Apolar Laurus nobilis leaf extracts induce cytotoxicity and apoptosis towards three nervous system cell lines

Food and Chemical Toxicology

Volumn 62, Issue , 2013, Pages 628-637

  Pacifico, Severina ^a   Gallicchio, Marialuisa ^a   Lorenz, Peter ^b   Potenza, Nicoletta ^a   Galasso, Silvia ^a   Marciano, Sabina ^a   Fiorentino, Antonio ^a   Stintzing, Florian C ^b   Monaco, Pietro ^a  

^a SECOND UNIVERSITY OF NAPLES   (Italy)

^b WALA HEILMITTEL GMBH   (Germany)

Author keywords

Apoptosis; Assay guided fractionation; Laurus nobilis L.; Metabolic profiling; Neuroprotection; Sesquiterpenes

Indexed keywords

3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; ALPHA TOCOPHEROL; ANTINEOPLASTIC AGENT; ANTIOXIDANT; CASPASE 3; CHLOROFORM; DEHYDROCOSTUS LACTONE; DNA FRAGMENT; EUDESMANE DERIVATIVE; FREE RADICAL; GUAIANOLIDE DERIVATIVE; LACTATE DEHYDROGENASE; LAURUS NOBILIS EXTRACT; PLANT EXTRACT; SULFORHODAMINE B; TERPENE; UNCLASSIFIED DRUG;

ANIMAL CELL; APOPTOSIS; ARTICLE; CELL LINE; CELL MEMBRANE; CYTOTOXICITY; ENZYME ACTIVATION; ENZYME ANALYSIS; ENZYME RELEASE; FRACTIONATION; GLIOMA; HUMAN; HUMAN CELL; IN VITRO STUDY; LAURUS NOBILIS; LIPOPHILICITY; METABOLITE; NERVOUS SYSTEM; NEUROBLASTOMA; NEUROPROTECTION; NONHUMAN; PLANT LEAF; RAT;

LAURUS NOBILIS; RATTUS;

APOPTOSIS; ASSAY GUIDED FRACTIONATION; LAURUS NOBILIS L.; METABOLIC PROFILING; NEUROPROTECTION; SESQUITERPENES;

ANIMALS; ANTIOXIDANTS; APOPTOSIS; CELL LINE; CELL LINE, TUMOR; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; GLIOMA; HUMANS; LACTONES; LAURUS; NEUROBLASTOMA; NEUROPROTECTIVE AGENTS; PLANT EXTRACTS; PLANT LEAVES; RATS; SESQUITERPENES; SESQUITERPENES, EUDESMANE; TERPENES;

EID: 84886739655     PISSN: 02786915     EISSN: 18736351     Source Type: Journal    
DOI: 10.1016/j.fct.2013.09.029     Document Type: Article

References (66)

1. Abdullah Thani N.A., Sallis B., Nuttall R., Schubert F.R., Ahsan M., Davies D., Purewal S., Cooper A., Rooprai H.K. Induction of apoptosis and reduction of MMP gene expression in the U373 cell line by polyphenolics in Aronia melanocarpa and by curcumin. Oncol. Rep. 2012, 28:1435-1442.
2. Al-Kalaldeh J.Z., Abu-Dahab R., Afifi F.U. Volatile oil composition and antiproliferative activity of Laurus nobilis, Origanum syriacum, Origanum vulgare, and Salvia triloba against human breast adenocarcinoma cells. Nutr. Res. 2010, 30:271-278.
3. Bagetta G., Cosentino M., Corasaniti M.T., Sakurada S. Herbal Medicines: Development and Validation of Plant-Derived Medicines for Human Health 2012, CRC Press, Taylor & Francis Group, Roca Baton, Florida.
4. Barla A., Topçua G., Öksüza S., Tümenb G., Kingston D.G.I. Identification of cytotoxic sesquiterpenes from Laurus nobilis L. Food Chem. 2007, 104:1478-1484.
5. Chan F.K., Moriwaki K., De Rosa M.J. Detection of necrosis by release of lactate dehydrogenase activity. Methods Mol. Biol. 2013, 979:65-70.
6. Chen Q.F., Liu Z.P., Wang F.P. Natural sesquiterpenoids as cytotoxic anticancer agents. Mini Rev. Med. Chem. 2011, 11:1153-1164.
7. Cho E.Y., Lee S.J., Nam K.W., Shin J., Oh K.B., Kim K.H., Mar W. Amelioration of oxygen and glucose deprivation-induced neuronal death by chloroform fraction of bay leaves (Laurus nobilis). Biosci. Biotechnol. Biochem. 2010, 74:2029-2035.
8. Circu M.L., Aw T.Y. Reactive oxygen species, cellular redox systems and apoptosis. Free Rad. Biol. Med. 2010, 48:749-762.
9. Conforti F., Statti G., Uzunov D., Menichini F. Comparative chemical composition and antioxidant activities of wild and cultivated Laurus nobilis L. leaves and Foeniculum vulgare subsp. piperitum (Ucria) coutinho seeds. Biol. Pharm. Bull. 2006, 29:2056-2064.
10. Dadalioglu I., Evrendilek G.A. Chemical compositions and antibacterial effects of essential oils of Turkish oregano (Origanum minutiflorum), bay laurel (Laurus nobilis), Spanish lavender (Lavandula stoechas L.), and fennel (Foeniculum vulgare) on common foodborne pathogens. J. Agric. Food Chem. 2004, 52:8255-8260.
11. Dall'Acqua S., Viola G., Giorgetti M., Loi M.C., Innocenti G. Two new sesquiterpene lactones from the leaves of Laurus nobilis. Chem. Pharm. Bull. 2006, 54:1187-1189.
12. Dall'Acqua S., Cervellati R., Speroni E., Costa S., Guerra M.C., Stella L., Greco E., Innocenti G. Phytochemical composition and antioxidant activity of Laurus nobilis L. leaf infusion. J. Med. Food 2009, 12:869-876.
13. De Marino S., Borbone N., Zollo F., Ianaro A., Di Meglio P., Iorizzi M. Megastigmane and phenolic components from Laurus nobilis L. leaves and their inhibitory effects on nitric oxide production. J. Agric. Food Chem. 2004, 52:7525-7531.
14. De Marino S., Borbone N., Zollo F., Ianaro A., Di Meglio P., Iorizzi M. New sesquiterpene lactones from Laurus nobilis leaves as inhibitors of nitric oxide production. Planta Med. 2005, 71:706-710.
15. Di Maro A., Pacifico S., Fiorentino A., Galasso S., Gallicchio M., Guida V., Severino V., Monaco P., Parente A. Raviscanina wild asparagus (Asparagus acutifolius L.): a nutritionally valuable crop with antioxidant and antiproliferative properties. Food Res. Int. 2013, 53:180-188.
16. Fang F., Shengmin S., Chen K.Y., Gosslau A., Ho C.-T., Rosen R.T. Isolation and identification of cytotoxic compounds from bay leaf Laurus nobilis. Food Chem. 2005, 93:497-501.
17. Fiorentino A., D'Abrosca B., Pacifico S., Mastellone C., Piscopo V., Caputo R., Monaco P. Isolation and structure elucidation of antioxidant polyphenols from quince (Cydonia vulgaris) peels. J. Agric. Food Chem. 2008, 56:2660-2667.
18. Fiorentino A., Mastellone C., D'Abrosca B., Pacifico S., Scognamiglio M., Cefarelli G., Caputo R., Monaco P. δ-Tocomonoenol: a new vitamin E from kiwi (Actinidia chinensis) fruits. Food Chem. 2009, 115:187-192.
19. Gómez-Coronado D.J., Barbas C. Optimized and validated HPLC method for alpha- and gamma-tocopherol measurement in Laurus nobilis leaves: new data on tocopherol content. J. Agric. Food Chem. 2003, 51:5196-5201.
20. Gören A., Topçu G., Bilsel G., Bilsel M., Aydoǧmuş Z., Pezzuto J.M. The chemical constituents and biological activity of essential oil of Lavandula stoechas ssp. stoechas. Z. Naturforsch. C 2002, 57:797-800.
21. Ham A., Kim B., Koo U., Nam K.W., Lee S.J., Kim K.H., Shin J., Mar W. Spirafolide from bay leaf (Laurus nobilis) prevents dopamine-induced apoptosis by decreasing reactive oxygen species production in human neuroblastoma SH-SY5Y cells. Arch. Pharmacal Res. 2010, 33:1953-1958.
22. Huang W.J., Huang C.H., Wu C.L., Lin J.K., Chen Y.W., Lin C.L., Chuang S.E., Huang C.Y., Chen C.N. Propolin G, a prenylflavanone, isolated from Taiwanese propolis, induces caspase-dependent apoptosis in brain cancer cells. J. Agric. Food Chem. 2007, 55:7366-7376.
23. Iriti M., Vitalini S., Fico G., Faoro F. Neuroprotective herbs and foods from different traditional medicines and diets. Molecules 2010, 15:3517-3555.
24. Julianti E., Jang K.H., Lee S., Lee D., Woongchon M., Oh K.-B., Shin J. Sesquiterpenes from leaves of Laurus nobilis L. Phytochemistry 2012, 80:70-76.
25. Kang H.W., Yu K.W., Jun W.J., Chang I.S., Han S.B., Kim H.Y., Cho H.Y. Isolation and characterization of alkyl peroxy radical scavenging compound from leaves of Laurus nobilis. Biol. Pharm. Bull. 2002, 25:102-108.
26. Kannappan R., Gupta S.C., Kim J.H., Reuter S., Aggarwal B.B. Neuroprotection by spice-derived nutraceuticals: you are what you eat!. Mol. Neurobiol. 2011, 44:142-159.
27. Khan M., Yi F., Rasul A., Li T., Wang N., Gao H., Gao R.M. Alantolactone induces apoptosis in glioblastoma cells via GSH depletion, ROS generation, and mitochondrial dysfunction. IUBMB Life 2012, 64:783-794.
28. Kim E.J., Lim S.S., Park S.Y., Shin H.H., Kim J.S., Park J.H.Y. Apoptosis of DU145 human prostate cancer cells induced by dehydrocostus lactone isolated from the root of Saussurea lappa. Food Chem. Toxicol. 2008, 46:3651-3658.
29. Kleinkauf-Rocha J., Bobermin L.D., Machado Pde M., Gonçalves C.A., Gottfried C., Quincozes-Santos A. Lipoic acid increases glutamate uptake, glutamine synthetase activity and glutathione content in C6 astrocyte cell line. Int. J. Dev. Neurosci. 2013, 31:165-170.
30. Koo U., Nam K.W., Ham A., Lyu D., Kim B., Lee S.J., Kim K.H., Oh K.B., Mar W., Shin J. Neuroprotective effects of 3α-acetoxyeudesma-1,4(15),11(13)-trien-12,6α-olide against dopamine-induced apoptosis in the human neuroblastoma SH-SY5Y cell line. Neurochem. Res. 2011, 36:1991-2001.
31. Kumar S., Singh J., Sharma A. Bay leaves. Handbook of Herbs and Spices 2004, 52-61. Woodhead Publishing Limited, Cambridge, England. K.V. Peter (Ed.).
32. Kretschmer N., Rinner B., Stuendl N., Kaltenegger H., Wolf E., Kunert O., Boechzelt H., Leithner A., Bauer R., Lohberger B. Effect of costunolide and dehydrocostus Lactone on cell cycle, apoptosis, and ABC transporter expression in human soft tissue sarcoma cells. Planta Med. 2012, 78:1749-1756.
33. Lantto T.A., Colucci M., Závadová V., Hiltunen R., Raasmaja A. Cytotoxicity of curcumin, resveratrol and plant extracts from basil, juniper, laurel and parsley in SH-SY5Y and CV1-P cells. Food Chem. 2009, 117:405-411.
34. +-adenosine triphosphatase. Biol. Pharm. Bull. 2012, 35:428-432.
35. Li Q.Q., Lee R.X., Liang H., Zhong Y. Anticancer activity of β-Elemene and its synthetic analogs in human malignant brain tumor cells. Anticancer Res. 2013, 33:65-76.
36. Lin P.-C., Liuc P.-Y., Lin S.-Z., Harne H.-J. Angelica sinensis: a Chinese herb for brain cancer therapy. BioMedicine 2012, 2:30-35.
37. Lobo J.F.R., Castro E.S., Gouvea D.R., Fernandes C.P., de Almeida F.B., de Amorim L.M.F., Burth P., Rocha L., Santos M.G., Harmerski L., Lopes N.P., Pinto A.C. Antiproliferative activity of Eremanthus crotonoides extracts and centratherin demonstrated in brain tumor cell lines. Rev. bras. Farmacogn. 2012, 22:1295-1300.
38. Marzouki H., Elaissib A., Khaldic A., Bouzidd S., Falconierie D., Marongiu B., Pirasa A., Porcedda S. Seasonal and geographical variation of Laurus nobilis L. essential oil from Tunisia. TONPJ 2009, 2:86-91.
39. Matsuda H., Kagerura T., Toguchida I., Ueda H., Morikawa T., Yoshikawa M. Inhibitory effects of sesquiterpenes from bay leaf on nitric oxide production in lipopolysaccharide-activated macrophages: structure requirement and role of heat shock protein induction. Life Sci. 2000, 66:2151-2157.
40. Miele M., Dondero R., Ciarallo G., Mazzei M. Methyleugenol in Ocimum basilicum L. cv. genovese gigante. J. Agric. Food Chem. 2001, 49:517-521.
41. Modzelewska A., Sur S., Kumar S.K., Khan S.R. Sesquiterpenes: natural products that decrease cancer growth. Curr. Med. Chem. Anticancer Agents 2005, 5:477-499.
42. Oh G.S., Pae H.O., Chung H.T., Kwon J.W., Lee J.H., Kwon T.O., Kwon S.Y., Chon B.H., Yun Y.G. Dehydrocostus lactone enhances tumor necrosis factor-alpha-induced apoptosis of human leukemia HL-60 cells. Immunopharmacol. Immunotoxicol. 2004, 26:163-175.
43. Ouchikh O., Chahed T., Ksouri R., Taarit M.B., Faleh H., Abdelly C., Kchouk E.M., Marzouk B. The effects of extraction method on the measured tocopherol level and antioxidant activity of L. nobilis vegetative organs. J. Food Comp. Anal. 2011, 24:103-110.
44. Özcan M., Chalchat J.-C. Effect of different locations on the chemical composition of essential oils of laurel (Laurus nobilis L.) leaves growing wild in Turkey. J. Med. Food 2005, 8:408-411.
45. Pacifico S., Gallicchio M., Fiorentino A., Fischer A., Meyer U., Stintzing F.C. Antioxidant properties and cytotoxic effects on human cancer cell lines of aqueous fermented and lipophilic quince (Cydonia oblonga Mill.) preparations. Food Chem. Toxicol. 2012, 50:4130-4135.
46. Pathak S., Multani A.S., Banerji P., Banerji P. Ruta 6 selectively induces cell death in brain cancer cells but proliferation in normal peripheral blood lymphocytes: a novel treatment for human brain cancer. Int. J. Oncol. 2003, 23:975-982.
47. Pech B., Bruneton J. Alkaloids from Laurus nobilis. J. Nat. Prod. 1982, 45:560-563.
48. Pignatti S. Flora d'Italia 1982, Edagricole, Bologna, Italy.
49. Prior R.L., Hoang H., Gu L., Wu X., Bacchiocca M., Howard L., Hampsch-Woodill M., Huang D., Ou B., Jacob R. Assays for hydrophilic and lipophilic antioxidant capacity (oxygen radical absorbance capacity (ORACFL)) of plasma and other biological and food samples. J. Agric. Food Chem. 2003, 51:3273-3279.
50. Ramos C., Teixeira B., Batista I., Matos O., Serrano C., Neng N.R., Nogueira J.M., Nunes M.L., Marques A. Antioxidant and antibacterial activity of essential oil and extracts of bay laurel Laurus nobilis Linnaeus (Lauraceae) from Portugal. Nat. Prod. Res. 2012, 26:518-529.
51. Saab A.M., Tundis R., Loizzo M.R., Lampronti I., Borgatti M., Gambari R., Menichini F., Esseily F., Menichini F. Antioxidant and antiproliferative activity of Laurus nobilis L. (Lauraceae) leaves and seeds essential oils against K562 human chronic myelogenous leukaemia cells. Nat. Prod. Res. 2012, 26:1741-1745.
52. Salganik R.I., Albright C.D., Rodgers J., Kim J., Zeisel S.H., Sivashinskiy M.S., Van Dyke T.A. Dietary antioxidant depletion: enhancement of tumor apoptosis and inhibition of brain tumor growth in transgenic mice. Carcinogenesis 2000, 21:909-914.
53. Salganik R.I. The benefits and hazards of antioxidants: controlling apoptosis and other protective mechanisms in cancer patients and the human population. J. Am. Coll. Nutr. 2001, 20:464S-472S.
54. Schumacker P.T. Reactive oxygen species in cancer cells: live by the sword, die by the sword. Cancer Cell 2006, 10:175-176.
55. Shrotriya S., Deep G., Gu M., Kaur M., Jain A.K., Inturi S., Agarwal R., Agarwal C. Generation of reactive oxygen species by grape seed extract causes irreparable DNA damage leading to G2/M arrest and apoptosis selectively in head and neck squamous cell carcinoma cells. Carcinogenesis 2012, 33:848-858.
56. Skehan P., Storeng R., Scudiero D., Monks A., McMahon J., Vistica D., Warren J.T., Bokesch H., Kenney S., Boyd M.R. New colorimetric cytotoxicity assay for anticancer-drug screening. J. Natl. Cancer Inst. 1990, 82:1107-1112.
57. Speroni E., Cervellati R., Dall'Acqua S., Guerra M.C., Greco E., Govoni P., Innocenti G. Gastroprotective effect and antioxidant properties of different Laurus nobilis L. leaf extracts. J. Med. Food 2011, 14:499-504.
58. Stein, S., Mirokhin Y., Tchekhovskoi, D., Mallard, G., 2008. The NIST Mass Spectral Search Program, NIST/EPA/NIH Spectral Library, Vers. 2.0, distributed by National Institute of Standard and Technology (USA).
59. Tsai N.-M., Lin S.-Z., Lee C.-C., Chen S.-P., Su H.-C., Chang W.-L., Harn H.-J. The Antitumor Effects of Angelica sinensis on malignant brain tumors in vitro and in vivo. Clin. Cancer Res. 2005, 11:3475-3484.
60. Van Wyk B.-E., Wink M. Medicinal Plants of the World and Their Uses 2004, Timber Press, Portland, Oregon (USA).
61. Verdian-Rizi M., Hadjiakhoondi A. Essential oil composition of Laurus nobilis L. of different growth stages growing in Iran. Z. Naturforsch. C. 2008, 63:785-788.
62. Wang C.-Y., Tsai A.-C., Peng C.-Y., Chang Y.-L., Lee K.-H., Teng C.-M., Pan S.-L. Dehydrocostuslactone suppresses angiogenesis in vitro and in vivo through inhibition of Akt/GSK-3β and mTOR signaling pathways. PLoS ONE 2012, 7:e31195.
63. Werner I., Glasl S., Presser A., Haslinger E., Jurenitsch J. Sesquiterpenes from Achillea pannonica Scheele. Z. Naturforsch. C. 2003, 58:303-307.
64. Weyermann J., Lochmanna D., Zimmerb A. A practical note on the use of cytotoxicity assays. Int. J. Pharm. 2005, 288:369-376.
65. Yalçin H., Anik M., Şanda M.A., Çakir A. Gas Chromatography/Mass Spectrometry analysis of Laurus nobilis essential oil composition of Northern Cyprus. J. Med. Food 2007, 10:715-719.
66. Zouari S., Ketata M., Boudhrioua N., Ammar E. Allium roseum L. volatile compounds profile and antioxydant activity for chemotype discrimination - case study of the wild plant of Sfax (Tunisia). Ind. Crop. Prod. 2013, 41:172-178.