Two-step sequential supercritical fluid extracts from rosemary with enhanced anti-proliferative activity

Journal of Functional Foods

Volumn 11, Issue C, 2014, Pages 293-303

  Sánchez Camargo, Andrea del Pilar ^a   Valdés, Alberto ^a   Sullini, Giuseppe ^a,b   García Cañas, Virginia ^a   Cifuentes, Alejandro ^a   Ibáñez, Elena ^a   Herrero, Miguel ^a  

^a INSTITUTE OF FOOD SCIENCE RESEARCH CIAL   (Spain)

^b UNIVERSITY OF MESSINA   (Italy)

Author keywords

Anti proliferative; Colon cancer cell; HT 29; Rosemary; Sequential process; SFE

Indexed keywords

ROSMARINUS OFFICINALIS;

EID: 84922488062     PISSN: 17564646     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jff.2014.10.014     Document Type: Article

References (47)

1. Barni M.V., Carlini M.J., Cafferata E.G., Puricelli L., Moreno S. Carnosic acid inhibits the proliferation and migration capacity of human colorectal cancer cells. Oncology Reports 2012, 27:1041-1048.
2. Bayala B., Bassole I.H.N., Gnoula C., Nebie R., Yonli A., Morel L., Figueredo G., Nikiema J.-B., Lobaccaro J.-M.A., Simpore J. Chemical composition, antioxidant, anti-inflammatory and anti-proliferative activities of essential oils of plants from burkina faso. PLoS ONE 2014, 9(e92122):1-11.
3. Ben Jemia M., Tundis R., Maggio A., Rosselli S., Senatore F., Menichini F., Bruno M., Kchouk M.E., Lizzo M.R. NMR-based quantification of rosmarinic and carnosic acids, GC-MS profile and bioactivity relevant to neurodegenerative disorders of Rosmarinus officinalis L. extracts. Journal of functional foods 2013, 5:1873-1882.
4. Borrás Linares I., Arráez-Román D., Herrero M., Ibáñez E., Segura-Carretero A., Fernández-Gutiérrez A. Comparison of different extraction procedures for the comprehensive characterization of bioactive phenolic compounds in Rosmarinus officinalis by reversed-phase high-performance liquid chromatography with diode array detection coupled to electrospray time-of-flight mass spectrometry. Journal of Chromatography. A 2011, 1218:7682-7690.
5. Brand-Williams W., Cuvelier M.E., Berset C. Use of a free radical method to evaluate antioxidant activity. Lebensmittel-Wissenschaft und Technologie 1995, 28:25-30.
6. Cardona F., Andrés-Lacueva C., Tulipani S., Tinahones F.J., Queipo-Ortuño M.I. Benefits of polyphenols on gut microbiota and implications on human health. The Journal of Nutritional Biochemistry 2013, 24:1415-1422.
7. Danielski L., Zetzl H., Hense H., Brunner G. A process line for the production of raffinated rice oil from rice brand. Journal of Supercritical Fluids 2005, 34:133-141.
8. De Melo M.M.R., Barbosa H.M.A., Passos C.P., Silva C.M. Supercritical fluid extraction of spent coffee grounds: measurement of extraction curves, oil characterization and economic analysis. Journal of Supercritical Fluids 2014, 86:150-159.
9. De Melo M.M.R., Silvestre A.J.D., Silva C.M. Supercritical fluid extraction of vegetable matrices: Applications, trends and future perspectives of a convincing green technology. Journal of Supercritical Fluids 2014, 92:115-176.
10. Del Rio D., Rodriguez-Mateos A., Spencer J.P.E., Tognolini M., Borges G., Crozier A. Dietary (poly) phenolics in human health: Structures, bioavailability, and evidence of protective effects against chronic diseases. Antioxidants and Redox Signaling 2013, 18:1818-1892.
11. Einbond L.S., Wu H., Kashiwazaki R., He K., Roller M., Su T., Wang X., Goldsberry S. Carnosic acid inhibits the growth of ER-negative human breast cancer cells and synergizes with curcumin. Fitoterapia 2012, 83:1160-1168.
12. Gigante B., Santos C., Silva A.M., Curto M.J.M., Nascimento M.S.J., Pinto E., Pedro M., Cerqueira F., Pinto M.M., Duarte M.P., Laires A., Rueff J., Gonçalves J., Pegado M.I., Valdeira M.L. Catechols from abietic acid: Synthesis and evaluation as bioactive compounds. Bioorganic & Medicinal Chemistry 2003, 11:1631-1638.
13. Henning S.M., Wang P., Carpenter C.L., Heber D. Epigenetic effects of green tea polyphenols in cancer. Epigenomics 2013, 5:729-741.
14. Herrero M., Castro-Puyana M., Mendiola J.A., Ibañez E. Compressed fluids for the extraction of bioactive compounds. Trends in Analitical Chemistry 2013, 43:67-83.
15. Herrero M., Mendiola J.A., Cifuentes A., Ibáñez E. Supercritical fluid extraction: Recent advances and applications. Journal of Chromatography. A 2010, 1217:2495-2511.
16. Herrero M., Plaza M., Cifuentes A., Ibañez E. Green processes for the extraction of bioactives from rosemary: Chemical and functional characterization vial ultra-performance liquid chromatography-tandem mass spectrometry and in-vitro assays. Journal of Chromatography. A 2010, 1217:2512-2520.
17. Hu N., Yu J.T., Tan L., Wang Y.L., Sun L., Tan L. Nutrition and the risk of Alzheimer's disease. Biomedical Research International 2013, 524820:1-12.
18. Ibáñez C., Simó C., García-Cañas V., Gómez-Martínez A., Ferragut J.A., Cifuentes A. CE/LC-MS multiplatform for broad metabolomics analysis of dietary polyphenols effect on colon cancer cells proliferation. Electrophoresis 2012, 33:2328-2336.
19. Ibáñez C., Valdés A., García-Cañas V., Simó C., Celebier M., Rocamora-Reverte L., Gómez-Martínez A., Herrero M., Castro-Puyana M., Segura-Carretero A., Ibáñez E., Ferragut J.A., Cifuentes A. Global Foodomics strategy to investigate the health benefits of dietary constituents. Journal of Chromatography. A 2012, 1248:139-153.
20. Itani W.S., El-Banna S.H., Hassan S.B., Larsson R.L., Bazarbachi A., Gali-Muhtasib H.U. Anti colon cancer components from Lebanese sage (Salvia libanotica) essential oil. Cancer Biology & Therapy 2008, 7:1765-1773.
21. Johnson J.J. Carnosol: A primising anti-cancer and anti-inflammatory agent. Cancer Letters 2011, 305:1-7.
22. Jordan M.J., Lax V., Rota M.C., Loran S., Sotomayor J.A. Relevance of carnosic acid, carnosol and rosmarinic acid concentrations in the in vitro antioxidant and antimicrobial activities of rosmarinus officinalis methanolic extracts. Journal of Agricultural Food Chemistry 2012, 60:9603-9608.
23. Kontogianni V.G., Tomic G., Nikolic I., Nerantzaki A.A., Sayyad N., Stosic-Grujicic S., Stojanovic I., Gerothanassis I.P., Tzakos A.G. Phytochemical profile of Rosmarinus officinalis and Salvia officinalis extracts and correlation to their antioxidant and anti-proliferative activity. Food Chemistry 2013, 136:120-129.
24. Kuo C.F., Su J.D., Chiu C.H., Peng C.C., Chang C.H., Sung T.Y., Huang S.H., Lee W.C., Chyau C.C. Anti-inflammatory effects of supercritical carbon dioxide extract and its isolated carnosic acid from rosmarinus officinalis leaves. Journal of Agricultural Food Chemistry 2011, 59:3674-3685.
25. Leal P.F., Alexandre F.C., Kfuri M.B., Meireles M.A.A. Preliminary estimative of the cost of manufacturing SFE extracts from Brazilian Ginseng. Eighth conference on supercritical fluids and their applications 2006, 157-160. Ischia, Italy, 28-31 May, 2006.
26. Leal P.F., Maia N.B., Carmello Q.A.C., Catharino R.R., Eberlin M.N., Meireles M.A.A. Sweet basil (Ocimun basilicum) extracts obtained by Supercritical Fluid Extraction (SFE): Global Yields, chemical composition, antioxidant activity, and estimation of the cost of manufacturing. Food Bioprocess Technology 2008, 1:326-338.
27. Lopez-Jimenez A., Garcia-Caballero M., Medina M.A., Quesada A.R. Anti-angiogenic properties of carnosol and carnosic acid, two major dietary compounds from rosemary. European Journal of Nutrition 2013, 52:85-95.
28. Montero L., Herrero M., Ibáñez E., Cifuentes A. Profiling of phenolic compounds from different apple varieties using comprehensive two-dimensional liquid chromatography. Journal of Chromatography. A 2013, 1313:275-283.
29. Mukhopadhyay M. Processing of Spices using Supercritical Fluids. Supercritical fluid extraction of nutraceuticals and bioactive compounds 2008, 337-366. CRC Press, Boca Raton, FL. J.L. Martínez (Ed.).
30. Murata S., Shiragami R., Kosugi C., Tezuka T., Yamazaki M., Hirano A., Yoshimura Y., Suzuki M., Shuto K., Ohkohchi N., Koda K. Antitumor effect of 1, 8-cineole against colon cancer. Oncology Reports 2013, 30:2647-2652.
31. Pereira C.G., Meireles M.A.A. Economic analysis of rosemary, fennel and anise essential oils obtained by supercritical fluid extraction. Flavor and Fragance Journal 2007, 22:407-413.
32. Pereira C.G., Meireles M.A.A. Supercritical fluid extraction of bioactive compounds: Fundamentals, applications and economic perspectives. Food Bioprocess Technology 2010, 3:340-372.
33. Prado J.M., Assis A.R., Maróstica M.R., Meireles M.A.A. Manufacturing cost of vegetable oil and carotenoids extracted from buriti (Mauritia flexuosa) by supercritical technology. Proceedings of the I iberoamerican conference on supercritical fluids, PROSCIBA 2007, Foz do Iguaçu PR, Brazil, 10-13 April 2007.
34. Re R., Pellegrini N., Proteggente A., Pannala A., Yang M., Rice-Evans C. Free Radical Biology & Medicine 1999, 26:1231-1237.
35. Rosa P.T.V., Meireles M.A.A. Rapid estimation of the manufacturing cost of extracts obtained by supercritical fluid extraction. Journal of Food Engineering 2005, 67:235-240.
36. Satoh T., Kosaka K., Itoh K., Kobayashi A., Yamamoto M., Shimojo Y., Kitajima C., Cui J., Kamins J., Okamoto S., Izumi M., Shirasawa T., Lipton S.A. Carnosic acid, a catechol-type electrophilic compound, protects neurons both in vitro and in vivo through activation of the Keap1/Nrf2 pathway via S-alkylation of targeted cysteines on Keap1. Journal of Neurochemistry 2008, 104:1116-1131.
37. Señoráns F.J., Ibañez E., Cavero S., Tabera J., Reglero G. Liquid chromatographic-mass spectrometric analysis of supercritical-fluid extracts of rosemary plants. Journal of Chromatography. A 2000, 870:491-499.
38. Valdés A., García-Cañas V., Rocamora-Reverte L., Gómez-Martínez A., Ferragut J.A., Cifuentes A. Effect of rosemary polyphenols on human colon cancer cells: Transcriptomic profiling and functional enrichment analysis. Genes & Nutrition 2013, 8:43-60.
39. Valdés A., García-Cañas V., Simó C., Ibáñez C., Micol V., Ferragut J.A., Cifuentes A. Comprehensive Foodomics study on the mechanisms operating at various molecular levels in cancer cells in response to individual rosemary polyphenols. Analytical Chemistry 2014, 10.1021/ac502401j.
40. Valdés A., Simó C., Ibáñez C., Rocamora-Reverte L., Ferragut J.A., García-Cañas V., Cifuentes A. Effect of dietary polyphenols on K562 leukemia cells: A foodomics approach. Electrophoresis 2012, 33:2314-2327.
41. Vicente G., Martín D., García-Risco M., Fornari T., Reglero G. Supercritical carbon dioxide extraction of antioxidants from rosemary (Rosmarinus officinalis) leaves for use in edible vegetable oils. Journal of Oleo Science 2012, 61:689-697.
42. Visanji J.M., Thompson D.G., Padfield O.J. Induction of G2/M phase cell cycle arrest by carnosol and carnosic acid is associated with alteration of cyclin A and cyclin B1 levels. Cancer Letters 2006, 237:130-136.
43. Wang S., Moustaid-Moussa N., Chen L., Mo H., Shastri A., Su R., Bapat P., Kwun I., Shen C.L. Novel insights of dietary polyphenols and obesity. The Journal of Nutritional Biochemistry 2014, 25:1-18.
44. Wang Y., Chun O.K., Song W.O. Plasma and dietary antioxidant status as cardiovascular disease risk factors: A review of human studies. Nutrients 2013, 5:2969-3004.
45. Xiang Q., Wang Y., Wu W., Meng X., Qiao Y., Xu L., Liu X. Carnosic acid protects against ROS/RNS-induced protein damage and upregulates HO-1 expression in RAW264.7 macrophages. Journal of Functional Foods 2013, 5:362-369.
46. Xiao J., Högger P. Influence of diabetes on the pharmacokinetic behavior of natural polyphenols. Current Drug Metabolism 2014, 15:23-29.
47. Yesil-Celiktas O., Sevimli C., Bedir E., Vardar-Sukan F. Inhibitory effects of rosemary extracts, carnosic acid and rosmarinic acid on the growth of various human cancer cell lines. Plant Foods for Human Nutrition 2010, 65:158-163.