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Original Article

Enzymatic synthesis of perillyl alcohol derivatives and investigation of their antiproliferative activity

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Pages 170-178 | Published online: 13 Aug 2009

References

  • Ardhaoui M, Falcimaigne A, Engasser JM, Moussou P, Pauly G, Ghoul M. Acylation of natural flavonoids using lipase of Candida antarctica as biocatalyst. J Mol Catal B Enzym 2004; 29: 63–67
  • Belanger JT. Perillyl alcohol: applications in oncology. Altern Med Rev 1998; 3: 448–457
  • Budde CL, Khmelnitsky YL. Aldolase stability in the presence of organic solvents. Biotechnol Lett 1999; 21: 77–80
  • Carrea G, Ottolina G, Riva S. Role of solvent in the control of enzyme selectivity in organic media. Tribtech 1995; 13: 63–70
  • Crowell PL. Prevention and therapy of cancer by dietary monoterpenes. J Nutr 1999; 129: 775–778
  • Danieli B, Bellis P, Carrea G, Riva S. Enzyme mediated regioselective acylations of flavonoid disaccharide monoglycosides. Helv Chim Acta 1990; 73: 1837–1844
  • Griffin WC. Classification of surface active agents by HLB. J Soc Cosmet Chem 1949; 1: 311–326
  • Gunata Z, Vallier MJ, Sapis JC, Baumes R, Bayonove C. Enzymatic synthesis of montherpenyl β-D-glucosides by various β-glucosidades. Enzyme Microb Technol 1994; 16: 1055–1058
  • Gupta MN, Roy I. Enzymes in organic media – forms, functions and applications. Eur J Biochem 2004; 271: 2575–2583
  • Gupta MN, Batra R, Tyagi R, Sharma A. Polarity index: the guiding solvent parameter for enzyme stability in aqueous–organic cosolvent mixtures. Biotechnol Prog 1997; 13: 284–288
  • Katsoura MH, Polydera AC, Katapodis P, Kolisis FN, Stamatis H. Effect of different reaction parameters on the lipase-catalyzed selective acylation of polyhydroxylated natural compounds in ionic liquids. Process Biochem 2007; 42: 1326–1334
  • Kise H, Hayakawa A, Noritomi H. Protease catalyzed synthetic reactions and immobilization-activation of the enzymes in hydrophilic organic solvents. J Biotechnol 1990; 14: 239–254
  • Kris-Etherton PM, Hecker KD, Bonanome A, Coval SM, Binkoski AE, Hilpert KF, Griel AE, Etherton TD. Bioactive compounds in foods: their role in the prevention of cardiovascular disease and cancer. Am J Med 2002; 113 Suppl 9B: 71–88
  • Liu G, Oettel K, Bailey H, Ummersen LV, Tutsch K, Staab MJ, Horvath D, Alberti D, Arzoomanian R, Rezazadeh H. Phase II trial of perillyl alcohol (NSC 641066) administered daily in patients with metastatic androgen independent prostate cancer. Invest New Drugs 2003; 21: 367–372
  • Loutrari H, Hatziapostolou M, Skouridou V, Papadimitriou E, Roussos C, Kolisis FN, Papapetropoulos A. Perillyl alcohol is an angiogenesis inhibitor. J Pharmacol Exp Ther 2004; 311: 568–575
  • Mo H, Elson CE. Studies of the isoprenoid-mediated inhibition of mevalonate synthesis applied to cancer chemotherapy and chemoprevention. Exp Biol Med (Maywood) 2004; 229: 567–585
  • Otto RT, Scheib H, Bornscheuer UT, Pleiss J, Syldatk C, Schmid RD. Substrate specificity of lipase B from Candida antarctica in the synthesis of arylaliphatic glycolipids. J Mol Catal B Enzym 2000; 8: 201–211
  • Ripple GH, Gould MN, Arzoomanian RZ, Alberti D, Feierabend C, Simon K, Binger K, Tutsch KD, Pomplun M, Wahamaki A. Phase I clinical and pharmacokinetic study of perillyl alcohol administered four times a day. Clin Cancer Res 2000; 6: 390–396
  • Stamatis H, Sereti V, Kolisis FN. Enzymatic synthesis of hydrophilic and hydrophobic derivatives of natural phenolic acids in organic media. J Mol Catal B Enzym 2001; 11: 323–328
  • Srivastava V, Negi AS, Kumar JK, Gupta MM, Khanuja SP. Plant-based anticancer molecules: a chemical and biological profile of some important leads. Bioorg Med Chem 2005; 13: 5892–5908
  • Surh YJ. Cancer chemoprevention with dietary phytochemicals. Nat Rev Cancer 2003; 3: 768–780
  • Vermue MH, Tramper J. Biocatalysis in non-conventional media: medium engineering aspects. Pure Appl Chem 1995; 67: 345–373
  • Vic G, Biton J, Le Beller D, Michel JM, Thomas D. Enzymatic glucosylation of hydrophobic alcohols in organic medium by the reverse hydrolysis reaction using almond-β-d-glucosidase. Biotechnol Bioeng 1995; 46: 109–116
  • Wescott CR, Klibanov AM. The solvent dependence of enzyme specificity. Biochim Biophys Acta 1994; 1206: 1–9

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