Linalool exhibits cytotoxic effects by activating antitumor immunity

Molecules

Volumn 19, Issue 5, 2014, Pages 6694-6706

  Chang, Mei Yin ^a   Shen, Yi Ling ^a  

^a FOOYIN UNIVERSITY   (Taiwan)

Author keywords

Cell apoptosis; Cell cycle; Cytokine array; Linalool; P coumaric acid

Indexed keywords

4-COUMARIC ACID; ANTINEOPLASTIC AGENT; COUMARIC ACID; CYTOKINE; LINALOOL; TERPENE;

BREAST NEOPLASMS; CELL CYCLE; CELL MOTION; COLORECTAL NEOPLASMS; DRUG EFFECTS; DRUG SCREENING; FEMALE; FLOW CYTOMETRY; HUMAN; IC50; IMMUNOLOGY; LIVER NEOPLASMS; METABOLISM; PATHOLOGY; TH1 CELL; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS, PHYTOGENIC; BREAST NEOPLASMS; CELL CYCLE; CELL LINE, TUMOR; CELL MOVEMENT; COLORECTAL NEOPLASMS; COUMARIC ACIDS; CYTOKINES; DRUG SCREENING ASSAYS, ANTITUMOR; FEMALE; FLOW CYTOMETRY; HUMANS; INHIBITORY CONCENTRATION 50; LIVER NEOPLASMS; MONOTERPENES; TH1 CELLS;

EID: 84901478734     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules19056694     Document Type: Article

References (42)

1. Ministry of Health and Welfare. Available online: http://www.mohw.gov.tw (accessed on 9 December 2013).
2. Jemal A.; Bray F.; Center M.M.; Ferlay J.; Ward E.; Forman D. Global cancer statistics. CA: Cancer J. Clin. 2011, 61, 69-90.
3. Viel S.; Charrier E.; Marcais A.; Rouzaire P.; Bienvenu J.; Karlin L.; Salles G.; Walzer T. Monitoring NK cell activity in patients with hematological malignancies. Oncoimmunology 2013, 2, e26011.
4. Moll M.; Kuemmerle-Deschner J.B. Inflammasome and cytokine blocking strategies in autoinflammatory disorders. Clin. Immunol. 2013, 147, 242-275.
5. Hsieh T.C.; Wijeratne E.K.; Liang J.Y.; Gunatilaka A.L.; Wu J.M. Differential control of growth, cell cycle progression, and expression of NF-kappaB in human breast cancer cells MCF-7, MCF-10A, and MDA-MB-231 by ponicidin and oridonin, diterpenoids from the chinese herb Rabdosia rubescens. Biochem. Biophy. Res. Commun. 2005, 337, 224-231.
6. Hsu Y.L.; Chen C.Y.; Lin I.P.; Tsai E.M.; Kuo P.L.; Hou M.F. 4-Shogaol, an active constituent of dietary ginger, inhibits metastasis of MDA-MB-231 human breast adenocarcinoma cells by decreasing the repression of NF-kappaB/Snail on RKIP. J. Agric. Food Chem. 2012, 60, 852-861.
7. Sakurai M.H.; Matsumoto T.; Kiyohara H.; Yamada H. B-cell proliferation activity of pectic polysaccharide from a medicinal herb, the roots of Bupleurum falcatum L. and its structural requirement. Immunology 1999, 97, 540-547.
8. Sultana N.; Saify Z.S. Naturally occurring and synthetic agents as potential anti-inflammatory and immunomodulants. Anti-Inflamm. Anti-Allergy Agents Med. Chem. 2012, 11, 3-19.
9. Liu J. Pharmacology of oleanolic acid and ursolic acid. J. Ethnopharmacol. 1995, 49, 57-68.
10. Inada A.; Nakanishi T.; Tokuda H.; Nishino H.; Iwashima A.; Sharma O.P. Inhibitory effects of lantadenes and related triterpenoids on Epstein-Barr virus activation. Planta Med. 1995, 61, 558-559.
11. Constantinou A.; Mehta R.; Runyan C.; Rao K.; Vaughan A.; Moon R. Flavonoids as DNA topoisomerase antagonists and poisons: Structure-Activity relationships. J. Nat. Prod. 1995, 58, 217-225.
12. Yu C.; Zhang Z.; Zhang H.; Zhen Z.; Calway T.; Wang Y.; Yuan C.S.; Wang C.Z. Pretreatment of baicalin and wogonoside with glycoside hydrolase: A promising approach to enhance anticancer potential. Oncol. Rep. 2013, 30, 2411-2418.
13. Nishioka T.; Kawabata J.; Aoyama Y. Baicalein, an alpha-glucosidase inhibitor from Scutellaria baicalensis. J. Nat. Prod. 1998, 61, 1413-1415.
14. Ortiz de Urbina A.V.; Martin M.L.; Fernandez B.; San Roman L.; Cubillo L. In vitro antispasmodic activity of peracetylated penstemonoside, aucubin and catalpol. Planta Med. 1994, 60, 512-515.
15. Li W.J.; Lin Y.C.; Wu P.F.; Wen Z.H.; Liu P.L.; Chen C.Y.; Wang H.M. Biofunctional Constituents from Liriodendron tulipifera with Antioxidants and Anti-Melanogenic Properties. Int. J. Mol. Sci. 2013, 14, 1698-1712.
16. Wang H.M.; Chiu C.C.; Wu P.F.; Chen C.Y. Subamolide E from Cinnamomum subavenium induces sub-G1 cell-cycle arrest and caspase-dependent apoptosis and reduces the migration ability of human melanoma cells. J. Agric. Food Chem. 2011, 59, 8187-8192.
17. Cassady K.A.; Whitley R.J. New therapeutic approaches to the alphaherpesvirus infections. J. Antimicrob. Chemother. 1997, 39, 119-128.
18. Shu Y.Z. Recent natural products based drug development: A pharmaceutical industry perspective. J. Nat. Prod. 1998, 61, 1053-1071.
19. Chiang L.C.; Chiang W.; Chang M.Y.; Ng L.T.; Lin C.C. Antiviral activity of Plantago major extracts and related compounds in vitro. Antivir. Res. 2002, 55, 53-62.
20. Chiang L.C.; Chiang W.; Chang M.Y.; Lin C.C. In vitro cytotoxic, antiviral and immunomodulatory effects of Plantago major and Plantago asiatica. Am. J. Chin. Med. 2003, 31, 225-234.
21. Chiang L.C.; Chiang W.; Chang M.Y.; Ng L.T.; Lin C.C. Antileukemic activity of selected natural products in Taiwan. Am. J. Chin. Med. 2003, 31, 37-46.
22. Chiang L.C.; Ng L.T.; Chiang W.; Chang M.Y.; Lin C.C. Immunomodulatory activities of flavonoids, monoterpenoids, triterpenoids, iridoid glycosides and phenolic compounds of Plantago species. Planta Med. 2003, 69, 600-604.
23. Ju J.; Qi Z.; Cai X.; Cao P.; Liu N.; Wang S.; Chen Y. Toosendanin induces apoptosis through suppression of JNK signaling pathway in HL-60 cells. Toxicol. In Vitro 2013, 27, 232-238.
24. Statz D.; Coon F.B. Preparation of plant extracts for antitumor screening. Cancer Treat. Rep. 1976, 60, 999-1005.
25. Vinson J.A.; Jang J. In vitro and in vivo lipoprotein antioxidant effect of a citrus extract and ascorbic acid on normal and hypercholesterolemic human subjects. J. Med. Food 2001, 4, 187-192.
26. Wu Y.B.; Zheng L.J.; Wu J.G.; Chen T.Q.; Yi J.; Wu J.Z. Antioxidant activities of extract and fractions from receptaculum nelumbinis and related flavonol glycosides. Int. J. Mol. Sci. 2012, 13, 7163-7173.
27. Yiu C.Y.; Chen S.Y.; Yang T.H.; Chang C.J.; Yeh D.B.; Chen Y.J.; Lin T.P. Inhibition of Epstein-Barr Virus Lytic Cycle by an Ethyl Acetate Subfraction Separated from Polygonum cuspidatum Root and Its Major Component, Emodin. Molecules 2014, 19, 1258-1272.
28. Lapczynski A.; Letizia C.S.; Api A.M. Addendum to Fragrance material review on linalool. Food Chem. Toxicol. 2008, 46, S190-S192.
29. Carson C.F.; Riley T.V. Antimicrobial activity of the major components of the essential oil of Melaleuca alternifolia. J. Appl. Bacteriol. 1995, 78, 264-269.
30. Deepa B.; Venkatraman Anuradha C. Effects of linalool on inflammation, matrix accumulation and podocyte loss in kidney of streptozotocin-induced diabetic rats. Toxicol. Mech. Methods 2013, 23, 223-234.
31. Anjos P.J.; Lima A.O.; Cunha P.S.; de Sousa D.P.; Onofre A.S.; Ribeiro T.P.; Medeiros I.A.; Antoniolli A.R.; Quintans-Junior L.J.; Santosa M.R. Cardiovascular effects induced by linalool in normotensive and hypertensive rats. Z. Naturforsch. C 2013, 68, 181-190.
32. Peana A.T.; de Montis M.G.; Nieddu E.; Spano M.T.; D'Aquila P.S.; Pippia P. Profile of spinal and supra-spinal antinociception of (-)-linalool. Eur. J. Pharmacol. 2004, 485, 165-174.
33. Zhu Z.; Sun H.; Ma G.; Wang Z.; Li E.; Liu Y.; Liu Y. Bufalin Induces Lung Cancer Cell Apoptosis via the Inhibition of PI3K/Akt Pathway. Int. J. Mol. Sci. 2012, 13, 2025-2035.
34. Park H.S.; Hwang H.J.; Kim G.Y.; Cha H.J.; Kim W.J.; Kim N.D.; Yoo Y.H.; Choi Y.H. Induction of apoptosis by fucoidan in human leukemia U937 cells through activation of p38 MAPK and modulation of Bcl-2 family. Mar. Drugs 2013, 11, 2347-2364.
35. Kong C.S.; Jeong C.H.; Choi J.S.; Kim K.J.; Jeong J.W. Antiangiogenic effects of p-coumaric acid in human endothelial cells. Phytother. Res. 2013, 27, 317-323.
36. Yen G.C.; Chen Y.C.; Chang W.T.; Hsu C.L. Effects of polyphenolic compounds on tumor necrosis factor-Alpha (TNF-Alpha)-induced changes of adipokines and oxidative stress in 3T3-L1 adipocytes. J. Agric. Food Chem. 2011, 59, 546-551.
37. Janicke B.; Hegardt C.; Krogh M.; Onning G.; Akesson B.; Cirenajwis H.M.; Oredsson S.M. The antiproliferative effect of dietary fiber phenolic compounds ferulic acid and p-coumaric acid on the cell cycle of Caco-2 cells. Nutr. Cancer 2011, 63, 611-622.
38. Scheepens A.; Bisson J.F.; Skinner M. p-coumaric acid activates the GABA-A receptor in vitro and is orally anxiolytic in vivo. Phytother. Res. 2014, 28, 207-211.
39. Meltzer M.S.; Benjamin W.R.; Farrar J.J. Macrophage activation for tumor cytotoxicity: Induction of macrophage tumoricidal activity by lymphokines from EL-4, a continuous T cell line. J. Immunol. 1982, 129, 2802-2807.
40. Porakishvili N.; Jackson A.M.; de Souza J.B.; Dalla Chiesa M.; Roitt I.M.; Delves P.J.; Lund T. Epitopes of human chorionic gonadotropin and their relationship to immunogenicity and cross-reactivity of beta-chain mutants. Am. J. Reprod. Immunol. 1998, 40, 210-214.
41. Zhu R.; Zou S.T.; Wan J.M.; Li W.; Li X.L.; Zhu W. BTG1 inhibits breast cancer cell growth through induction of cell cycle arrest and apoptosis. Oncol. Rep. 2013, 30, 2137-2144.
42. CSElab. Available online: http://www.cse-lab.ethz.ch/software.html (aceessed on 22 May 2014).