메뉴 건너뛰기




Volumn 15, Issue 6, 2011, Pages 928-941

Biocatalytic transformations of steroids: Focus on hydrolase-catalyzed reactions

Author keywords

Acylations; Hydrolases; Lipases; Polyhydroxylated compounds; Proteases; Selectivity; Steroids

Indexed keywords

ACYLATION; HYDROLASES; LIPIDS;

EID: 80051807267     PISSN: 13852728     EISSN: None     Source Type: Journal    
DOI: 10.2174/138527211794518871     Document Type: Article
Times cited : (4)

References (92)
  • 1
    • 65649083410 scopus 로고    scopus 로고
    • Cholesterol oxidation products and disease: An emerging topic of interest in medicinal chemistry
    • Sottero, B.; Gamba, P.; Gargiulo, S.; Leonarduzzi, G.; Poli, G. Cholesterol oxidation products and disease: an emerging topic of interest in medicinal chemistry. Curr. Med. Chem., 2009, 16, 685-705.
    • (2009) Curr. Med. Chem , vol.16 , pp. 685-705
    • Sottero, B.1    Gamba, P.2    Gargiulo, S.3    Leonarduzzi, G.4    Poli, G.5
  • 2
    • 0342316532 scopus 로고    scopus 로고
    • Oxysterols: Modulators of cholesterol metabolism and other processes
    • Schroepfer, G. J. Oxysterols: Modulators of cholesterol metabolism and other processes. Physiol. Rev., 2000, 80, 361-554.
    • (2000) Physiol. Rev , vol.80 , pp. 361-554
    • Schroepfer, G.J.1
  • 3
    • 80051823055 scopus 로고    scopus 로고
    • Antihyperlipoproteinemics and Inhibitors of Cholesterol Biosynthesis
    • 6th ed. Lemke, T. L.; Williams, D. A.; Roche, V. F.; Zito, S.W. Eds. Lippincott Williams & Wilkins, Philadelphia, USA
    • Harrold, M. Antihyperlipoproteinemics and Inhibitors of Cholesterol Biosynthesis. In Foye's Principles of Medicinal Chemistry. 6th ed. Lemke, T. L.; Williams, D. A.; Roche, V. F.; Zito, S.W. Eds. Lippincott Williams & Wilkins, Philadelphia, USA, 2008, pp. 797-819.
    • (2008) Foye's Principles of Medicinal Chemistry , pp. 797-819
    • Harrold, M.1
  • 4
    • 33750042898 scopus 로고    scopus 로고
    • Complex actions of sex steroids in adipose tissue, the cardiovascular system, and brain: Insights from basic science and clinical studies
    • Turgeon, J. L.; Carr, M. C.; Maki, P. M.; Mendelsohn, M. E.; Wise, P. M. Complex actions of sex steroids in adipose tissue, the cardiovascular system, and brain: Insights from basic science and clinical studies. Endocr. Rev., 2006, 27, 575-605.
    • (2006) Endocr. Rev , vol.27 , pp. 575-605
    • Turgeon, J.L.1    Carr, M.C.2    Maki, P.M.3    Mendelsohn, M.E.4    Wise, P.M.5
  • 5
    • 41749088268 scopus 로고    scopus 로고
    • Use of vitamin D in clinical practice
    • Cannell, J. J.; Hollis, B. W. Use of vitamin D in clinical practice. Altern. Med. Rev., 2008, 13, 6-20.
    • (2008) Altern. Med. Rev , vol.13 , pp. 6-20
    • Cannell, J.J.1    Hollis, B.W.2
  • 6
    • 85196229636 scopus 로고    scopus 로고
    • Calcium Homeostasis
    • 6th ed., T. L. Lemke, D. A. Williams, V. F. Roche, S.W. Zito. Eds: Lippincott Williams & Wilkins, Philadelphia, USA
    • Zavod, R. M. Calcium Homeostasis. In Foye's Principles of Medicinal Chemistry. 6th ed., T. L. Lemke, D. A. Williams, V. F. Roche, S.W. Zito. Eds: Lippincott Williams & Wilkins, Philadelphia, USA, 2008, pp. 935-952.
    • (2008) Foye's Principles of Medicinal Chemistry , pp. 935-952
    • Zavod, R.M.1
  • 7
    • 57749106633 scopus 로고    scopus 로고
    • New cancer drugs targeting the biosynthesis of estrogens and androgens
    • Poirier, D. New cancer drugs targeting the biosynthesis of estrogens and androgens. Drug Dev. Res., 2008, 69, 304-318.
    • (2008) Drug Dev. Res , vol.69 , pp. 304-318
    • Poirier, D.1
  • 8
    • 33749369815 scopus 로고    scopus 로고
    • Update on the use of aromatase inhibitors in breast cancer
    • Brueggemeier, R. W. Update on the use of aromatase inhibitors in breast cancer. Expert Opin. Pharmacother., 2006, 7, 1919-1930.
    • (2006) Expert Opin. Pharmacother , vol.7 , pp. 1919-1930
    • Brueggemeier, R.W.1
  • 9
    • 0034106931 scopus 로고    scopus 로고
    • Aromatase inhibitors and their application in breast cancer treatment
    • Brodie, A. M. H.; Njar, V. C. O. Aromatase inhibitors and their application in breast cancer treatment. Steroids, 2000, 65, 171-179.
    • (2000) Steroids , vol.65 , pp. 171-179
    • Brodie, A.M.H.1    Njar, V.C.O.2
  • 10
    • 34249065875 scopus 로고    scopus 로고
    • Hormonal therapy for postmenopausal breast cancer: The science of sequencing
    • Miller, W. R.; Bartlett, J. M. S.; Canney, P.; Verrill, M. Hormonal therapy for postmenopausal breast cancer: the science of sequencing. Breast Cancer Res. Tr., 2007, 103, 149-160.
    • (2007) Breast Cancer Res. Tr , vol.103 , pp. 149-160
    • Miller, W.R.1    Bartlett, J.M.S.2    Canney, P.3    Verrill, M.4
  • 11
    • 0029566969 scopus 로고
    • Mechanisms of action of endocrine treatment in breast cancer
    • Lønning, P. E.; Lien, E. A. Mechanisms of action of endocrine treatment in breast cancer. Crit. Rev. Oncol. Hemat., 1995, 21, 158-193.
    • (1995) Crit. Rev. Oncol. Hemat , vol.21 , pp. 158-193
    • Lønning, P.E.1    Lien, E.A.2
  • 13
    • 51449124047 scopus 로고    scopus 로고
    • Targeting CYP17: Established and novel approaches in prostate cancer
    • Yap, T. A.; Carden, C. P.; Attard, G.; de Bono, J. S. Targeting CYP17: established and novel approaches in prostate cancer. Curr. Op. Pharmacol., 2008, 8, 449-457.
    • (2008) Curr. Op. Pharmacol , vol.8 , pp. 449-457
    • Yap, T.A.1    Carden, C.P.2    Attard, G.3    de Bono, J.S.4
  • 14
    • 3843146221 scopus 로고    scopus 로고
    • Progestogen therapies: Differences in clinical effects
    • Wiegratz, I.; Kuhl, H. Progestogen therapies: differences in clinical effects? Trends Endocr. Met., 2004, 15, 277-285.
    • (2004) Trends Endocr. Met , vol.15 , pp. 277-285
    • Wiegratz, I.1    Kuhl, H.2
  • 15
    • 8444230473 scopus 로고    scopus 로고
    • New progestogens - A review of their effects in perimenopausal and postmenopausal women
    • Sitruk-Ware, R. New progestogens - A review of their effects in perimenopausal and postmenopausal women. Drugs Aging, 2004, 21, 865-883.
    • (2004) Drugs Aging , vol.21 , pp. 865-883
    • Sitruk-Ware, R.1
  • 16
    • 0036879150 scopus 로고    scopus 로고
    • Progesterone receptor antagonists (antiprogestins)
    • Hess-Stumpp, H.; Hoffmann, J.; Fuhrmann, U. Progesterone receptor antagonists (antiprogestins). Drugs Fut., 2002, 27, 1113-1123.
    • (2002) Drugs Fut , vol.27 , pp. 1113-1123
    • Hess-Stumpp, H.1    Hoffmann, J.2    Fuhrmann, U.3
  • 17
    • 15544379599 scopus 로고    scopus 로고
    • Estrogen-receptor biology: Continuing progress and therapeutic implications
    • Osborne, C. K.; Schiff, R. Estrogen-receptor biology: Continuing progress and therapeutic implications. J. Clin. Oncol., 2005, 23, 1616-1622.
    • (2005) J. Clin. Oncol , vol.23 , pp. 1616-1622
    • Osborne, C.K.1    Schiff, R.2
  • 18
    • 44349157577 scopus 로고    scopus 로고
    • Pharmacology of anabolic steroids
    • Kicman, A. T. Pharmacology of anabolic steroids. Br. J. Pharmacol., 2008, 154, 502-521.
    • (2008) Br. J. Pharmacol , vol.154 , pp. 502-521
    • Kicman, A.T.1
  • 19
    • 58849157644 scopus 로고    scopus 로고
    • Structural characteristics of anabolic androgenic steroids contributing to binding to the androgen receptor and to their anabolic and androgenic activities Applied modifications in the steroidal structure
    • Fragkaki, A. G.; Angelis, Y. S.; Koupparis, M.; Tsantili-Kakoulidou, A.; Kokotos, G.; Georgakopoulos, C. Structural characteristics of anabolic androgenic steroids contributing to binding to the androgen receptor and to their anabolic and androgenic activities Applied modifications in the steroidal structure. Steroids, 2009, 74, 172-197.
    • (2009) Steroids , vol.74 , pp. 172-197
    • Fragkaki, A.G.1    Angelis, Y.S.2    Koupparis, M.3    Tsantili-Kakoulidou, A.4    Kokotos, G.5    Georgakopoulos, C.6
  • 20
    • 14844287053 scopus 로고    scopus 로고
    • Effect of nandrolone decanoate therapy on weight and lean body mass in HIV-infected women with weight loss - A randomized, double-blind, placebo-controlled, multicenter trial
    • Mulligan, K.; Zackin, R.; Clark, R. A.; Alston-Smith, B.; Liu, T.; Sattler, F. R.; Delvers, T. B.; Currier, J. S. Effect of nandrolone decanoate therapy on weight and lean body mass in HIV-infected women with weight loss - A randomized, double-blind, placebo-controlled, multicenter trial. Arch. Intern. Med., 2005, 165, 578-585.
    • (2005) Arch. Intern. Med , vol.165 , pp. 578-585
    • Mulligan, K.1    Zackin, R.2    Clark, R.A.3    Alston-Smith, B.4    Liu, T.5    Sattler, F.R.6    Delvers, T.B.7    Currier, J.S.8
  • 21
    • 1842689292 scopus 로고    scopus 로고
    • The anabolic androgenic steroid oxandrolone in the treatment of wasting and catabolic disorders - Review of efficacy and safety
    • Orr, R.; Singh, M. F. The anabolic androgenic steroid oxandrolone in the treatment of wasting and catabolic disorders - Review of efficacy and safety. Drugs, 2004, 64, 725-750.
    • (2004) Drugs , vol.64 , pp. 725-750
    • Orr, R.1    Singh, M.F.2
  • 22
    • 0034811303 scopus 로고    scopus 로고
    • A review of the chemistry, biological action, and clinical applications of anabolic-androgenic steroids
    • Shahidi, N. T. A review of the chemistry, biological action, and clinical applications of anabolic-androgenic steroids. Clin. Ther., 2001, 23, 1355-1390.
    • (2001) Clin. Ther , vol.23 , pp. 1355-1390
    • Shahidi, N.T.1
  • 23
    • 33744477341 scopus 로고    scopus 로고
    • How corticosteroids control inflammation: Quintiles prize lecture 2005
    • Barnes, P. J. How corticosteroids control inflammation: Quintiles prize lecture 2005. Brit. J. Pharmacol., 2006, 148, 245-254.
    • (2006) Brit. J. Pharmacol , vol.148 , pp. 245-254
    • Barnes, P.J.1
  • 24
    • 80051823699 scopus 로고    scopus 로고
    • Adrenocorticoids
    • 6th ed., T. L. Lemke, D. A. Williams, V. F. Roche, S.W. Zito. Eds: Lippincott Williams & Wilkins, Philadelphia, USA
    • Miller, D. D.; Brueggemeier, R. W.; Dalton, J. T. Adrenocorticoids. In Foye's Principles of Medicinal Chemistry. 6th ed., T. L. Lemke, D. A. Williams, V. F. Roche, S.W. Zito. Eds: Lippincott Williams & Wilkins, Philadelphia, USA, 2008, pp. 877-912.
    • (2008) Foye's Principles of Medicinal Chemistry , pp. 877-912
    • Miller, D.D.1    Brueggemeier, R.W.2    Dalton, J.T.3
  • 25
    • 63449142463 scopus 로고    scopus 로고
    • Structure-activity relationships of neuroactive steroids acting on the GABA(A) receptor
    • Veleiro, A. S.; Burton, G. Structure-activity relationships of neuroactive steroids acting on the GABA(A) receptor. Curr. Med. Chem., 2009, 16, 455-472.
    • (2009) Curr. Med. Chem , vol.16 , pp. 455-472
    • Veleiro, A.S.1    Burton, G.2
  • 26
    • 0033953033 scopus 로고    scopus 로고
    • Neurosteroids: Biosynthesis and function of these novel neuromodulators
    • Compagnone, N. A.; Mellon, S. H. Neurosteroids: Biosynthesis and function of these novel neuromodulators. Front. Neuroendocrinol., 2000, 21, 1-56.
    • (2000) Front. Neuroendocrinol , vol.21 , pp. 1-56
    • Compagnone, N.A.1    Mellon, S.H.2
  • 28
    • 4544234923 scopus 로고    scopus 로고
    • Use of bile acids in pharmacological and supramolecular applications
    • Virtanen, E.; Kolehmainen, E. Use of bile acids in pharmacological and supramolecular applications. Eur. J. Org. Chem., 2004, 16, 3385-3399.
    • (2004) Eur. J. Org. Chem , vol.16 , pp. 3385-3399
    • Virtanen, E.1    Kolehmainen, E.2
  • 29
    • 67650246577 scopus 로고    scopus 로고
    • Cardenolides from Pergularia tomentosa display cytotoxic activity resulting from their potent inhibition of Na+/K+-ATPase
    • Piacente, S.; Masullo, M.; De Nève, N.; Dewelle, J.; Hamed, A.; Kiss, R.; Mijatovic, T. Cardenolides from Pergularia tomentosa display cytotoxic activity resulting from their potent inhibition of Na+/K+-ATPase. J. Nat. Prod., 2009, 72, 1087-1091.
    • (2009) J. Nat. Prod , vol.72 , pp. 1087-1091
    • Piacente, S.1    Masullo, M.2    de Nève, N.3    Dewelle, J.4    Hamed, A.5    Kiss, R.6    Mijatovic, T.7
  • 30
    • 67349134201 scopus 로고    scopus 로고
    • Polyhydroxylated steroids from an endophytic fungus, Chaetomium globosum ZY-22 isolated from Ginkgo biloba
    • Qin, J. C.; Gao, J. M.; Zhang, Y. M.; Yang, S. X.; Bai, M. S.; Ma, Y. T.; Laatsch, H. Polyhydroxylated steroids from an endophytic fungus, Chaetomium globosum ZY-22 isolated from Ginkgo biloba. Steroids, 2009, 74, 786-790.
    • (2009) Steroids , vol.74 , pp. 786-790
    • Qin, J.C.1    Gao, J.M.2    Zhang, Y.M.3    Yang, S.X.4    Bai, M.S.5    Ma, Y.T.6    Laatsch, H.7
  • 31
    • 67650231108 scopus 로고    scopus 로고
    • Vladimuliecins A Cytotoxic pentacyclic pregnanols from Vladimiria muliensis
    • Chen, J. J.; Li, Z. M.; Gao, K.; Chang, J.; Yao, X. J. Vladimuliecins A and B: Cytotoxic pentacyclic pregnanols from Vladimiria muliensis. J. Nat. Prod., 2009, 72, 1128-1132.
    • (2009) J. Nat. Prod , vol.72 , pp. 1128-1132
    • Chen, J.J.1    Li, Z.M.2    Gao, K.3    Chang, J.4    Yao, X.J.5
  • 32
    • 42249114014 scopus 로고    scopus 로고
    • Review of cytotoxic cephalostatins and ritterazines: Isolation and synthesis
    • Moser, B. R. Review of cytotoxic cephalostatins and ritterazines: Isolation and synthesis. J. Nat. Prod., 2008, 71, 487-491.
    • (2008) J. Nat. Prod , vol.71 , pp. 487-491
    • Moser, B.R.1
  • 35
    • 0032983057 scopus 로고    scopus 로고
    • Recent advances in applied and mechanistic aspects of the enzymatic hydroxylation of steroids by whole-cell biocatalysts
    • Holland, H. L. Recent advances in applied and mechanistic aspects of the enzymatic hydroxylation of steroids by whole-cell biocatalysts. Steroids, 1999, 64, 178-186.
    • (1999) Steroids , vol.64 , pp. 178-186
    • Holland, H.L.1
  • 36
    • 0035649181 scopus 로고    scopus 로고
    • Chemical and biochemical hydroxylations of steroids: A review
    • Pellissier, H. L.; Santelli, M. Chemical and biochemical hydroxylations of steroids: a review. Org. Prep. Proced. Int., 2001, 33, 1-58.
    • (2001) Org. Prep. Proced. Int , vol.33 , pp. 1-58
    • Pellissier, H.L.1    Santelli, M.2
  • 38
    • 0000516263 scopus 로고
    • Enzymatic modification of steroids
    • H. W. Blanch and D. S. Clark, Eds. Marcel Dekker, Inc, New York, USA
    • Riva, S. Enzymatic modification of steroids. In Applied Biocatalysis, Vol. 1, H. W. Blanch and D. S. Clark, Eds. Marcel Dekker, Inc, New York, USA, 1991, pp. 179-220.
    • (1991) Applied Biocatalysis , vol.1 , pp. 179-220
    • Riva, S.1
  • 39
    • 33745762337 scopus 로고    scopus 로고
    • Biocatalysis: Synthesis of chiral intermediates for pharmaceuticals
    • Patel, R. N. Biocatalysis: Synthesis of chiral intermediates for pharmaceuticals. Curr. Org. Chem., 2006, 10, 1289-1321.
    • (2006) Curr. Org. Chem , vol.10 , pp. 1289-1321
    • Patel, R.N.1
  • 40
    • 65249128025 scopus 로고    scopus 로고
    • Biocatalysis in development of green pharmaceutical processes
    • Tao, J. H.; Xu, J. H. Biocatalysis in development of green pharmaceutical processes. Curr. Op. Chem. Biol., 2009, 13, 43-50.
    • (2009) Curr. Op. Chem. Biol , vol.13 , pp. 43-50
    • Tao, J.H.1    Xu, J.H.2
  • 41
    • 0021763770 scopus 로고
    • Enzymatic catalysis in organic media at 100- degrees-C
    • Zaks, A.; Klibanov, A. M. Enzymatic catalysis in organic media at 100- degrees-C. Science, 1984, 224, 1249-1251.
    • (1984) Science , vol.224 , pp. 1249-1251
    • Zaks, A.1    Klibanov, A.M.2
  • 42
    • 0022724718 scopus 로고
    • Enzymes that work in organic solvents
    • Klibanov, A. M. Enzymes that work in organic solvents. ChemTech, 1986, 354-359.
    • (1986) ChemTech , pp. 354-359
    • Klibanov, A.M.1
  • 45
    • 0000626186 scopus 로고
    • How can the solvent affect enzyme enantioselectivity
    • Fitzpatrick, P. A.; Klibanov, A. M. How can the solvent affect enzyme enantioselectivity. J. Am. Chem. Soc., 1991, 113, 3166-3171.
    • (1991) J. Am. Chem. Soc , vol.113 , pp. 3166-3171
    • Fitzpatrick, P.A.1    Klibanov, A.M.2
  • 46
    • 0026592262 scopus 로고
    • Effects of medium and of reaction conditions on the enantioselectivity of lipases in organic-solvents and possible rationales
    • Secundo, F.; Riva, S.; Carrea, G. Effects of medium and of reaction conditions on the enantioselectivity of lipases in organic-solvents and possible rationales. Tetrahedron Asymmetry, 1992, 3, 267-280.
    • (1992) Tetrahedron Asymmetry , vol.3 , pp. 267-280
    • Secundo, F.1    Riva, S.2    Carrea, G.3
  • 48
    • 80051812366 scopus 로고
    • Enzymatic hydrolysis of steroidal esters and its application to syntheses of steroids
    • Noguchi, S.; Morita, K.; Nishikawa, M. Enzymatic hydrolysis of steroidal esters and its application to syntheses of steroids. Chem. Pharm. Bull., 1960, 8, 563-565.
    • (1960) Chem. Pharm. Bull , vol.8 , pp. 563-565
    • Noguchi, S.1    Morita, K.2    Nishikawa, M.3
  • 49
    • 0015289955 scopus 로고
    • Preparation of 16 betahydroxydehydroepiandrosterone using enzymic deacetylation
    • Wynne, K. N.; Renwick, A. G. C. Preparation of 16 betahydroxydehydroepiandrosterone using enzymic deacetylation. Steroids, 1972, 11, 293-300.
    • (1972) Steroids , vol.11 , pp. 293-300
    • Wynne, K.N.1    Renwick, A.G.C.2
  • 50
    • 0041152088 scopus 로고    scopus 로고
    • Properties and synthetic applications of enzymes in organic solvents
    • Carrea, G.; Riva, S. Properties and synthetic applications of enzymes in organic solvents. Angew. Chem. Int. Ed., 2000, 39, 2226-2254.
    • (2000) Angew. Chem. Int. Ed , vol.39 , pp. 2226-2254
    • Carrea, G.1    Riva, S.2
  • 51
    • 0023550107 scopus 로고
    • Enzymatic trans-esterification of steroid esters in organic-solvents
    • Njar, V. C. O.; Caspi, E. Enzymatic trans-esterification of steroid esters in organic-solvents. Tetrahedron Lett., 1987, 28, 6549-6552.
    • (1987) Tetrahedron Lett , vol.28 , pp. 6549-6552
    • Njar, V.C.O.1    Caspi, E.2
  • 52
    • 0001284457 scopus 로고
    • Enzymochemical regioselective oxidation of steroids without oxidoreductases
    • Riva, S.; Klibanov, A. M. Enzymochemical regioselective oxidation of steroids without oxidoreductases. J. Am. Chem. Soc., 1988, 110, 3291-3295.
    • (1988) J. Am. Chem. Soc , vol.110 , pp. 3291-3295
    • Riva, S.1    Klibanov, A.M.2
  • 53
    • 0001164266 scopus 로고
    • Regioselective acylation of bile-acid derivatives with Candida cylindracea lipase in anhydrous benzene
    • Riva, S.; Bovara, R.; Ottolina, G.; Secundo, F.; Carrea, G. Regioselective acylation of bile-acid derivatives with Candida cylindracea lipase in anhydrous benzene. J. Org. Chem., 1989, 54, 3161-3164.
    • (1989) J. Org. Chem , vol.54 , pp. 3161-3164
    • Riva, S.1    Bovara, R.2    Ottolina, G.3    Secundo, F.4    Carrea, G.5
  • 54
    • 58249085342 scopus 로고    scopus 로고
    • Lipase-catalysed synthesis of esters of ferulic acid with natural compounds and evaluation of their antioxidant properties
    • Chigorimbo-Murefu, N. T. L.; Riva, S.; Burton, S. G. Lipase-catalysed synthesis of esters of ferulic acid with natural compounds and evaluation of their antioxidant properties. J. Mol. Catal. B-Enzym., 2009, 56, 277-282.
    • (2009) J. Mol. Catal. B-Enzym , vol.56 , pp. 277-282
    • Chigorimbo-Murefu, N.T.L.1    Riva, S.2    Burton, S.G.3
  • 55
    • 0028027635 scopus 로고
    • Regioselective esterification of polyhydroxylated steroids by Candida antarctica lipase-B
    • Bertinotti, A.; Carrea, G.; Ottolina, G.; Riva, S. Regioselective esterification of polyhydroxylated steroids by Candida antarctica lipase-B. Tetrahedron, 1994, 50, 13165-13172.
    • (1994) Tetrahedron , vol.50 , pp. 13165-13172
    • Bertinotti, A.1    Carrea, G.2    Ottolina, G.3    Riva, S.4
  • 56
    • 0029891054 scopus 로고    scopus 로고
    • Lipase-catalysed regioselective deacetylation of androstane derivatives
    • Baldessari, A.; Bruttomesso, A. C.; Gros, E. G. Lipase-catalysed regioselective deacetylation of androstane derivatives. Helv. Chim. Acta., 1996, 79, 999-1004.
    • (1996) Helv. Chim. Acta , vol.79 , pp. 999-1004
    • Baldessari, A.1    Bruttomesso, A.C.2    Gros, E.G.3
  • 57
    • 2442481817 scopus 로고    scopus 로고
    • Lipase-catalysed deacetylation of androstane and pregnane derivatives: Influence of ring D substitution
    • Bruttomesso, A. C.; Baldessari, A. Lipase-catalysed deacetylation of androstane and pregnane derivatives: influence of ring D substitution. J. Mol. Catal. B: Enzym., 2004, 29, 149-153.
    • (2004) J. Mol. Catal. B: Enzym , vol.29 , pp. 149-153
    • Bruttomesso, A.C.1    Baldessari, A.2
  • 58
    • 0030948075 scopus 로고    scopus 로고
    • Candida antarctica lipase B catalyzes the regioselective esterification of ecdysteroids at the C-2 OH
    • Danieli, B.; Lesma, G.; Luisetti, M.; Riva, S. Candida antarctica lipase B catalyzes the regioselective esterification of ecdysteroids at the C-2 OH. Tetrahedron, 1997, 53, 5855-5862.
    • (1997) Tetrahedron , vol.53 , pp. 5855-5862
    • Danieli, B.1    Lesma, G.2    Luisetti, M.3    Riva, S.4
  • 59
    • 14644432451 scopus 로고    scopus 로고
    • Regioselective enzymatic acylation of vicinal diols of steroids
    • Silva, M. M. C.; Riva, S.; Sá e Melo, M. L. Regioselective enzymatic acylation of vicinal diols of steroids. Tetrahedron, 2005, 61, 3065-3073.
    • (2005) Tetrahedron , vol.61 , pp. 3065-3073
    • Silva, M.M.C.1    Riva, S.2    Sáe, M.M.L.3
  • 61
    • 1842588490 scopus 로고    scopus 로고
    • A convenient synthesis of oxandrolone through a regioselective Candida antartica lipase-catalyzed transformation
    • Ferraboschi, P.; Colombo, D.; Prestileo, P. A convenient synthesis of oxandrolone through a regioselective Candida antartica lipase-catalyzed transformation. Tetrahedron Asymmetry, 2003, 14, 2781-2785.
    • (2003) Tetrahedron Asymmetry , vol.14 , pp. 2781-2785
    • Ferraboschi, P.1    Colombo, D.2    Prestileo, P.3
  • 62
    • 1642634574 scopus 로고    scopus 로고
    • Highly selective lipase-mediated discrimination of diastereomeric 5,6-epoxysteroids
    • Silva, M. M. C.; Riva, S.; Sá e Melo, M. L. Highly selective lipase-mediated discrimination of diastereomeric 5,6-epoxysteroids. Tetrahedron Asymmetry, 2004, 15, 1173-1179.
    • (2004) Tetrahedron Asymmetry , vol.15 , pp. 1173-1179
    • Silva, M.M.C.1    Riva, S.2    Sáe, M.M.L.3
  • 63
    • 67649968077 scopus 로고    scopus 로고
    • Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols
    • Carvalho, J. F. S.; Silva, M. M. C.; Moreira, J. N.; Simões, S.; Sá e Melo, M. L. Efficient chemoenzymatic synthesis, cytotoxic evaluation, and SAR of epoxysterols. J. Med. Chem., 2009, 52, 4007-4019.
    • (2009) J. Med. Chem , vol.52 , pp. 4007-4019
    • Carvalho, J.F.S.1    Silva, M.M.C.2    Moreira, J.N.3    Simões, S.4    Sáe, M.M.L.5
  • 64
    • 0037180573 scopus 로고    scopus 로고
    • A practical chemoenzymatic approach to the synthesis of 3-hydroxy metabolites of tibolone
    • Ferraboschi, P.; Colombo, D.; Reza-Elahi, S. A practical chemoenzymatic approach to the synthesis of 3-hydroxy metabolites of tibolone. Tetrahedron Asymmetry, 2002, 13, 2583-2586.
    • (2002) Tetrahedron Asymmetry , vol.13 , pp. 2583-2586
    • Ferraboschi, P.1    Colombo, D.2    Reza-Elahi, S.3
  • 66
    • 0029884184 scopus 로고    scopus 로고
    • The first example of lipase-catalyzed resolution of a stereogenic center in steroid side chains by transesterification in organic solvent
    • Ferraboschi, P.; Molatore, A.; Verza, E.; Santaniello, E. The first example of lipase-catalyzed resolution of a stereogenic center in steroid side chains by transesterification in organic solvent. Tetrahedron Asymmetry, 1996, 7, 1551-1554.
    • (1996) Tetrahedron Asymmetry , vol.7 , pp. 1551-1554
    • Ferraboschi, P.1    Molatore, A.2    Verza, E.3    Santaniello, E.4
  • 67
    • 0032479231 scopus 로고    scopus 로고
    • Lipase-catalyzed resolution of stereogenic centers in steroid side chains by transesterification in organic solvents: The case of a 26-hydroxycholesterol
    • Ferraboschi, P.; Reza-Elahi, S.; Verza, E.; Santaniello, E. Lipase-catalyzed resolution of stereogenic centers in steroid side chains by transesterification in organic solvents: the case of a 26-hydroxycholesterol. Tetrahedron Asymmetry, 1998, 9, 2193-2196.
    • (1998) Tetrahedron Asymmetry , vol.9 , pp. 2193-2196
    • Ferraboschi, P.1    Reza-Elahi, S.2    Verza, E.3    Santaniello, E.4
  • 68
    • 0033516439 scopus 로고    scopus 로고
    • Chemoenzymatic syntheses of (25R)- and (25S)-25-hydroxy-27-nor-cholesterol, a steroid bearing a secondary hydroxy group in the side chain
    • Ferraboschi, P.; Pecora, F.; Reza-Elahi, S.; Santaniello, E. Chemoenzymatic syntheses of (25R)- and (25S)-25-hydroxy-27-nor-cholesterol, a steroid bearing a secondary hydroxy group in the side chain. Tetrahedron Asymmetry, 1999, 10, 2497-2500.
    • (1999) Tetrahedron Asymmetry , vol.10 , pp. 2497-2500
    • Ferraboschi, P.1    Pecora, F.2    Reza-Elahi, S.3    Santaniello, E.4
  • 69
    • 0034391702 scopus 로고    scopus 로고
    • Lipase-catalyzed regio- and stereoselective acylation of hydroxy groups in steroid side chains
    • Santaniello, E.; Ferraboschi, P.; Reza-Elahi, S. Lipase-catalyzed regio- and stereoselective acylation of hydroxy groups in steroid side chains. Monatsh. Chem., 2000, 131, 617-622.
    • (2000) Monatsh. Chem , vol.131 , pp. 617-622
    • Santaniello, E.1    Ferraboschi, P.2    Reza-Elahi, S.3
  • 71
    • 38349018729 scopus 로고    scopus 로고
    • An efficient enzymatic preparation of 20-pregnane succinates: Chemoenzymatic synthesis of 20 beta-hemisuccinyloxy-5 alpha H-pregnan-3-one
    • Monsalve, L. N.; Rada, M. Y. M.; Ghini, A. A.; Baldessari, A. An efficient enzymatic preparation of 20-pregnane succinates: chemoenzymatic synthesis of 20 beta-hemisuccinyloxy-5 alpha H-pregnan-3-one. Tetrahedron, 2008, 64, 1721-1730.
    • (2008) Tetrahedron , vol.64 , pp. 1721-1730
    • Monsalve, L.N.1    Rada, M.Y.M.2    Ghini, A.A.3    Baldessari, A.4
  • 72
    • 45049087020 scopus 로고    scopus 로고
    • Lipase-catalyzed preparation of corticosteroid 17 alpha-esters endowed with antiandrogenic activity
    • Ferraboschi, P.; De Mieri, M.; Ragonesi, L. Lipase-catalyzed preparation of corticosteroid 17 alpha-esters endowed with antiandrogenic activity. Tetrahedron Lett., 2008, 49, 4610-4612.
    • (2008) Tetrahedron Lett , vol.49 , pp. 4610-4612
    • Ferraboschi, P.1    de Mieri, M.2    Ragonesi, L.3
  • 73
    • 70350783862 scopus 로고    scopus 로고
    • Lipase-catalyzed regioselective preparation of fatty acid esters of hydrocortisone
    • Quintana, P. G.; Baldessari, A. Lipase-catalyzed regioselective preparation of fatty acid esters of hydrocortisone. Steroids, 2009, 74, 1007-1014.
    • (2009) Steroids , vol.74 , pp. 1007-1014
    • Quintana, P.G.1    Baldessari, A.2
  • 74
    • 28044438513 scopus 로고    scopus 로고
    • Regioselective enzymatic synthesis of estradiol 17-fatty acid esters
    • Rustoy, E. M.; Arias, I. E. R.; Baldessari, A. Regioselective enzymatic synthesis of estradiol 17-fatty acid esters. ARKIVOC, 2005, 175-188.
    • (2005) ARKIVOC , pp. 175-188
    • Rustoy, E.M.1    Arias, I.E.R.2    Baldessari, A.3
  • 75
    • 1642632036 scopus 로고
    • Regioselective enzymatic preparation of hemisuccinates of polyhydroxylated steroids
    • Ottolina, G.; Carrea, G.; Riva, S. Regioselective enzymatic preparation of hemisuccinates of polyhydroxylated steroids. Biocatalysis, 1991, 5, 131-136.
    • (1991) Biocatalysis , vol.5 , pp. 131-136
    • Ottolina, G.1    Carrea, G.2    Riva, S.3
  • 76
    • 33745743031 scopus 로고    scopus 로고
    • Enzymatic aminolysis and ammonolysis processes in the preparation of chiral nitrogenated compounds
    • Gotor-Fernandéz, V.; Gotor, V. Enzymatic aminolysis and ammonolysis processes in the preparation of chiral nitrogenated compounds. Curr. Org. Chem., 2006, 10, 1125-1143.
    • (2006) Curr. Org. Chem , vol.10 , pp. 1125-1143
    • Gotor-Fernandéz, V.1    Gotor, V.2
  • 77
    • 19744364985 scopus 로고    scopus 로고
    • Enzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acids
    • Yan, A.-X.; Chan, R. Y. K.; Lau, W.-S.; Lee, K.-S.; Wong, M.-S.; Xing, G.- W.; Tian, G.-L.; Ye, Y.-H. Enzymatic synthesis and bioactivity of estradiol derivative conjugates with different amino acids. Tetrahedron, 2005, 61, 5933-5941.
    • (2005) Tetrahedron , vol.61 , pp. 5933-5941
    • Yan, A.-X.1    Chan, R.Y.K.2    Lau, W.-S.3    Lee, K.-S.4    Wong, M.-S.5    Xing G.-, W.6    Tian, G.-L.7    Ye, Y.-H.8
  • 78
    • 0029040492 scopus 로고
    • Enzymatic deacetylation of steroids bearing labile functions
    • Baldessari, A.; Maier, M. S.; Gros, E. G. Enzymatic deacetylation of steroids bearing labile functions. Tetrahedron Lett., 1995, 36, 4349-4352.
    • (1995) Tetrahedron Lett , vol.36 , pp. 4349-4352
    • Baldessari, A.1    Maier, M.S.2    Gros, E.G.3
  • 79
    • 4844219656 scopus 로고    scopus 로고
    • Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone
    • Bruttomesso, A. C.; Tiscornia, A.; Baldessari, A. Lipase-catalyzed preparation of biologically active esters of dehydroepiandrosterone. Biocatal. Biotransform., 2004, 22, 215-220.
    • (2004) Biocatal. Biotransform , vol.22 , pp. 215-220
    • Bruttomesso, A.C.1    Tiscornia, A.2    Baldessari, A.3
  • 80
    • 0035987032 scopus 로고    scopus 로고
    • Phytosterols, phytostanols, and their conjugates in foods: Structural diversity, quantitative analysis, and health-promoting uses
    • Moreau, R. A.; Whitaker, B. D.; Hicks, K. B. Phytosterols, phytostanols, and their conjugates in foods: structural diversity, quantitative analysis, and health-promoting uses. Prog. Lipid Res., 2002, 41, 457-500.
    • (2002) Prog. Lipid Res , vol.41 , pp. 457-500
    • Moreau, R.A.1    Whitaker, B.D.2    Hicks, K.B.3
  • 81
    • 32044474629 scopus 로고    scopus 로고
    • Synthesis of plant sterol esters catalyzed by heteropolyacid in a solvent-free system
    • Meng, X.; Sun, P.; Pan, Q.; Shi, Z.; Yang, K.; He, R. Synthesis of plant sterol esters catalyzed by heteropolyacid in a solvent-free system. Eur. J. Lipid Sci. Technol., 2006, 108, 13-18.
    • (2006) Eur. J. Lipid Sci. Technol , vol.108 , pp. 13-18
    • Meng, X.1    Sun, P.2    Pan, Q.3    Shi, Z.4    Yang, K.5    He, R.6
  • 82
    • 0031213604 scopus 로고    scopus 로고
    • Application of immobilized lipase from Candida rugosa to synthesis of cholesterol oleate
    • Jonzo, M. D.; Hiol, A.; Druet, D.; Comeau, L. C. Application of immobilized lipase from Candida rugosa to synthesis of cholesterol oleate. J. Chem. T ech. Biotechnol., 1997, 69, 463-469.
    • (1997) J. Chem. T Ech. Biotechnol , vol.69 , pp. 463-469
    • Jonzo, M.D.1    Hiol, A.2    Druet, D.3    Comeau, L.C.4
  • 84
    • 1242277702 scopus 로고    scopus 로고
    • Lipase-catalyzed production of phytosteryl esters and their crystallization behavior in corn oil
    • Vu, P.-L.; Shin, J.-A.; Lim, C.-H.; Lee, K.-T. Lipase-catalyzed production of phytosteryl esters and their crystallization behavior in corn oil. Food Res. Int., 2004, 37, 175-180.
    • (2004) Food Res. Int , vol.37 , pp. 175-180
    • Vu, P.-L.1    Shin, J.-A.2    Lim, C.-H.3    Lee, K.-T.4
  • 85
    • 76449108488 scopus 로고    scopus 로고
    • Lipase-catalyzed synthesis of conjugated linoleyl beta-sitosterol and its cholesterol-lowering properties in mice
    • Li, R.; Jia, C.-S.; Yue, L.; Zhang, X.-M.; Xia, Q.-Y.; Zhao, S.-L.; Feng, B.; Zhong, F.; Chen, W.-J. Lipase-catalyzed synthesis of conjugated linoleyl beta-sitosterol and its cholesterol-lowering properties in mice. J. Agric. Food Chem., 2010, 58, 1898-1902.
    • (2010) J. Agric. Food Chem , vol.58 , pp. 1898-1902
    • Li, R.1    Jia, C.-S.2    Yue, L.3    Zhang, X.-M.4    Xia, Q.-Y.5    Zhao, S.-L.6    Feng, B.7    Zhong, F.8    Chen, W.-J.9
  • 87
    • 0035136046 scopus 로고    scopus 로고
    • Fatty acid steryl, stanyl, and steroid- esters by esterification and transesterification in vacuo using Candida rugosa lipase as catalyst
    • Weber, N.; Weitkamp, P.; Mukherjee, K. Fatty acid steryl, stanyl, and steroid- esters by esterification and transesterification in vacuo using Candida rugosa lipase as catalyst. J. Agric. Food Chem., 2001, 49, 67-71.
    • (2001) J. Agric. Food Chem , vol.49 , pp. 67-71
    • Weber, N.1    Weitkamp, P.2    Mukherjee, K.3
  • 88
    • 0035187666 scopus 로고    scopus 로고
    • Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya
    • Weber, N.; Weitkamp, P.; Mukherjee, K. Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya. J. Agric. Food Chem., 2001, 49, 5210-5216.
    • (2001) J. Agric. Food Chem , vol.49 , pp. 5210-5216
    • Weber, N.1    Weitkamp, P.2    Mukherjee, K.3
  • 89
    • 67449147369 scopus 로고    scopus 로고
    • Solvent- free preparation of phytosteryl esters with fatty acids from butterfat in equimolecular conditions in the presence of a lipase from Candida rugosa
    • Torrelo, G.; Torres, C. F.; Señorans, F. J.; Blanco, R. M.; Reglero, G. Solvent- free preparation of phytosteryl esters with fatty acids from butterfat in equimolecular conditions in the presence of a lipase from Candida rugosa. J. Chem. Technol. Biotechnol., 2009, 84, 745-750.
    • (2009) J. Chem. Technol. Biotechnol , vol.84 , pp. 745-750
    • Torrelo, G.1    Torres, C.F.2    Señorans, F.J.3    Blanco, R.M.4    Reglero, G.5
  • 90
    • 34447135655 scopus 로고    scopus 로고
    • Biocatalysis in supercritical fluids, in fluorous solvents, and under solvent-free conditions
    • Hobbs, H. R.; Thomas, N. R. Biocatalysis in supercritical fluids, in fluorous solvents, and under solvent-free conditions. Chem. Rev., 2007, 107, 2786-2820.
    • (2007) Chem. Rev , vol.107 , pp. 2786-2820
    • Hobbs, H.R.1    Thomas, N.R.2
  • 91
    • 0008503726 scopus 로고    scopus 로고
    • Sterol ester production using lipase-catalyzed reactions in supercritical carbon dioxide
    • King, J. W.; Snyder, J. M.; Frykman, H.; Neese, A. Sterol ester production using lipase-catalyzed reactions in supercritical carbon dioxide. Eur. Food Res. Technol., 2001, 212, 566-569.
    • (2001) Eur. Food Res. Technol , vol.212 , pp. 566-569
    • King, J.W.1    Snyder, J.M.2    Frykman, H.3    Neese, A.4
  • 92
    • 33745760067 scopus 로고    scopus 로고
    • Lipase-catalyzed deacylation by alcoholysis: A selective, useful transesterification reaction
    • Santaniello, E.; Casati, S.; Ciuffreda, P. Lipase-catalyzed deacylation by alcoholysis: a selective, useful transesterification reaction. Curr. Org. Chem., 2006, 10, 1095-1123.
    • (2006) Curr. Org. Chem , vol.10 , pp. 1095-1123
    • Santaniello, E.1    Casati, S.2    Ciuffreda, P.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.