. Antitumor agents XV. Desoxyelephantopin, an antitumor principle of Elephantopus carolinianus. Journal of Pharmaceutical Sciences 64, 1572.
26. Lee, K.-H., Ibuka, T., Huang, H.-C., Harris, D.L., 1975b. Antitumor agents XIV. Molephantinin, a new potent antitumor sesquiterpene lactone from Elephantopus mollis. Journal of Pharmaceutical Sciences 64, 1077-1078.
27. Lee, K.-H., Furukawa, H., Kojuka, M., Huang, P.-A., Luhan, P.A., McPhail, A.T., 1973. Molephantin, a novel cytotoxic germacranolide from Elephantus mollis, X-Ray crystal structure. Chemical Communications, 476-477.
28. Lee, K.-H., Ibuka, T., Furukawa, H., Kozuka, M., Wu, P.-Y., Hall, I.H., Huang, H.-C., 1980. Antitumor agents XXXVIII. Isolation and structural elucidation of novel germacranolides and triterpenes from Elephantus mollis. Journal of Pharmaceutical Sciences 68, 1050-1056.
29. Mabry, T.J., Abdel-Baset, Z., Pabblino, W.G., Jones, S.B., 1975. Systematic implications of flavonoids and sesquiterpene lactones in species of Veronia. Biochem. Syst. Ecol. 2, 185-192.
30. McPhail, A.T., Onan, K.D., Lee, K.-H., Ibuka, T., Kozuka, M., Shinju, T., Huang, H.-C., 1974. Structure and stereochemistry of the epoxide of phantomolin, a novel cytotoxic sesquiterpene lactone from Elephanopus mollis. Tetrahedron Letters, 2739-2741.
31. Maldonado, J.E., Martinez, R., Martinez, V.M., 1980. Glaucolides D and E of Vernonia liatroides. Revista Latinoamericana Química 11, 58-59.
32. Ragasa, C.Y., Padolina, W., Yamauchi, T., Otsuka, H., Yamasaki, K., Satoh, T., 1993. Germacranolides from Pseudoelephantopus spicatus. Phytochemistry 33, 627-629.
33. Ragasa, C.Y., Rideout, J.A., 2001. An antifungal cadinanolide from Pseudoelephantopus spicatus. Chemical and Pharmaceutical Bulletin 49, 1359-1361.
34. Robinson, H., 1992. A new genus Vernonanthura (Vernonieae, Asteraceae). Phytologia 73, 65-76.
35. Robinson, H., 1994. The status of generic and subtribal revisions in the Vernonieae. In: Hind, D.J.H., Beentje, H.J. (Eds.), Compositae: Systematics, Proceedings of the International Compositae Conference, Kew, vol. 1. Royal Botanic Gardens, Kew, pp. 51-529 (D. J. Hind, Editor-in-Chief).
36. Robinson, H., 1995. New combinations and new species in American Vernonieae (Asteraceae). Phytologia 78, 384-399.
37. Robinson, H., 1999. Generic and subtribal classification of American Vernonieae. Smithsonian Contributions to Botany 89, 1-116.
38. Stutts, J.C., 1988. Taxonomic revision of Vernonia subsect, Chamaedrys (Compositae, Vernonieae). Rhodora 90, 37-99.
39. Wagner, H., Iyengar, M.A., Seligmann, D., Horhammer, L., Herz, W., 1972. Flavonoides in Vernonia Arten. Phytochemistry 11, 3086-3087.