Sesquiterpene lactones from Lactuca canadensis and their chemotaxonomic significance

Phytochemistry

Volumn 90, Issue , 2013, Pages 90-94

  Michalska, Klaudia ^a   Szneler, Edward ^b   Kisiel, Wanda ^a  

^a INSTITUTE OF PHARMACOLOGY   (Poland)

^b JAGIELLONIAN UNIVERSITY   (Poland)

Author keywords

Chemosystematics; Compositae; Lactuca canadensis; Sesquiterpene lactones

Indexed keywords

LACTONE; SESQUITERPENE;

ARTICLE; ASTERACEAE; CHEMISTRY; CLASSIFICATION; CONFORMATION; ISOLATION AND PURIFICATION; PLANT ROOT;

ASTERACEAE; LACTONES; MOLECULAR CONFORMATION; PLANT ROOTS; SESQUITERPENES;

ASTERACEAE; LACTUCA; LACTUCA CANADENSIS;

EID: 84876497716     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2013.02.005     Document Type: Article

References (28)

1. S. Adegava, T. Miyase, and A. Ueno Sesquiterpene lactones from Diaspananthus uniflorus (Sch. Bip.) Kitam Chem. Pharm. Bull. 35 1987 1479 1485
2. M. Ando, H. Kusaka, H. Ohara, K. Takase, H. Yamaoka, and Y. Yanagi Studies on the syntheses of sesquiterpene lactones. 11. The syntheses of 3-epizaluzanin C, zaluzanin C, zaluzanin D, and related compounds 3α-hydroxyguaia-1(10),4(15),11(13)-trieno-12,6α-lactone and 3α-hydroxyguaia-4(15),9,11(13)-trieno-12,6α-lactone J. Org. Chem. 54 1989 1952 1960
3. F. Bohlmann, J. Jakupovic, W.-R. Abraham, and C. Zdero The first sesquiterpene lactones esterified with a sesquiterpenic acid Phytochemistry 20 1981 2371 2374
4. M. Bruno, and W. Herz Eudesmanolides from Picris aculeata Phytochemistry 27 1988 1201 1203
5. C.L. Cantrell, I.S. Nuňez, J. Castaňeda-Acosta, M. Foroozesh, F.R. Fronczek, N.F. Fischer, and S.G. Franzblau Antimycobacterial activities of dehydrocostus lactone and its oxidation products J. Nat. Prod. 61 1998 1181 1186
6. I. Doležalová, A. Lebeda, J. Janeček, J. Číhalíková, E. Křístková, and O. Vránová Variation in chromosome numbers and nuclear DNA contents in genetic resources of Lactuca L. species (Asteraceae) Genet. Resour. Crop Evol. 49 2002 383 395
7. I. Gonzalez Collado, F.A. Macias, G.M. Massanet, and F. Rodriguez Luis Guaianolides from Centaurea canariensis Phytochemistry 24 1985 2107 2109
8. Y.-F. Han, G.-X. Cao, X.-J. Gao, and M. Xia Isolation and characterization of the sesquiterpene lactones from Lactuca sativa L. var. anagustata Food Chem. 120 2010 1083 1088
9. N. Ishihara, T. Miyase, and A. Ueno Sesquiterpene glycosides from Lactuca sativa L Chem. Pharm. Bull. 35 1987 3905 3908
10. S.M. Khafagy, A.A. Seif El-Din, J. Jakupovic, C. Zdero, and F. Bohlmann Glaucolide-like sesquiterpene lactones from Artemisia judaica Phytochemistry 27 1988 1125 1128
11. N. Kilian, B. Gemeinholzer, and H.W. Lack Cichorieae V.A. Funk, A. Susanna, T.F. Stuessy, R.J. Bayer, Systematics, Evolution, and Biogeography of Compositae 2009 IAPT Vienna 343 380
12. K.H. Kim, K.H. Lee, S.U. Choi, Y.H. Kim, and K.R. Lee Terpene and phenolic constituents from Lactuca indica L Arch. Pharm. Res. 31 2008 983 988
13. W. Kisiel Phytochemical investigation of Vernonia flexuosa Sims Pol. J. Pharmacol. Pharm. 27 1975 461 467
14. W. Kisiel, and B. Barszcz Minor sesquiterpene lactones from Lactuca virosa Phytochemistry 46 1997 1241 1243
15. A. Lebeda, I. Doležalová, V. Feráková, and D. Astley Geographical distribution of wild Lactuca species (Asteraceae, Lactuceae) Bot. Rev. 70 2004 328 356
16. F.A. Macias, J.C.G. Galindo, and G.M. Massanet Potential allelopathic activity of several sesquiterpene lactone models Phytochemistry 31 1992 1969 1977
17. R. Mata, G. Delgado, and A. Romo de Vivar Sesquiterpene lactones of Artemisia mexicana var. angustifolia Phytochemistry 23 1984 1665 1668
18. K. Michalska, M. Żylewski, and W. Kisiel Structure elucidation and complete NMR spectral assignments of two new sesquiterpene lactone xylosides from Lactuca triangulata Magn. Reson. Chem. 46 2008 1185 1187
19. K. Michalska, A. Stojakowska, J. Malarz, I. Doležalová, A. Lebeda, and W. Kisiel Systematic implications of sesquiterpene lactones in Lactuca species Biochem. Syst. Ecol. 37 2009 174
20. K. Nishimura, T. Miyase, A. Ueno, T. Noro, M. Kuroyanagi, and S. Fukushima Sesquiterpene lactones from Lactuca laciniata Phytochemistry 25 1986 2375 2379
21. A. Ruiz-Cancino, A.E. Cano, and G. Delgado Sesquiterpene lactones and flavonoids from Artemisia ludoviciana ssp. mexicana Phytochemistry 33 1993 1113 1115
22. A. Rustaiyan, H. Sigari, J. Jakupovic, and M. Grenz A sesquiterpene lactone from Artemisia diffusa Phytochemistry 28 1989 2723 2725
23. H. Shimoda, K. Ninomiya, N. Nishida, T. Yoshino, T. Morikawa, H. Matsuda, and M. Yoshikawa Anti-hyperlipidemic sesquiterpenes and new sesquiterpene glycosides from the leaves of artichoke (Cynara scolymus L.): structure requirement and mode of action Bioorg. Med. Chem. Lett. 13 2003 223 228
24. Q. Song, M.L. Gomez-Barrios, E.L. Hopper, M.A. Hjortso, and N.H. Fischer Biosynthtic studies of lactucin derivatives in hairy root cultures of Lactuca floridana Phytochemistry 40 1995 1659 1665
25. C.-M. Sun, W.-J. Syu, M.-J. Don, J.-J. Lu, and G.-H. Lee Cytotoxic sesquiterpene lactones from the root of Saussurea lappa J. Nat. Prod. 66 2003 1175 1180
26. H. Wang, T. Wu, M. Yan, G. Liu, P. Li, X.-Q. Zhang, W.-C. Ye, and L.-Y. Zhang Sesquiterpenes from Ainsliaea fragrans and their inhibitory activities against cyclogenases-1 and 2 Chem. Pharm. Bull. 57 2009 597 599
27. X.-X. Wang, X. Gao, and Z.-J. Jia Sesquiterpenoids from Lactuca tatarica Fitoterapia 81 2010 42 44
28. C. Zidorn Sesquiterpene lactones and their precursors as chemosystematic markers in the tribe Cichorieae of the Asteraceae Phytochemistry 69 2008 2270 2296