메뉴 건너뛰기




Volumn 43, Issue 1, 2013, Pages 340-348

Lipophilic extractives from the bark of Eucalyptus grandis x globulus, a rich source of methyl morolate: Selective extraction with supercritical CO 2

Author keywords

Eucalyptus grandis x globulus; Inner and outer barks; Methyl 3 hydroxyolean 18 en 28 oate; Methyl morolate; Supercritical CO 2 extraction; Triterpenic acids

Indexed keywords

GLOBULUS; INNER AND OUTER BARKS; METHYL 3-HYDROXYOLEAN-18-EN-28-OATE; METHYL MOROLATE; SUPERCRITICAL CO;

EID: 84864925214     PISSN: 09266690     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.indcrop.2012.06.056     Document Type: Article
Times cited : (38)

References (46)
  • 1
    • 21044436946 scopus 로고    scopus 로고
    • GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part I. Pistacia lentiscus var. Chia
    • Assimopoulou A.N., Papageorgiou V.P. GC-MS analysis of penta- and tetra-cyclic triterpenes from resins of Pistacia species. Part I. Pistacia lentiscus var. Chia. Biomed. Chromatogr. 2005, 19(4):285-311.
    • (2005) Biomed. Chromatogr. , vol.19 , Issue.4 , pp. 285-311
    • Assimopoulou, A.N.1    Papageorgiou, V.P.2
  • 2
    • 33947493884 scopus 로고    scopus 로고
    • Chemical composition of lipophilic and polar extractives of Eucalyptus grandis
    • Barbosa L.C.A., Maltha C.R.á., Cruz M.P. Chemical composition of lipophilic and polar extractives of Eucalyptus grandis. Sci. Eng. J. 2005, 15(2):13-20.
    • (2005) Sci. Eng. J. , vol.15 , Issue.2 , pp. 13-20
    • Barbosa, L.C.A.1    Maltha, C.R.Á.2    Cruz, M.P.3
  • 3
    • 79955034094 scopus 로고    scopus 로고
    • Triterpenoids as potential agents for the chemoprevention and therapy of breast cancer
    • Bishayee A., Ahmed S., Brankov N., Perloff M. Triterpenoids as potential agents for the chemoprevention and therapy of breast cancer. Front. Biosci. 2011, 16:980-996.
    • (2011) Front. Biosci. , vol.16 , pp. 980-996
    • Bishayee, A.1    Ahmed, S.2    Brankov, N.3    Perloff, M.4
  • 4
    • 0010418404 scopus 로고
    • Mass spectrometry in structural and stereochemical problems. 32. Pentacyclic triterpenes
    • Budzikiewicz H., Wilson J.M., Djerassi C. Mass spectrometry in structural and stereochemical problems. 32. Pentacyclic triterpenes. J. Am. Chem. Soc. 1963, 85(22):3688.
    • (1963) J. Am. Chem. Soc. , vol.85 , Issue.22 , pp. 3688
    • Budzikiewicz, H.1    Wilson, J.M.2    Djerassi, C.3
  • 5
    • 0001591499 scopus 로고
    • Gas chromatography-mass spectrometry of oleanane-type and ursane-type triterpenes - application to chenopodium-quinoa triterpenes
    • Burnouf-Radosevich M., Delfel N.E., England R. Gas chromatography-mass spectrometry of oleanane-type and ursane-type triterpenes - application to chenopodium-quinoa triterpenes. Phytochemistry 1985, 24(9):2063-2066.
    • (1985) Phytochemistry , vol.24 , Issue.9 , pp. 2063-2066
    • Burnouf-Radosevich, M.1    Delfel, N.E.2    England, R.3
  • 6
    • 84918704660 scopus 로고
    • Isolation o 3Beta-hydroxyolean-18-en-28-oic acid (morolic acid) from Eucalyptus grossa and the crysta-structure of methyl morolate acetate
    • Cannon J.R., Metcalf B.W., Raston C.L., White A.H. Isolation o 3Beta-hydroxyolean-18-en-28-oic acid (morolic acid) from Eucalyptus grossa and the crysta-structure of methyl morolate acetate. Aust. J. Chem. 1981, 34(5):1134-1144.
    • (1981) Aust. J. Chem. , vol.34 , Issue.5 , pp. 1134-1144
    • Cannon, J.R.1    Metcalf, B.W.2    Raston, C.L.3    White, A.H.4
  • 8
    • 84867638256 scopus 로고    scopus 로고
    • Indústria Papeleira Portuguesa, Lisboa, CELPA
    • CELPA Boletim estatístico 2009 2010, Indústria Papeleira Portuguesa, Lisboa.
    • (2010) Boletim estatístico 2009
  • 9
    • 0030763277 scopus 로고    scopus 로고
    • Comparison of supercritical carbon dioxide extraction with solvent extraction of nonacosan-10-ol, alpha-amyrin acetate, squalene and stigmasterol from medicinal plants
    • Choi Y.H., Kim J.W., Noh M.J., Choi F.S., Yoo K.P. Comparison of supercritical carbon dioxide extraction with solvent extraction of nonacosan-10-ol, alpha-amyrin acetate, squalene and stigmasterol from medicinal plants. Phytochem. Anal. 1997, 8(5):233-237.
    • (1997) Phytochem. Anal. , vol.8 , Issue.5 , pp. 233-237
    • Choi, Y.H.1    Kim, J.W.2    Noh, M.J.3    Choi, F.S.4    Yoo, K.P.5
  • 10
    • 34447129755 scopus 로고    scopus 로고
    • Chemical routes for the transformation of biomass into chemicals
    • Corma A., Iborra S., Velty A. Chemical routes for the transformation of biomass into chemicals. Chem. Rev. 2007, 107(6):2411-2502.
    • (2007) Chem. Rev. , vol.107 , Issue.6 , pp. 2411-2502
    • Corma, A.1    Iborra, S.2    Velty, A.3
  • 11
    • 4544241861 scopus 로고    scopus 로고
    • Centre for International Forestry Research, Bogor, E-book available from: (viewed April 2009)
    • Cossalter C., Pye-Smith C. Fast-Wood Forestry: Myths and Realities 2003, Centre for International Forestry Research, Bogor, E-book available from: http://environment.yale.edu/tfd/uploads/Cossalter_and_Pye-Smith_2003.pdf (viewed April 2009).
    • (2003) Fast-Wood Forestry: Myths and Realities
    • Cossalter, C.1    Pye-Smith, C.2
  • 13
    • 71949105556 scopus 로고    scopus 로고
    • Eucalyptus globulus biomass residues from pulping industry as a source of high value triterpenic compounds
    • Domingues R.M.A., Sousa G.D.A., Freire C.S.R., Silvestre A.J.D., Neto C.P. Eucalyptus globulus biomass residues from pulping industry as a source of high value triterpenic compounds. Ind. Crop. Prod. 2009, 31(1):65-70.
    • (2009) Ind. Crop. Prod. , vol.31 , Issue.1 , pp. 65-70
    • Domingues, R.M.A.1    Sousa, G.D.A.2    Freire, C.S.R.3    Silvestre, A.J.D.4    Neto, C.P.5
  • 14
    • 78649699932 scopus 로고    scopus 로고
    • High value triterpenic compounds from the outer barks of several Eucalyptus species cultivated in Brazil and in Portugal
    • Domingues R.M.A., Sousa G.D.A., Silva C.M., Freire C.S.R., Silvestre A.J.D., Neto C.P. High value triterpenic compounds from the outer barks of several Eucalyptus species cultivated in Brazil and in Portugal. Ind. Crop. Prod. 2011, 33(1):158-164.
    • (2011) Ind. Crop. Prod. , vol.33 , Issue.1 , pp. 158-164
    • Domingues, R.M.A.1    Sousa, G.D.A.2    Silva, C.M.3    Freire, C.S.R.4    Silvestre, A.J.D.5    Neto, C.P.6
  • 15
    • 0001115764 scopus 로고
    • The suberin monomers and triterpenoids from the outer bark of Betula - verrucosa Ehrh
    • Ekman R. The suberin monomers and triterpenoids from the outer bark of Betula - verrucosa Ehrh. Holzforschung 1983, 37(4):205-211.
    • (1983) Holzforschung , vol.37 , Issue.4 , pp. 205-211
    • Ekman, R.1
  • 16
    • 33947241794 scopus 로고    scopus 로고
    • Phytosterols: applications and recovery methods
    • Fernandes P., Cabral J.M.S. Phytosterols: applications and recovery methods. Bioresour. Technol. 2007, 98(12):2335-2350.
    • (2007) Bioresour. Technol. , vol.98 , Issue.12 , pp. 2335-2350
    • Fernandes, P.1    Cabral, J.M.S.2
  • 17
    • 77949659059 scopus 로고    scopus 로고
    • Growth and physiological responses to silviculture for producing solid-wood products from Eucalyptus plantations: an Australian perspective
    • Forrester D.I., Medhurst J.L., Wood M., Beadle C.L., Valencia J.C. Growth and physiological responses to silviculture for producing solid-wood products from Eucalyptus plantations: an Australian perspective. Forest Ecol. Manage. 2010, 259(9):1819-1835.
    • (2010) Forest Ecol. Manage. , vol.259 , Issue.9 , pp. 1819-1835
    • Forrester, D.I.1    Medhurst, J.L.2    Wood, M.3    Beadle, C.L.4    Valencia, J.C.5
  • 19
    • 0036273167 scopus 로고    scopus 로고
    • Identification of new hydroxy fatty acids and ferulic acid esters in the wood of Eucalyptus globulus
    • Freire C.S.R., Silvestre A.J.D., Neto C.P. Identification of new hydroxy fatty acids and ferulic acid esters in the wood of Eucalyptus globulus. Holzforschung 2002, 56(2):143-149.
    • (2002) Holzforschung , vol.56 , Issue.2 , pp. 143-149
    • Freire, C.S.R.1    Silvestre, A.J.D.2    Neto, C.P.3
  • 20
    • 0036321473 scopus 로고    scopus 로고
    • Lipophilic extractives of the inner and outer barks of Eucalyptus globulus
    • Freire C.S.R., Silvestre A.J.D., Neto C.P., Cavaleiro J.A.S. Lipophilic extractives of the inner and outer barks of Eucalyptus globulus. Holzforschung 2002, 56(4):372-379.
    • (2002) Holzforschung , vol.56 , Issue.4 , pp. 372-379
    • Freire, C.S.R.1    Silvestre, A.J.D.2    Neto, C.P.3    Cavaleiro, J.A.S.4
  • 23
    • 0033285731 scopus 로고    scopus 로고
    • Chemical composition of lipophilic extractives from Eucalyptus globulus Labill wood
    • Gutierrez A., del Rio J.C., Gonzalez-Vila F.J., Martin F. Chemical composition of lipophilic extractives from Eucalyptus globulus Labill wood. Holzforschung 1999, 53(5):481-486.
    • (1999) Holzforschung , vol.53 , Issue.5 , pp. 481-486
    • Gutierrez, A.1    del Rio, J.C.2    Gonzalez-Vila, F.J.3    Martin, F.4
  • 24
    • 31544433382 scopus 로고    scopus 로고
    • Pentacyclic triterpenes from Cirsium pascuarense
    • Gutierrez R.M.P. Pentacyclic triterpenes from Cirsium pascuarense. J. Chil. Chem. Soc. 2005, 50(3):587-589.
    • (2005) J. Chil. Chem. Soc. , vol.50 , Issue.3 , pp. 587-589
    • Gutierrez, R.M.P.1
  • 25
    • 84970570372 scopus 로고
    • Morolic acid (3-Hydroxyolean-18-en-28-oic acid) from bark of Eucalyptus papuana F Muell
    • Hart N.K., Lamberto J. Morolic acid (3-Hydroxyolean-18-en-28-oic acid) from bark of Eucalyptus papuana F Muell. Aust. J. Chem. 1965, 18(1):115-116.
    • (1965) Aust. J. Chem. , vol.18 , Issue.1 , pp. 115-116
    • Hart, N.K.1    Lamberto, J.2
  • 26
    • 77950118235 scopus 로고    scopus 로고
    • Supercritical fluid extraction: recent advances and applications
    • Herrero M., Mendiola J.A., Cifuentes A., Ibáñez E. Supercritical fluid extraction: recent advances and applications. J. Chromatogr. A 2010, 1217(16):2495-2511.
    • (2010) J. Chromatogr. A , vol.1217 , Issue.16 , pp. 2495-2511
    • Herrero, M.1    Mendiola, J.A.2    Cifuentes, A.3    Ibáñez, E.4
  • 27
    • 0034752362 scopus 로고    scopus 로고
    • Anti-AIDS agents. 48. Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis
    • Ito J., Chang F.R., Wang H.K., Park Y.K., Ikegaki M., Kilgore N., Lee K.H. Anti-AIDS agents. 48. Anti-HIV activity of moronic acid derivatives and the new melliferone-related triterpenoid isolated from Brazilian propolis. J. Nat. Prod. 2001, 64(10):1278-1281.
    • (2001) J. Nat. Prod. , vol.64 , Issue.10 , pp. 1278-1281
    • Ito, J.1    Chang, F.R.2    Wang, H.K.3    Park, Y.K.4    Ikegaki, M.5    Kilgore, N.6    Lee, K.H.7
  • 28
    • 79952354828 scopus 로고    scopus 로고
    • Ursolic acid and its esters: occurrence in cranberries and other Vaccinium fruit and effects on matrix metalloproteinase activity in DU145 prostate tumor cells
    • Kondo M., MacKinnon S.L., Craft C.C., Matchett M.D., Hurta R.A.R., Neto C.C. Ursolic acid and its esters: occurrence in cranberries and other Vaccinium fruit and effects on matrix metalloproteinase activity in DU145 prostate tumor cells. J. Sci. Food Agric. 2011, 91(5):789-796.
    • (2011) J. Sci. Food Agric. , vol.91 , Issue.5 , pp. 789-796
    • Kondo, M.1    MacKinnon, S.L.2    Craft, C.C.3    Matchett, M.D.4    Hurta, R.A.R.5    Neto, C.C.6
  • 30
    • 0029567968 scopus 로고
    • Pharmacology of oleanolic acid and ursolic acid
    • Liu J. Pharmacology of oleanolic acid and ursolic acid. J. Ethnopharmacol. 1995, 49(2):57-68.
    • (1995) J. Ethnopharmacol. , vol.49 , Issue.2 , pp. 57-68
    • Liu, J.1
  • 32
    • 0141886137 scopus 로고    scopus 로고
    • Identification of plant sterols in hexaploid and tetraploid wheats using gas chromatography with mass spectrometry
    • Pelillo M., Iafelice G., Marcon E., Caboni M.F. Identification of plant sterols in hexaploid and tetraploid wheats using gas chromatography with mass spectrometry. Rapid Commun. Mass Spectrom. 2003, 17(20):2245-2252.
    • (2003) Rapid Commun. Mass Spectrom. , vol.17 , Issue.20 , pp. 2245-2252
    • Pelillo, M.1    Iafelice, G.2    Marcon, E.3    Caboni, M.F.4
  • 33
    • 77952884147 scopus 로고    scopus 로고
    • Supercritical fluid extraction of bioactive compounds: fundamentals, applications and economic perspectives
    • Pereira C., Meireles M. Supercritical fluid extraction of bioactive compounds: fundamentals, applications and economic perspectives. Food Bioprocess Technol. 2010, 3(3):340-372.
    • (2010) Food Bioprocess Technol. , vol.3 , Issue.3 , pp. 340-372
    • Pereira, C.1    Meireles, M.2
  • 35
    • 77951105934 scopus 로고    scopus 로고
    • Anti-AIDS agents 81. Design, synthesis, and structure-activity relationship study of betulinic acid and moronic acid derivatives as potent HIV maturation inhibitors
    • Qian K.D., Kuo R.Y., Chen C.H., Huang L., Morris-Natschke S.L., Lee K.H. Anti-AIDS agents 81. Design, synthesis, and structure-activity relationship study of betulinic acid and moronic acid derivatives as potent HIV maturation inhibitors. J. Med. Chem. 2010, 53(8):3133-3141.
    • (2010) J. Med. Chem. , vol.53 , Issue.8 , pp. 3133-3141
    • Qian, K.D.1    Kuo, R.Y.2    Chen, C.H.3    Huang, L.4    Morris-Natschke, S.L.5    Lee, K.H.6
  • 36
    • 33947279941 scopus 로고    scopus 로고
    • Lipid and lignin composition of woods from different eucalypt species
    • Rencoret J., Gutierrez A., del Rio J.C. Lipid and lignin composition of woods from different eucalypt species. Holzforschung 2007, 61(2):165-174.
    • (2007) Holzforschung , vol.61 , Issue.2 , pp. 165-174
    • Rencoret, J.1    Gutierrez, A.2    del Rio, J.C.3
  • 37
    • 33749014401 scopus 로고    scopus 로고
    • Supercritical fluid extraction and fractionation of natural matter
    • Reverchon E., De Marco I. Supercritical fluid extraction and fractionation of natural matter. J. Supercrit. Fluids 2006, 38(2):146-166.
    • (2006) J. Supercrit. Fluids , vol.38 , Issue.2 , pp. 146-166
    • Reverchon, E.1    De Marco, I.2
  • 38
    • 0034946241 scopus 로고    scopus 로고
    • Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum
    • Rios M.Y., Salinas D., Villarreal M.L. Cytotoxic activity of moronic acid and identification of the new triterpene 3,4-seco-olean-18-ene-3,28-dioic acid from Phoradendron reichenbachianum. Planta Med. 2001, 67(5):443-446.
    • (2001) Planta Med. , vol.67 , Issue.5 , pp. 443-446
    • Rios, M.Y.1    Salinas, D.2    Villarreal, M.L.3
  • 39
    • 79955054133 scopus 로고    scopus 로고
    • New betulinic acid derivatives induce potent and selective antiproliferative activity through cell cycle arrest at the S phase and caspase dependent apoptosis in human cancer cells
    • Santos R.C., Salvador J.A.R., Cortes R., Pachon G., Marin S., Cascante M. New betulinic acid derivatives induce potent and selective antiproliferative activity through cell cycle arrest at the S phase and caspase dependent apoptosis in human cancer cells. Biochimie 2011, 93(6):1065-1075.
    • (2011) Biochimie , vol.93 , Issue.6 , pp. 1065-1075
    • Santos, R.C.1    Salvador, J.A.R.2    Cortes, R.3    Pachon, G.4    Marin, S.5    Cascante, M.6
  • 40
    • 80052580653 scopus 로고    scopus 로고
    • Characterization of phenolic components in polar extracts of Eucalyptus globulus Labill. Bark by high-performance liquid chromatography-mass spectrometry
    • Santos S.A.O., Freire C.S.R., Domingues M.R.M., Silvestre A.J.D., Neto C.P. Characterization of phenolic components in polar extracts of Eucalyptus globulus Labill. Bark by high-performance liquid chromatography-mass spectrometry. J. Agric. Food Chem. 2011, 59(17):9386-9393.
    • (2011) J. Agric. Food Chem. , vol.59 , Issue.17 , pp. 9386-9393
    • Santos, S.A.O.1    Freire, C.S.R.2    Domingues, M.R.M.3    Silvestre, A.J.D.4    Neto, C.P.5
  • 41
    • 0142087956 scopus 로고    scopus 로고
    • Complete assignments of H-1 and C-13 NMR resonances of oleanolic acid, 18 alpha-oleanolic acid, ursolic acid and their 11-oxo derivatives
    • Seebacher W., Simic N., Weis R., Saf R., Kunert O. Complete assignments of H-1 and C-13 NMR resonances of oleanolic acid, 18 alpha-oleanolic acid, ursolic acid and their 11-oxo derivatives. Magn. Reson. Chem. 2003, 41(8):636-638.
    • (2003) Magn. Reson. Chem. , vol.41 , Issue.8 , pp. 636-638
    • Seebacher, W.1    Simic, N.2    Weis, R.3    Saf, R.4    Kunert, O.5
  • 42
    • 0022699554 scopus 로고
    • PRSV: an improved Peng-Robinson equation of state for pure compounds and mixtures
    • Stryjek R., Vera J.H. PRSV: an improved Peng-Robinson equation of state for pure compounds and mixtures. Can. J. Chem. Eng. 1986, 64(2):323-333.
    • (1986) Can. J. Chem. Eng. , vol.64 , Issue.2 , pp. 323-333
    • Stryjek, R.1    Vera, J.H.2
  • 43
    • 77949264197 scopus 로고    scopus 로고
    • Triterpene acids in Plantago major: identification, quantification and comparison of different extraction methods
    • Tarvainen M., Suomela J.-P., Kallio H., Yang B. Triterpene acids in Plantago major: identification, quantification and comparison of different extraction methods. Chromatographia 2010, 71(3):279-284.
    • (2010) Chromatographia , vol.71 , Issue.3 , pp. 279-284
    • Tarvainen, M.1    Suomela, J.-P.2    Kallio, H.3    Yang, B.4
  • 45
    • 33751323754 scopus 로고    scopus 로고
    • Extraction of betulin from bark of Betula platyphylla by supercritical carbon dioxide extraction
    • Yu-hong Z., Tao Y., Yang W. Extraction of betulin from bark of Betula platyphylla by supercritical carbon dioxide extraction. J. Forest Res. 2003, 14(3):202-204.
    • (2003) J. Forest Res. , vol.14 , Issue.3 , pp. 202-204
    • Yu-hong, Z.1    Tao, Y.2    Yang, W.3
  • 46
    • 65249134000 scopus 로고    scopus 로고
    • Efficient synthesis of morolic acid and related triterpenes starting from betulin
    • Zhang P., Hao J., Liu J., Zhang L., Sun H. Efficient synthesis of morolic acid and related triterpenes starting from betulin. Tetrahedron 2009, 65(22):4304-4309.
    • (2009) Tetrahedron , vol.65 , Issue.22 , pp. 4304-4309
    • Zhang, P.1    Hao, J.2    Liu, J.3    Zhang, L.4    Sun, H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.