Optimization of the supercritical fluid extraction of triterpenic acids from Eucalyptus globulus bark using experimental design

Journal of Supercritical Fluids

Volumn 74, Issue , 2013, Pages 105-114

  Domingues, Rui M A ^a   De Melo, Marcelo M R ^a   Oliveira, Eduardo L G ^a   Neto, Carlos P ^a   Silvestre, Armando J D ^a   Silva, Carlos M ^a  

^a UNIVERSITY OF AVEIRO   (Portugal)

Author keywords

Bark; Design of experiments; Eucalyptus globulus; Response surface method; Supercritical fluid extraction; Triterpenic acids

Indexed keywords

ACETYL DERIVATIVES; BARK; EUCALYPTUS GLOBULUS; EXTRACTION YIELD; GLOBULUS; REGRESSION MODEL; RESPONSE SURFACE METHOD; RESPONSE SURFACE METHODOLOGY; SOXHLET; SUPERCRITICAL CO;

CARBON DIOXIDE; DESIGN OF EXPERIMENTS; ETHANOL; REGRESSION ANALYSIS; SUPERCRITICAL FLUID EXTRACTION; SURFACE PROPERTIES;

OPTIMIZATION;

EID: 84872144974     PISSN: 08968446     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.supflu.2012.12.005     Document Type: Article

References (47)

1. S. Fernando, S. Adhikari, C. Chandrapal, and N. Murali Biorefineries: current status, challenges, and future direction Energy & Fuels 20 2006 1727 1737 (Pubitemid 44193596)
2. J.E. Holladay, J.F., White, J.J., Bozell, D. Johnson. Top value-added chemicals from biomass: vol II - results of screening for potential candidates from biorefinery lignin, 2007. Available from: http://www.pnl.gov/main/ publications/external/technical-reports/PNNL-16983.pdf.
3. G.I. Trabado, and D. Wilstermann Eucalyptus universalis Global Cultivated Eucalypt Forest Map 200 2008 8 Available from: http://www.git-forestry.com/
4. R.M.A. Domingues, G.D.A. Sousa, C.S.R. Freire, A.J.D. Silvestre, and C.P. Neto Eucalyptus globulus biomass residues from pulping industry as a source of high value triterpenic compounds Industrial Crops and Products 31 2010 65 70
5. P. Fernandes, and J.M.S. Cabral Phytosterols: applications and recovery methods Bioresource Technology 98 2007 2335 2350 (Pubitemid 46420769)
6. A. Hamunen. Process for the purification of β-sitosterol isolated from the unsaponifiables in crude soap from the sulphate cellulose process, 1983. US Patent 4422974.
7. S.P. Pietarinen, S.M. Willfor, M.O. Ahotupa, J.E. Hemming, and B.R. Holmbom Knotwood and bark extracts: strong antioxidants from waste materials Journal of Wood Science 52 2006 436 444 (Pubitemid 44510989)
8. P.A. Krasutsky Birch bark research and development Natural Product Reports 23 2006 919 942 (Pubitemid 44808994)
9. R.M.A. Domingues, D.J.S. Patinha, G.D.A. Sousa, J.J. Villaverde, C.M. Silva, C.S.R. Freire, A.J.D. Silvestre, and C.P. Neto Eucalyptus biomass residues from agro-forest and pulping industries as sources of high-value triterpenic compounds Cellulose Chemistry and Technology 45 2011 475 481
10. R.M.A. Domingues, G.D.A. Sousa, C.M. Silva, C.S.R. Freire, A.J.D. Silvestre, and C.P. Neto High value triterpenic compounds from the outer barks of several Eucalyptus species cultivated in Brazil and in Portugal Industrial Crops and Products 33 2011 158 164
11. C.S.R. Freire, A.J.D. Silvestre, C.P. Neto, and J.A.S. Cavaleiro Lipophilic extractives of the inner and outer barks of Eucalyptus globulus Holzforschung 56 2002 372 379 (Pubitemid 34835622)
12. S.A.O. Santos, J.J. Villaverde, C.M. Silva, C.P. Neto, and A.J.D. Silvestre Supercritical fluid extraction of phenolic compounds from Eucalyptus globulus Labill bark Journal of Supercritical Fluids 71 2012 71 79
13. D.J.S. Patinha, R.M.A. Domingues, J.J. Villaverde, A.M.S. Silva, C.M. Silva, C.S.R. Freire, C.P. Neto, and A.J.D. Silvestre Lipophilic extractives from the bark of Eucalyptus grandis x globulus, a rich source of methyl morolate: selective extraction with supercritical CO2 Industrial Crops and Products 43 2013 340 348
14. R.M.A. Domingues, E.L.G. Oliveira, C.S.R. Freire, R.M. Couto, P.C. Simoes, C.P. Neto, A.J.D. Silvestre, and C.M. Silva Supercritical fluid extraction of Eucalyptus globulus bark-A promising approach for triterpenoid production International Journal of Molecular Sciences 13 2012 7648 7662
15. M.M.R. de Melo, E.L.G. Oliveira, A.J.D. Silvestre, and C.M. Silva Supercritical fluid extraction of triterpenic acids from Eucalyptus globulus bark Journal of Supercritical Fluids 70 2012 137 145
16. R.M.A. Domingues, M.M.R. de Melo, C.P. Neto, A.J.D. Silvestre, and C.M. Silva Measurement and modeling of supercritical fluid extraction curves of Eucalyptus globulus bark: influence of the operating conditions upon yields and extract composition The Journal of Supercritical Fluids 72 2012 176 185
17. M.N. Laszczyk Pentacyclic triterpenes of the lupane, oleanane and ursane group as tools in cancer therapy Planta Medica 75 2009 1549 1560
18. P. Dzubak, M. Hajduch, D. Vydra, A. Hustova, M. Kvasnica, D. Biedermann, L. Markova, M. Urban, and J. Sarek Pharmacological activities of natural triterpenoids and their therapeutic implications Natural Product Reports 23 2006 394 411 (Pubitemid 43847140)
19. N. Sultana, and A. Ata Oleanolic acid and related derivatives as medicinally important compounds Journal of Enzyme Inhibition and Medicinal Chemistry 23 2008 739 756
20. P. Yogeeswari, and D. Sriram Betulinic acid and its derivatives: a review on their biological properties Current Medicinal Chemistry 12 2005 657 666 (Pubitemid 40331058)
21. J. Li, W.J. Guo, and Q.Y. Yang Effects of ursolic acid and oleanolic acid on human colon carcinoma cell line HCT15 World Journal of Gastroenterology 8 2002 493 495 (Pubitemid 34692749)
22. F. Mengoni, M. Lichtner, L. Battinelli, M. Marzi, C.M. Mastroianni, V. Vullo, and G. Mazzanti In vitro anti-HIV activity of oleanolic acid on infected human mononuclear cells Planta Medica 68 2002 111 114 (Pubitemid 34169400)
23. S. Fontanay, M. Grare, J. Mayer, C. Finance, and R.E. Duval Ursolic, oleanolic and betulinic acids: antibacterial spectra and selectivity indexes Journal of Ethnopharmacology 120 2008 272 276
24. G.B. Singh, S. Singh, S. Bani, B.D. Gupta, and S.K. Banerjee Anti-inflammatory activity of oleanolic acid in rats and mice Journal of Pharmacy and Pharmacology 44 1992 456 458
25. J.H. Clark, and S.J. Tavener Alternative solvents: shades of green Organic Process Research & Development 11 2007 149 155
26. F.E.I. Deswarte, J.H. Clark, and J.J.E. Hardy Extraction of high-value chemicals from wheat straw by supercritical carbon dioxide Abstracts of Papers of the American Chemical Society 230 2005 U61 U62
27. C. Eckert, C. Liotta, A. Ragauskas, J. Hallett, C. Kitchens, E. Hill, and L. Draucker Tunable solvents for fine chemicals from the biorefinery Green Chemistry 9 2007 545 548
28. 2 extracts Industrial Crops and Products 21 2005 65 69 (Pubitemid 39594533)
29. A. Felföldi-Gáva, S. Szarka, B. Simándi, B. Blazics, B. Simon, and A. Kéry Supercritical fluid extraction of Alnus glutinosa L. Gaertn The Journal of Supercritical Fluids 61 2012 55 61
30. C.P. Passos, R.M. Silva, F.A. Da Silva, M.A. Coimbra, and C.M. Silva Enhancement of the supercritical fluid extraction of grape seed oil by using enzymatically pre-treated seed The Journal of Supercritical Fluids 48 2009 225 229
31. C.P. Passos, R.M. Silva, F.A. Da Silva, M.A. Coimbra, and C.M. Silva Supercritical fluid extraction of grape seed (Vitis vinifera L.) oil. Effect of the operating conditions upon oil composition and antioxidant capacity Chemical Engineering Journal 160 2010 634 640
32. 2 Journal of Food Engineering 93 2009 431 436
33. B. Damjanović, D. Skala, J. Baras, and D. Petrović-Djakov Isolation of essential oil and supercritical carbon dioxide extract of Juniperus communis L. fruits from Montenegro Flavour and Fragrance Journal 21 2006 875 880 (Pubitemid 44768490)
34. H. Sovova, and R.P. Stateva Supercritical fluid extraction from vegetable materials Reviews in Chemical Engineering 27 2011 79 156
35. E. Reverchon, and I. De Marco Supercritical fluid extraction and fractionation of natural matter The Journal of Supercritical Fluids 38 2006 146 166 (Pubitemid 44444936)
36. A.L. Magalhaes, S.P. Cardoso, B.R. Figueiredo, F.A. Da Silva, and C.M. Silva Revisiting the Liu-Silva-Macedo model for tracer diffusion coefficients of supercritical, liquid, and gaseous systems Industrial & Engineering Chemistry Research 49 2010 7697 7700
37. A.L. Magalhães, F.A. Da Silva, and C.M. Silva New models for tracer diffusion coefficients of hard sphere and real systems: application to gases, liquids and supercritical fluids The Journal of Supercritical Fluids 55 2011 898 923
38. A.L. Magalhães, F.A. Da Silva, and C.M. Silva Tracer diffusion coefficients of polar systems Chemical Engineering Science 73 2012 151 168
39. H. Liu, C.M. Silva, and E.A. Macedo New equations for tracer diffusion coefficients of solutes in supercritical and liquid solvents based on the Lennard-Jones fluid model Industrial & Engineering Chemistry Research 36 1997 246 252
40. 2O, The Journal of Supercritical Fluids, http://dx.doi.org/10.1016/j.supflu.2012.12.004, in press.
41. E.L.G. Oliveira, A.J.D. Silvestre, and C.M. Silva Review of kinetic models for supercritical fluid extraction Chemical Engineering Research and Design 89 2011 1104 1117
42. M.J.H. Akanda, M.Z.I. Sarker, S. Ferdosh, M.Y.A. Manap, N.N.N. Ab Rahman, and M.O. Ab Kadir Applications of supercritical fluid extraction (SFE) of palm oil and oil from natural sources Molecules 17 2012 1764 1794
43. D.C. Montgomery Design and Analysis of Experiments fifth ed. 2000 Wiley New York
44. S.G. Özkal, M.E. Yener, and L. Bayindirli Response surfaces of apricot kernel oil yield in supercritical carbon dioxide LWT-Food Science and Technology 38 2005 611 616 (Pubitemid 40483175)
45. M.G. Bernardo-Gil, R. Roque, L.B. Roseiro, L.C. Duarte, F. Gírio, and P. Esteves Supercritical extraction of carob kibbles (Ceratonia siliqua L.) The Journal of Supercritical Fluids 59 2011 36 42
46. A.N. Assimopoulou, and V.P. Papageorgiou GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part II. Pistacia terebinthus var. Chia Biomedical Chromatography 19 2005 586 605 (Pubitemid 41448284)
47. H. Budzikiewicz, J.M. Wilson, and C. Djerassi Mass spectrometry in structural and stereochemical problems. 32 pentacyclic triterpenes Journal of the American Chemical Society 85 1963 3688 3699