Sesquiterpenes from the leaves of Laurus nobilis L.

Phytochemistry

Volumn 80, Issue , 2012, Pages 70-76

  Julianti, Elin ^a   Jang, Kyoung Hwa ^a   Lee, Sooryun ^a   Lee, Dongha ^a   Mar, Woongchon ^a   Oh, Ki Bong ^b   Shin, Jongheon ^a  

^a Seoul National University   (South Korea)

^b Seoul National University   (South Korea)

Author keywords

Bay leaf; Cytotoxicity; Eudesmane lactone; Lauraceae; Laurus nobilis L.; Natural product isolation

Indexed keywords

ANTINEOPLASTIC AGENT; SESQUITERPENE;

ARTICLE; CELL STRAIN K 562; CHEMISTRY; HUMAN; ISOLATION AND PURIFICATION; LAURUS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAF;

ANTINEOPLASTIC AGENTS; HUMANS; K562 CELLS; LAURUS; MAGNETIC RESONANCE SPECTROSCOPY; PLANT LEAVES; SESQUITERPENES;

LAURACEAE; LAURUS NOBILIS;

EID: 84863614560     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2012.05.013     Document Type: Article

References (32)

1. M. Ando, and K. Takase Studies in the syntheses of sesquiterpene lactones II. Chemical transformation of α-santonin into reynosin, santamarine, epoxysantamarine, and 1β-hydroxyarbusculin A Tetrahedron 33 1977 2785 2789
2. G. Appendino, F. Belliardo, G.M. Nano, and S. Stefenelli Sesquiterpene lactones from Artemisia genipi Weber: isolation and determination in plant material and in liqueurs J. Agric. Food Chem. 30 1982 518 521
3. G. Appendino, S. Tagliapietra, G.M. Nano, and M. Cisero A sesquiterpene alcohol from the fruits of Laurus nobilis Phytochemistry 31 1992 2537 2538
4. A. Barla, G. Topçu, S. Öksüz, G. Tümen, and D.G.I. Kingston Identification of cytotoxic sesquiterpenes from Laurus nobilis L. Food Chem. 104 2007 1478 1484
5. A.F. Barrero, J.E. Oltra, D.S. Raslan, and D.A. Saude Microbial transformation of sesquiterpene lactones by the fungi Cunninghamella echinulata and Rhizopus oryzae J. Nat. Prod. 62 1999 726 729
6. A. Bruni, M. Ballero, and F. Poli Quantitative ethnopharmacological study of the Campidano valley and Urzulei district, Sardinia, Italy J. Ethnopharmacol. 57 1997 97 124
7. E.-Y. Cho, S.-J. Lee, K.-W. Nam, J. Shin, K.-B. Oh, K.H. Kim, and W. Mar Amelioration of oxygen and glucose deprivation-induced neuronal death by chloroform fraction of bay leaves (Laurus nobilis) Biosci. Biotechnol. Biochem. 74 2010 2029 2035
8. S. Dall'Acqua, G. Viola, M. Giorgetti, M.C. Loi, and G. Innocenti Two new sesquiterpene lactones from the leaves of Laurus nobilis Chem. Pharm. Bull. 54 2006 1187 1189
9. S. De Marino, N. Borbone, F. Zollo, A. Ianaro, P. Di Meglio, and M. Iorizzi Megastigmane and phenolic components from Laurus nobilis L. leaves and their inhibitory effects on nitric oxide production J. Agric. Food Chem. 52 2004 7525 7531
10. S. De Marino, N. Borbone, F. Zollo, A. Ianaro, P. Di Meglio, and M. Iorizzi New sesquiterpene lactones from Laurus nobilis leaves as inhibitors of nitric oxide production Planta Med. 71 2005 706 710
11. S. Djeddi, A. Karioti, M. Sokovic, C. Koukoulitsa, and H. Skaltsa A novel sesquiterpene lactone from Centaurea pullata: structure elucidation, antimicrobial activity, and prediction of pharmacokinetic properties Bioorg. Med. Chem. 16 2008 3725 3731
12. F.S. El-Feraly, and D.A. Benigni Sesquiterpene lactones of Laurus nobilis leaves J. Nat. Prod. 43 1980 527 531
13. F.S. El-Feraly, Y.M. Chan, and D.A. Benigni Magnolialide: a novel eudesmanolide from the root bark of Magnolia grandiflora Phytochemistry 18 1979 881 882
14. F.S. El-Feraly, D.A. Benigni, and A.T. Mcphail Biogenetic-type synthesis of santonin, chrysanolide, dihydrochrysanolide, tulirinol, arbusculin-C, tanacetin, and artemin J. Chem. Soc. Perkin. Trans. I 1983 355 364
15. F. Fang, S. Sang, K.Y. Chen, A. Gosslau, C.-T. Ho, and R.T. Rosen Isolation and identification of cytotoxic compounds from bay leaf (Laurus nobilis) Food Chem. 93 2005 497 501
16. C. Fiorini, B. David, I. Fouraste, and J. Vercauteren Acylated kaempferol glycosides from Laurus nobilis leaves Phytochemistry 47 1998 821 824
17. B.M. Fraga Natural sesquiterpenoids Nat. Prod. Rep. 20 2003 392 413
18. N. Gören Sesquiterpene lactones from Tanacetum praeteritum Phytochemistry 38 1995 1261 1264
19. N. Gören, H.J. Woerdenbag, and C. Bozok-Johansson Cytotoxic and antibacterial activities of sesquiterpene lactones isolated from Tanacetum praeteritum subsp. praeteritum Planta Med. 62 1996 419 422
20. A. Ham, B. Kim, U. Koo, K.-W. Nam, S.-J. Lee, K.H. Kim, J. Shin, and W. Mar Spirafolide from bay leaf (Laurus nobilis) prevents dopamine-induced apoptosis by decreasing reactive oxygen species production in human neuroblastoma SH-SY5Y cells Arch. Pharm. Res. 33 2010 1953 1958
21. J.F. Hu, Y. Lu, B. Zhao, X.Z. Feng, and M.T. Hamann New eudesmenoic acid methyl ester from Artemisia selengensis Spectrosc. Lett. 34 2001 75 81
22. E. Koch, C.A. Klaas, P. Rüngeler, V. Castro, G. Mora, W. Vichnewski, and I. Merfort Inhibition of inflammatory cytokine production and lymphocyte proliferation by structurally different sesquiterpene lactones correlates with their effect on activation of NF-κB Biochem. Pharmacol. 62 2001 795 801
23. M.C. Loi, F. Poli, G. Sacchetti, M.B. Selenu, and M. Ballero Ethnopharmacology of ogliastra (Villagrande Strisaili, Sardinia, Italy) Fitoterapia 75 2004 277 295
24. J.A. Marco, J.F. Sanz-Cervera, V. Garcia-Lliso, and N. Batlle Sesquiterpene lactones from Artemisia lucentica Phytochemistry 45 1997 755 763
25. H. Matsuda, T. Uemura, H. Shimoda, K. Ninomiya, M. Yoshikawa, and Y. Kawahara Anti-alcoholism active constituents from Laurel and Linden Tennen Yuki Kagobutsu Toronkai Koen Yoshishu 42 2000 469 474
26. T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J. Immunol. Methods 65 1983 55 63
27. M. Novák A monoterpene alcohol from Laurus nobilis Phytochemistry 24 1985 858
28. C.V. Nuñez, F.M. Zacheu, E. Pinto, N.F. Roque, P. Colepicolo, and M.R.P.L. Brigagão Sesquiterpene lactone from Wunderlichia crulsiana inhibits the respiratory burst of leukocytes triggered by distinct biochemical pathways Life Sci. 73 2003 2161 2169
29. H.-J. Park, W.-T. Jung, P. Basnet, S. Kadota, and T. Namba Syringin 4-O-β-glucoside, a new phenylpropanoid glycoside, and costunolide, a nitric oxide synthase inhibitor, from the stem bark of Magnolia sieboldii J. Nat. Prod. 59 1996 1128 1130
30. B. Pech, and J. Bruneton Alkaloids of Laurus nobilis J. Nat. Prod. 45 1982 560 563
31. M. Tada, and K. Takeda Sesquiterpenes of Lauraceae plants. IV. Germacranolides from Laurus nobilis L Chem. Pharm. Bull. 24 1976 667 671
32. E. Ulukaya, F. Ozdikicioglu, A.Y. Oral, and M. Demirci The MTT assay yields a relatively lower result of growth inhibition than the ATP assay depending on the chemotherapeutic drugs tested Toxicol. In Vitro 22 2008 232 239