메뉴 건너뛰기




Volumn 6, Issue 5, 2006, Pages 405-421

Discovery and clinical development of dutasteride, a potent dual 5α-reductase inhibitor

Author keywords

5AR isozymes; Dihydrofinasteride NADP adduct; Progesterone; Prostate cDNA library; Vermeulen

Indexed keywords

ANDROSTANOLONE; DUTASTERIDE; FINASTERIDE; STEROID 5ALPHA REDUCTASE; STEROID 5ALPHA REDUCTASE INHIBITOR;

EID: 33646127626     PISSN: 15680266     EISSN: None     Source Type: Journal    
DOI: 10.2174/156802606776743101     Document Type: Review
Times cited : (59)

References (87)
  • 1
    • 0025022904 scopus 로고
    • Importance of the Natural History of Benign Prostatic Hyperplasia in the Evaluation of Pharmacologic Intervention
    • Isaacs, J.T. Importance of the Natural History of Benign Prostatic Hyperplasia in the Evaluation of Pharmacologic Intervention. Prostate Suppl., 1990, 3, 1-7.
    • (1990) Prostate Suppl. , vol.3 , pp. 1-7
    • Isaacs, J.T.1
  • 2
    • 0025724954 scopus 로고
    • Benign Prostatic Hyperplasia: Pathogenesis and Medical Therapy
    • Geller, J. Benign Prostatic Hyperplasia: Pathogenesis and Medical Therapy. J. Am. Geriat. Soc., 1991, 39, 1208-1216.
    • (1991) J. Am. Geriat. Soc. , vol.39 , pp. 1208-1216
    • Geller, J.1
  • 4
    • 5444249242 scopus 로고    scopus 로고
    • Molecular Pathogenesis of Benign Prostatic Hyperplasia
    • Lee, K. L.; Peehl, D. M. Molecular Pathogenesis of Benign Prostatic Hyperplasia. J. Urol., 2004, 172, 1784-1791.
    • (2004) J. Urol. , vol.172 , pp. 1784-1791
    • Lee, K.L.1    Peehl, D.M.2
  • 5
    • 0001542748 scopus 로고
    • Benign Hypertrophy and Carcinoma of the Prostate, Occurrence and Experimental Production in Animals
    • Moore, R.A. Benign Hypertrophy and Carcinoma of the Prostate, Occurrence and Experimental Production in Animals. Surgery, 1944, 16, 152.
    • (1944) Surgery , vol.16 , pp. 152
    • Moore, R.A.1
  • 6
    • 0016359646 scopus 로고
    • Steroid 5α-Reductase Deficiency in Man: An Inherited Form of Male Pseudohermaphroditism
    • Imperato-McGinley, J.; Guerrero, L.; Gautier, T.; Peterson, R.E. Steroid 5α-Reductase Deficiency in Man: an Inherited Form of Male Pseudohermaphroditism. Science, 1974, 186, 1213-1215.
    • (1974) Science , vol.186 , pp. 1213-1215
    • Imperato-McGinley, J.1    Guerrero, L.2    Gautier, T.3    Peterson, R.E.4
  • 7
    • 0026077934 scopus 로고
    • Steroid Hormones and the Pathogenesis of Benign Prostatic Hyperplasia
    • Griffiths, K.; Eaton, C.L.; Harper, M.E.; Peeling, B.; and Davies, P. Steroid Hormones and the Pathogenesis of Benign Prostatic Hyperplasia, Eur. Urol., 1991, 20, 68-77.
    • (1991) Eur. Urol. , vol.20 , pp. 68-77
    • Griffiths, K.1    Eaton, C.L.2    Harper, M.E.3    Peeling, B.4    Davies, P.5
  • 8
    • 0027328388 scopus 로고
    • Effect of Aging on Endogenous Level of 5α-Dihydrotestosterone, Testosterone, Estradiol, and Estrone in Epithelium and Stroma of Normal and Hyperplastic Human Prostate
    • Kreig, M.; Nass, R.; Tunn, S. Effect of Aging on Endogenous Level of 5α-Dihydrotestosterone, Testosterone, Estradiol, and Estrone in Epithelium and Stroma of Normal and Hyperplastic Human Prostate. J. Clin. Endocrinol. Metab., 1993, 77, 375-381.
    • (1993) J. Clin. Endocrinol. Metab. , vol.77 , pp. 375-381
    • Kreig, M.1    Nass, R.2    Tunn, S.3
  • 9
    • 33646144412 scopus 로고
    • 5α-Reductase: A Target Enzyme for Prostatic Cancer
    • Sunkara; P. S. Ed.; Academic, Orlando
    • Petrow, V.; Padilla, G.M. 5α-Reductase: a Target Enzyme for Prostatic Cancer. In Novel Approaches Cancer Chemother.; Sunkara; P. S. Ed.; Academic, Orlando, 1984; pp. 269-305.
    • (1984) Novel Approaches Cancer Chemother , pp. 269-305
    • Petrow, V.1    Padilla, G.M.2
  • 10
    • 0025980402 scopus 로고
    • Role of 5α-Reductase Inhibitors in the Treatment of Advanced Prostatic Carcinoma
    • Gormley, G.J. Role of 5α-Reductase Inhibitors in the Treatment of Advanced Prostatic Carcinoma, Urol. Clin. N. Amer., 1991, 18, 93-98.
    • (1991) Urol. Clin. N. Amer. , vol.18 , pp. 93-98
    • Gormley, G.J.1
  • 11
    • 0026644386 scopus 로고
    • Multicenter, Randomized, Double-blind, Placebo Controlled Study to Investigate the Effect of Finasteride (MK-906) on Stage D Prostate Cancer
    • Presti, J.C.; Fair, W.R.; Andriole, G.; Sogani, P.C.; Seidmon, E.J.; Ferguson, D.; Ng, J.; Gormley, G.J. Multicenter, Randomized, Double-blind, Placebo Controlled Study to Investigate the Effect of Finasteride (MK-906) on Stage D Prostate Cancer. J. Urol., 1992, 148, 1201-1204.
    • (1992) J. Urol. , vol.148 , pp. 1201-1204
    • Presti, J.C.1    Fair, W.R.2    Andriole, G.3    Sogani, P.C.4    Seidmon, E.J.5    Ferguson, D.6    Ng, J.7    Gormley, G.J.8
  • 13
    • 0026342546 scopus 로고
    • Prostates, Pates and Pimples: The Potential Medical Uses of Steroid 5α-Reductase Inhibitors
    • Tenover, J.S. Prostates, Pates and Pimples: The Potential Medical Uses of Steroid 5α-Reductase Inhibitors. Endocrinol. Metab. Clin. N. Amer., 1991, 20, 893-909.
    • (1991) Endocrinol. Metab. Clin. N. Amer. , vol.20 , pp. 893-909
    • Tenover, J.S.1
  • 15
    • 0028173882 scopus 로고
    • Steroid 5α-Reductase: Two genes/ Two Enzymes
    • Russell, D.W.; Wilson, J.D. Steroid 5α-Reductase: Two genes/ Two Enzymes. Annu. Rev. Biochem., 1994, 63, 25-61.
    • (1994) Annu. Rev. Biochem. , vol.63 , pp. 25-61
    • Russell, D.W.1    Wilson, J.D.2
  • 16
    • 0542419697 scopus 로고
    • Anatomy and Endocrinology of Fetal Sex Differentiation
    • L. J. DeGroot, Ed.; W.B. Saunders: Philadelphia
    • Josso, N. Anatomy and Endocrinology of Fetal Sex Differentiation. In Endocrinology, Volume 2; L. J. DeGroot, Ed.; W.B. Saunders: Philadelphia, 1994; pp. 1888-1900.
    • (1994) Endocrinology , vol.2 , pp. 1888-1900
    • Josso, N.1
  • 17
    • 0024410917 scopus 로고
    • Sexual Differentiation of the Gonads and of the Reproductive Tract
    • Wilson, J.D. Sexual Differentiation of the Gonads and of the Reproductive Tract. Biol. Neonate, 1989, 55, 322-330.
    • (1989) Biol. Neonate , vol.55 , pp. 322-330
    • Wilson, J.D.1
  • 18
    • 0016304673 scopus 로고
    • Familial Incomplete Male Pseudohermaphroditism, Type 2. Decreased Dihydro-testosterone Formation in Pseudovaginal Perineoscrotal Hypospadias
    • Walsh, P.C.; Madden, J.D.; Harrod. M.J.; Goldstein, J.L.; MacDonald, P.C.; Wilson, J.D. Familial Incomplete Male Pseudohermaphroditism, Type 2. Decreased Dihydro-testosterone Formation in Pseudovaginal Perineoscrotal Hypospadias. N. Engl. J. Med., 1974, 291, 944-949.
    • (1974) N. Engl. J. Med. , vol.291 , pp. 944-949
    • Walsh, P.C.1    Madden, J.D.2    Harrod, M.J.3    Goldstein, J.L.4    MacDonald, P.C.5    Wilson, J.D.6
  • 19
    • 0026055914 scopus 로고
    • Deletion of Steroid Sα-Reductase 2 Gene in Male Pseudohermaphroditism
    • Andersson, S.; Berman, D. M.; Jenkins, E. P.; Russell, D. W. Deletion of Steroid Sα-Reductase 2 Gene in Male Pseudohermaphroditism. Nature, 1991, 354, 159-161.
    • (1991) Nature , vol.354 , pp. 159-161
    • Andersson, S.1    Berman, D.M.2    Jenkins, E.P.3    Russell, D.W.4
  • 22
    • 0027520707 scopus 로고
    • The Androgen Control of Sebum Production: Studies of Subjects with Dihydrotestosterone Deficiency and Complete Androgen Insensitivity
    • Imperato-McGinley J.; Gautier, T.; Cai, L-Q.; Yee, B.; Epstein, J.; Pochi, P. The Androgen Control of Sebum Production: Studies of Subjects with Dihydrotestosterone Deficiency and Complete Androgen Insensitivity. J. Clin. Endocrinol. Metab., 1993, 76, 524-528.
    • (1993) J. Clin. Endocrinol. Metab. , vol.76 , pp. 524-528
    • Imperato-McGinley, J.1    Gautier, T.2    Cai, L.-Q.3    Yee, B.4    Epstein, J.5    Pochi, P.6
  • 23
    • 0020470292 scopus 로고
    • The 5α-Reduction of Testosterone in the Neuroendocrine Structures: Biochemical and Physiological Implications
    • Martini, L. The 5α-Reduction of Testosterone in the Neuroendocrine Structures: Biochemical and Physiological Implications. Endocrine Rev., 1982, 3, 1-25.
    • (1982) Endocrine Rev. , vol.3 , pp. 1-25
    • Martini, L.1
  • 25
    • 0028174575 scopus 로고
    • Progesterone 5-α-Reduction in Neuronal and in Different types of Glial Cell Culture: Type 1 and 2 Astrocytes and Oligodendrocytes
    • Melcangi, R.C.; Celotti, F.; Martini, L. Progesterone 5-α-Reduction in Neuronal and in Different types of Glial Cell Culture: Type 1 and 2 Astrocytes and Oligodendrocytes. Brain Res., 1994, 639, 202-206.
    • (1994) Brain Res. , vol.639 , pp. 202-206
    • Melcangi, R.C.1    Celotti, F.2    Martini, L.3
  • 26
    • 0024446655 scopus 로고
    • Expression Cloning and Regulation of Steroid 5α-Reductase, An Enzyme Essential for Male Sexual Differentiation
    • Andersson, S.; Bishop, R.W.; Russell, D.W. Expression Cloning and Regulation of Steroid 5α-Reductase, An Enzyme Essential for Male Sexual Differentiation. J. Biol. Chem., 1989, 264, 16249-16255.
    • (1989) J. Biol. Chem. , vol.264 , pp. 16249-16255
    • Andersson, S.1    Bishop, R.W.2    Russell, D.W.3
  • 27
    • 0030026298 scopus 로고    scopus 로고
    • Immunohistochemical Localization of Steroid 5α-Reductase 2 in Human Male Fetal Reproductive Tract and Adult Prostate
    • Levine, A.C.; Wang, J-P.; Ren, M.; Eliashvilli, E.; Russell, D.W.; Kirschenbaum, A. Immunohistochemical Localization of Steroid 5α-Reductase 2 in Human Male Fetal Reproductive Tract and Adult Prostate. J. Clin. Endocrinol. Metab., 1996, 81, 384-389.
    • (1996) J. Clin. Endocrinol. Metab. , vol.81 , pp. 384-389
    • Levine, A.C.1    Wang, J.-P.2    Ren, M.3    Eliashvilli, E.4    Russell, D.W.5    Kirschenbaum, A.6
  • 30
    • 0141988845 scopus 로고    scopus 로고
    • 5-α Reductase Type 1 Immunostaining is Enhanced in Some Prostate Cancers Compared with Benign Prostatic Hyperplasia Epithelium
    • Thomas, L. N.; Douglas, R. C.; Vessey, J. P.; Gupta, R.; Fontaine, D.; Norman, R. W. et al. 5-α Reductase Type 1 Immunostaining is Enhanced in Some Prostate Cancers Compared with Benign Prostatic Hyperplasia Epithelium. J. Urol., 2003, 170, 2019-2025.
    • (2003) J. Urol. , vol.170 , pp. 2019-2025
    • Thomas, L.N.1    Douglas, R.C.2    Vessey, J.P.3    Gupta, R.4    Fontaine, D.5    Norman, R.W.6
  • 32
    • 0025278610 scopus 로고
    • Mechanistic Studies with Solubilized Rat Liver Steroid 5α-Reductase: Elucidation of the Kinetic Mechanism
    • Levy, M.A.; Brandt, M.; Greway, A.T. Mechanistic Studies with Solubilized Rat Liver Steroid 5α-Reductase: Elucidation of the Kinetic Mechanism. Biochemistry, 1990, 29, 2808-2815.
    • (1990) Biochemistry , vol.29 , pp. 2808-2815
    • Levy, M.A.1    Brandt, M.2    Greway, A.T.3
  • 33
    • 0002714801 scopus 로고    scopus 로고
    • Inhibitors of 5α-Reductase
    • Frye, S.V. Inhibitors of 5α-Reductase. Current Pharm. Design, 1996, 2, 59-84.
    • (1996) Current Pharm. Design , vol.2 , pp. 59-84
    • Frye, S.V.1
  • 34
    • 0019817263 scopus 로고
    • Inhibition of 5α-Reductase, Receptor Binding, and Nuclear Uptake of Androgens in the Prostate by a 4-Methyl-4-aza-steroid
    • Liang, T.; Heiss, C.E. Inhibition of 5α-Reductase, Receptor Binding, and Nuclear Uptake of Androgens in the Prostate by a 4-Methyl-4-aza-steroid. J. Biol. Chem., 1981, 256, 7998-8005.
    • (1981) J. Biol. Chem. , vol.256 , pp. 7998-8005
    • Liang, T.1    Heiss, C.E.2
  • 35
    • 0022646423 scopus 로고
    • The Effects of Diethyl-4-methyl-3-oxo-4-aza-5α-androstane-17β-carboxamide (4MA) and (4R)-5,10-Seco-19-norpregna-4,5-diene-3,10,20-trione (SECO) on Androgen Biosynthesis in the Rat Testis and Epididymis
    • Cooke, G.M.; Robaire, B. J. The Effects of Diethyl-4-methyl-3-oxo-4-aza-5α-androstane-17β-carboxamide (4MA) and (4R)-5,10-Seco-19-norpregna-4,5-diene-3,10,20-trione (SECO) on Androgen Biosynthesis in the Rat Testis and Epididymis. Steroid Biochem., 1986, 24, 877-886.
    • (1986) Steroid Biochem. , vol.24 , pp. 877-886
    • Cooke, G.M.1    Robaire, B.J.2
  • 36
    • 0023183167 scopus 로고
    • The Inhibition of 3bHSD Activity in Porcine Granulosa Cells by 4-MA, a Potent 5α-Reductase Inhibitor
    • Chan, W.K.; Fong, C.Y.; Tiong, H.H.; Tan, C.H. The Inhibition of 3bHSD Activity in Porcine Granulosa Cells by 4-MA, a Potent 5α-Reductase Inhibitor. Biochem. Biophys. Res. Comm., 1987, 144, 166-171.
    • (1987) Biochem. Biophys. Res. Comm. , vol.144 , pp. 166-171
    • Chan, W.K.1    Fong, C.Y.2    Tiong, H.H.3    Tan, C.H.4
  • 37
    • 0024548207 scopus 로고
    • 5-steroid Isomerase from Bovine Adrenals: Mechanism of Inhibition by 3-Oxa-4-aza Steroids and Kinetic Mechanism of the Dehydrogenase
    • 5-steroid Isomerase from Bovine Adrenals: Mechanism of Inhibition by 3-Oxa-4-aza Steroids and Kinetic Mechanism of the Dehydrogenase. Biochemistry, 1989, 28, 140-148.
    • (1989) Biochemistry , vol.28 , pp. 140-148
    • Brandt, M.1    Levy, M.A.2
  • 38
    • 0028352548 scopus 로고
    • 4 - Isomerase Activity in Guinea Pig Adrenals
    • 4 - isomerase Activity in Guinea Pig Adrenals. Steroids, 1994, 59, 371-376.
    • (1994) Steroids , vol.59 , pp. 371-376
    • Perron, S.1    Bélanger, A.2
  • 40
    • 0025370536 scopus 로고
    • Androgen Ablation and Blockade in the Treatment of Benign Prostatic Hyperplasia
    • McConnell, J.D. Androgen Ablation and Blockade in the Treatment of Benign Prostatic Hyperplasia. Urolog. Cin. N. Amer., 1990, 17, 661-670.
    • (1990) Urolog. Cin. N. Amer. , vol.17 , pp. 661-670
    • McConnell, J.D.1
  • 44
    • 0024542544 scopus 로고
    • Hormonal Effects of an Orally Active 4-Azasteroid Inhibitor of 5α-Reductase in Humans
    • Vermeulen, A.; Giagulli, V. A.; De Schepper, P.; Buntinx, A.; Stoner, E. Hormonal Effects of an Orally Active 4-Azasteroid Inhibitor of 5α-Reductase in Humans. The Prostate, 1989, 14, 45-53.
    • (1989) The Prostate , vol.14 , pp. 45-53
    • Vermeulen, A.1    Giagulli, V.A.2    De Schepper, P.3    Buntinx, A.4    Stoner, E.5
  • 46
    • 0025808821 scopus 로고
    • Pharmacokinetics and Biochemical Efficacy After Single and Multiple Oral Administration of N-(2-Methyl-2-propyl)-3-oxo-4- aza-5α-androst-1-ene-17β-carboxamide, a New Type of Specific Competitive Inhibitor of Testosterone 5α-Reductase Volunteers
    • Ohtawa M.; Morikawa H.; Shimazaki J. Pharmacokinetics and Biochemical Efficacy After Single and Multiple Oral Administration of N-(2-Methyl-2-propyl)-3-oxo-4- aza-5α-androst-1-ene-17β-carboxamide, a New Type of Specific Competitive Inhibitor of Testosterone 5α-Reductase, in Volunteers. Eur. J. Drug Metab. Pharmacokin., 1991, 16, 15-21.
    • (1991) Eur. J. Drug Metab. Pharmacokin. , vol.16 , pp. 15-21
    • Ohtawa, M.1    Morikawa, H.2    Shimazaki, J.3
  • 47
    • 0025954987 scopus 로고
    • Hormonal Effects of a 5α-Reductase Inhibitor (finasteride) on Hormonal Levels in Normal Men and in Patients with Benign Prostatic Hyperplasia
    • Vermeulen, A.; Giagulli, V. A.; De Schepper, P. J.; Buntinx, A. Hormonal Effects of a 5α-Reductase Inhibitor (finasteride) on Hormonal Levels in Normal Men and in Patients with Benign Prostatic Hyperplasia. Eur. Urol., 1991, 20, 82-86.
    • (1991) Eur. Urol. , vol.20 , pp. 82-86
    • Vermeulen, A.1    Giagulli, V.A.2    De Schepper, P.J.3    Buntinx, A.4
  • 49
    • 33646122403 scopus 로고    scopus 로고
    • Finasteride package insert
    • Merck Inc
    • Finasteride package insert, Merck Inc.
  • 51
    • 0028049193 scopus 로고
    • Maintenance of Clinical Efficacy with Finasteride Therapy for 24 Months in Patients with Benign Prostatic Hyperplasia
    • Stoner, E. Maintenance of Clinical Efficacy with Finasteride Therapy for 24 Months in Patients with Benign Prostatic Hyperplasia. Arch. Intern. Med., 1994, 154, 83-88.
    • (1994) Arch. Intern. Med. , vol.154 , pp. 83-88
    • Stoner, E.1
  • 52
    • 0027256289 scopus 로고
    • Finasteride: A Slow-binding 5α-Reductase Inhibitor
    • Faller, B.; Farley, D.; Nick, H. Finasteride: A Slow-binding 5α-Reductase Inhibitor. Biochemistry, 1993, 32, 5705-5710.
    • (1993) Biochemistry , vol.32 , pp. 5705-5710
    • Faller, B.1    Farley, D.2    Nick, H.3
  • 53
    • 0028807269 scopus 로고
    • 1-4-Azasteroids: Toward Perfection of Rates of Time-dependent Inhibition by Using Ligand-binding Energies
    • 1-4-Azasteroids: Toward Perfection of Rates of Time-dependent Inhibition by Using Ligand-binding Energies. Biochemistry, 1995, 34, 13453-13459.
    • (1995) Biochemistry , vol.34 , pp. 13453-13459
    • Tian, G.1    Mook Jr., R.A.2    Moss, M.L.3    Frye, S.V.4
  • 54
    • 0030071511 scopus 로고    scopus 로고
    • In vivo Time-dependent Inhibition of Human Steroid 5α-Reductase by Finasteride
    • Tian, G.J. In vivo Time-dependent Inhibition of Human Steroid 5α-Reductase by Finasteride. Pharmaceut. Sci., 1996, 85, 106-111.
    • (1996) Pharmaceut. Sci. , vol.85 , pp. 106-111
    • Tian, G.J.1
  • 55
    • 0029937631 scopus 로고    scopus 로고
    • Mechanism-based Inhibition of Human Steroid 5α-Reductase by Finasteride: Enzyme-catalyzed Formation of NADP-Dihydrofinasteride, a Potent Bisubstrate Analog Inhibitor
    • Bull, H. G.; Garcia-Calvo, M.; Anderson, S.; Baginsky, W. F.; Chan, H. K.; Ellsworth, D. E.; et al. Mechanism-based Inhibition of Human Steroid 5α-Reductase by Finasteride: Enzyme-catalyzed Formation of NADP-Dihydrofinasteride, a Potent Bisubstrate Analog Inhibitor. J. Am. Chem. Soc., 1996, 118, 2359-2365.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 2359-2365
    • Bull, H.G.1    Garcia-Calvo, M.2    Anderson, S.3    Baginsky, W.F.4    Chan, H.K.5    Ellsworth, D.E.6
  • 56
    • 0026643758 scopus 로고
    • The Relative Proportion of Stromal and Epithelial Hyperplasia is Related to the Development of Symptomatic Benign Prostatic Hyperplasia
    • Shapiro, E.; Becich, M.J.; Hartanto, V.; Lepor, H. The Relative Proportion of Stromal and Epithelial Hyperplasia is Related to the Development of Symptomatic Benign Prostatic Hyperplasia. J. Urol., 1992, 147, 1293-1297.
    • (1992) J. Urol. , vol.147 , pp. 1293-1297
    • Shapiro, E.1    Becich, M.J.2    Hartanto, V.3    Lepor, H.4
  • 57
    • 0027283961 scopus 로고
    • Relationship of Symptoms of Prostatism to Commonly Used Physiological and Anatomical Measures of the Severity of Benign Prostatic Hyperplasia
    • Barry, M.J.; Cockett, A.T.K.; Holtgrewe, H.L.; McConnell, J.D.; Sihelnik, S.A.; Winfield, H.N. Relationship of Symptoms of Prostatism to Commonly Used Physiological and Anatomical Measures of the Severity of Benign Prostatic Hyperplasia. J. Urol., 1993, 150, 351-358.
    • (1993) J. Urol. , vol.150 , pp. 351-358
    • Barry, M.J.1    Cockett, A.T.K.2    Holtgrewe, H.L.3    McConnell, J.D.4    Sihelnik, S.A.5    Winfield, H.N.6
  • 58
    • 0025037581 scopus 로고
    • Testosterone at High Concentrations Interacts with the Human Androgen Receptor Similarly to Dihydrotestosterone
    • Grino, P.B.; Griffin, J.E., Wilson, J.D. Testosterone at High Concentrations Interacts with the Human Androgen Receptor Similarly to Dihydrotestosterone. Endocrinology, 1990, 126, 1165-1172.
    • (1990) Endocrinology , vol.126 , pp. 1165-1172
    • Grino, P.B.1    Griffin, J.E.2    Wilson, J.D.3
  • 59
    • 0022390704 scopus 로고
    • Species Differences in Prostatic Steroid 5α-Reductases of Rat, Dog, and Human
    • Liang, T.; Cascieri, M. A.; Cheung, A. H.; Reynolds, G. F.; Rasmusson, G. H. Species Differences in Prostatic Steroid 5α-Reductases of Rat, Dog, and Human. Endocrinology, 1985, 117, 571-579.
    • (1985) Endocrinology , vol.117 , pp. 571-579
    • Liang, T.1    Cascieri, M.A.2    Cheung, A.H.3    Reynolds, G.F.4    Rasmusson, G.H.5
  • 61
    • 0025303307 scopus 로고
    • Structural and Biochemical Properties of Cloned and Expressed Human and Rat Steroid 5α-Reductases
    • Andersson, S.; Russell, D. W. Structural and Biochemical Properties of Cloned and Expressed Human and Rat Steroid 5α-Reductases. Proc. Natl. Acad. Sci. USA, 1990, 87, 3640-3644.
    • (1990) Proc. Natl. Acad. Sci. USA , vol.87 , pp. 3640-3644
    • Andersson, S.1    Russell, D.W.2
  • 62
    • 0028918929 scopus 로고
    • Chemical Mechanism of the Covalent Modification of 5α-Reductases by Finasteride as Probed by Secondary Tritium Isotope Effects
    • Tian, G.; Chen, S.-Y.; Facchine, K. L.; Prakash, S. R. Chemical Mechanism of the Covalent Modification of 5α-Reductases by Finasteride as Probed by Secondary Tritium Isotope Effects. J. Am. Chem. Soc., 1995, 117, 2369-2370.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 2369-2370
    • Tian, G.1    Chen, S.-Y.2    Facchine, K.L.3    Prakash, S.R.4
  • 64
    • 0002903441 scopus 로고
    • Analog Approaches to the Structures of the Transition State in Enzyme Reactions
    • Wolfenden, R. Analog Approaches to the Structures of the Transition State in Enzyme Reactions. Acc. Chem. Res., 1972, 5, 10-18.
    • (1972) Acc. Chem. Res. , vol.5 , pp. 10-18
    • Wolfenden, R.1
  • 65
    • 0010398506 scopus 로고
    • 6-Aza-Cholesterol and Derivatives
    • Lettré, H.; Knof, L. 6-Aza-Cholesterol and Derivatives. Chem. Ber., 1960, 93, 2860-2864.
    • (1960) Chem. Ber. , vol.93 , pp. 2860-2864
    • Lettré, H.1    Knof, L.2
  • 68
    • 33646123275 scopus 로고
    • Application of Microsomal Metabolism Rates to Identify 6-Azasteroidal 5α-Reductase Inhibitors with Optimum in vivo Half-life
    • Tippin T. K.; Sinhababu, A. K.; Lee. F. W.; Haffner, C.; Maloney, P.; Hiner, R.; Frye, S. V. Application of Microsomal Metabolism Rates to Identify 6-Azasteroidal 5α-Reductase Inhibitors with Optimum in vivo Half-life, ISSX Proceedings, 1995, 8, 46.
    • (1995) ISSX Proceedings , vol.8 , pp. 46
    • Tippin, T.K.1    Sinhababu, A.K.2    Lee, F.W.3    Haffner, C.4    Maloney, P.5    Hiner, R.6    Frye, S.V.7
  • 71
    • 0029098816 scopus 로고
    • 4-Aza-3-oxo-5α-androst-1-ene-17β-N-aryl-carboxamides as Dual inhibitors of Human Type 1 and 2 Steroid 5α-Reductases. Dramatic Effect of N-Aryl Substituents on Type 1 and Type 2 5α-Reductase Inhibitory Potency
    • Bakshi, R. K.; Rasmusson, G.H.; Patel, G.F.; Mosley, R.T.; Chang, B.; Ellsworth, K.; Harris, G.S.; Tolman, R.L. 4-Aza-3-oxo-5α-androst-1-ene-17β-N-aryl-carboxamides as Dual inhibitors of Human Type 1 and 2 Steroid 5α-Reductases. Dramatic Effect of N-Aryl Substituents on Type 1 and Type 2 5α-Reductase Inhibitory Potency. J. Med. Chem., 1995, 38, 3189-3192.
    • (1995) J. Med. Chem. , vol.38 , pp. 3189-3192
    • Bakshi, R.K.1    Rasmusson, G.H.2    Patel, G.F.3    Mosley, R.T.4    Chang, B.5    Ellsworth, K.6    Harris, G.S.7    Tolman, R.L.8
  • 72
    • 0035479907 scopus 로고    scopus 로고
    • Pharmacokinetic Parameters and Mechanisms of Inhibition of Rat Type 1 and 2 Steroid 5alpha-reductases: Determinants for Different in vivo Activities of G1198745 and Finasteride in the
    • Stuart, J. D.; Lee, F. W.; Simpson N. D.; Kadwell, S. H.; Overton, L. K.; Hoffman, C. R.; Kost, T. A.; Tippin, T. K.; Yeager, R. L.; Batchelor, K. W.; Bramson, H. N. Pharmacokinetic Parameters and Mechanisms of Inhibition of Rat Type 1 and 2 Steroid 5alpha-reductases: Determinants for Different in vivo Activities of G1198745 and Finasteride in the Rat. Biochem. Pharm., 2001, 62, 933-42.
    • (2001) Rat Biochem. Pharm. , vol.62 , pp. 933-942
    • Stuart, J.D.1    Lee, F.W.2    Simpson, N.D.3    Kadwell, S.H.4    Overton, L.K.5    Hoffman, C.R.6    Kost, T.A.7    Tippin, T.K.8    Yeager, R.L.9    Batchelor, K.W.10    Bramson, H.N.11
  • 73
    • 13244266921 scopus 로고    scopus 로고
    • Lead- and Drug-like Compounds: The Rule-of-five Revolution
    • Lipinski, C. A. Lead- and Drug-like Compounds: the Rule-of-five Revolution. Drug Discov. Today: Technologies, 2004, 1, 337-341.
    • (2004) Drug Discov. Today: Technologies , vol.1 , pp. 337-341
    • Lipinski, C.A.1
  • 74
    • 33646162141 scopus 로고    scopus 로고
    • Dutasteride package insert
    • GlaxoSmithKline Inc
    • Dutasteride package insert, GlaxoSmithKline Inc.
  • 76
    • 2442545242 scopus 로고    scopus 로고
    • Marked Suppression of Dihydrotestosterone in Men with Benign Prostatic Hyperplasia by Dutasteride, a Dual 5alpha-Reductase Inhibitor
    • Clark, R. V.; Hermann, D. J.; Cunningham, G. R.; Wilson, T. H.; Morrill, B. B.; Hobbs, S. Marked Suppression of Dihydrotestosterone in Men with Benign Prostatic Hyperplasia by Dutasteride, a Dual 5alpha-Reductase Inhibitor. J. Clin. Endocrinol. Metab., 2004, 89, 2179-84.
    • (2004) J. Clin. Endocrinol. Metab. , vol.89 , pp. 2179-2184
    • Clark, R.V.1    Hermann, D.J.2    Cunningham, G.R.3    Wilson, T.H.4    Morrill, B.B.5    Hobbs, S.6
  • 78
    • 0026503988 scopus 로고
    • Finasteride, an Inhibitor of 5alpha-Reductase, Suppresses Prostatic Dihydrotestosterone in Men with Benign Prostatic Hyperplasia
    • McConnell, J. D.; Wilson, J. D.; George, F. W.; Geller, J.; Pappas, F.; Stoner, E. Finasteride, an Inhibitor of 5alpha-Reductase, Suppresses Prostatic Dihydrotestosterone in Men with Benign Prostatic Hyperplasia. J. Clin. Endocrinol. Metab., 1992, 74, 505-8.
    • (1992) J. Clin. Endocrinol. Metab. , vol.74 , pp. 505-508
    • McConnell, J.D.1    Wilson, J.D.2    George, F.W.3    Geller, J.4    Pappas, F.5    Stoner, E.6
  • 79
    • 0345672747 scopus 로고    scopus 로고
    • Selectivity of Finasteride as an in vivo Inhibitor of 5α-Reductase Isoenzyme Enzymic Activity in the Human Prostate
    • Span, P. N.; Voller, Maureen, C. W.; Smals, A. G. H.; Sweep, F. G. J.; Schalken, J. A.; Feneley, M. R.; Kirby, R. S. Selectivity of Finasteride as an in vivo Inhibitor of 5α-Reductase Isoenzyme Enzymic Activity in the Human Prostate. J. Urol., 1999, 161, 332-337.
    • (1999) J. Urol. , vol.161 , pp. 332-337
    • Span, P.N.1    Voller Maureen, C.W.2    Smals, A.G.H.3    Sweep, F.G.J.4    Schalken, J.A.5    Feneley, M.R.6    Kirby, R.S.7
  • 80
    • 0032868620 scopus 로고    scopus 로고
    • Serum Prostate-specific Antigen and Prostate Volume Predict Long-term Changes in Symptoms and Flow Rate: Results of a Four-Year, Randomized Trial Comparing Finasteride Versus Placebo
    • PLESS Study Group
    • Roehrborn, C. G.; Boyle, P.; Bergner, D.; Gray, T.; Gittelman, M.; Shown, T.; Melman, A.; Bracken, R. B.; deVere White, R.; Taylor, A.; Wang, D.; Waldstreicher, J. Serum Prostate-specific Antigen and Prostate Volume Predict Long-term Changes in Symptoms and Flow Rate: Results of a Four-Year, Randomized Trial Comparing Finasteride Versus Placebo. PLESS Study Group. Urology, 1999, 54, 662-9.
    • (1999) Urology , vol.54 , pp. 662-669
    • Roehrborn, C.G.1    Boyle, P.2    Bergner, D.3    Gray, T.4    Gittelman, M.5    Shown, T.6    Melman, A.7    Bracken, R.B.8    deVere White, R.9    Taylor, A.10    Wang, D.11    Waldstreicher, J.12
  • 81
    • 0036754256 scopus 로고    scopus 로고
    • Efficacy and Safety of a Dual Inhibitor of 5-alpha-Reductase Types 1 and 2 (Dutasteride) in Men with Benign Prostatic Hyperplasia
    • Roehrborn, C. G.; Boyle, P.; Nickel, J. C.; Hoefner, K.; Andriole, G. Efficacy and Safety of a Dual Inhibitor of 5-alpha-Reductase Types 1 and 2 (Dutasteride) in Men with Benign Prostatic Hyperplasia. Urology, 2002, 60, 434-41.
    • (2002) Urology , vol.60 , pp. 434-441
    • Roehrborn, C.G.1    Boyle, P.2    Nickel, J.C.3    Hoefner, K.4    Andriole, G.5
  • 83
    • 4544248276 scopus 로고    scopus 로고
    • Chemoprevention of Prostate Cancer in Men at High Risk: Rational and Design of the Reduction by Dutasteride of Prostate Cancer Events (REDUCE) Trial
    • Andriole, G.; Bostwick, D.; Brawley, O.; Gomella, L.; Marberger, M.; Tindall, D.; Breed, S.; Somerville, M.; Rittmaster, R. Chemoprevention of Prostate Cancer in Men at High Risk: Rational and Design of the Reduction by Dutasteride of Prostate Cancer Events (REDUCE) Trial. J. Urol., 2004, 172, 1314-1317.
    • (2004) J. Urol. , vol.172 , pp. 1314-1317
    • Andriole, G.1    Bostwick, D.2    Brawley, O.3    Gomella, L.4    Marberger, M.5    Tindall, D.6    Breed, S.7    Somerville, M.8    Rittmaster, R.9
  • 85
    • 0029910571 scopus 로고    scopus 로고
    • Differential Expression of 5alpha-Reductase Isoenzymes in the Human Prostate and Prostatic Carcinomas
    • Bonkhoff, H.; Stein, U.; Aumuller, G.; Remberger, K. Differential Expression of 5alpha-Reductase Isoenzymes in the Human Prostate and Prostatic Carcinomas. Prostate, 1996, 29, 261-7.
    • (1996) Prostate , vol.29 , pp. 261-267
    • Bonkhoff, H.1    Stein, U.2    Aumuller, G.3    Remberger, K.4
  • 86
    • 17644362707 scopus 로고    scopus 로고
    • Differential Alterations in 5α-reductase Type 1 and Type 2 Levels During Development and Progression of Prostate Cancer
    • Thomas, L.N.; Douglas, R.C.; Gupta, R.; Norman, R.W.; Lazier, C.B.; Rittmaster, R.S. Differential Alterations in 5α-reductase Type 1 and Type 2 Levels During Development and Progression of Prostate Cancer. Prostate, 2005, 63, 231-9.
    • (2005) Prostate , vol.63 , pp. 231-239
    • Thomas, L.N.1    Douglas, R.C.2    Gupta, R.3    Norman, R.W.4    Lazier, C.B.5    Rittmaster, R.S.6
  • 87
    • 17244362388 scopus 로고    scopus 로고
    • Mechanistic Basis of Enzyme-Targeted Drugs
    • Robertson, J. G. Mechanistic Basis of Enzyme-Targeted Drugs, Biochemistry, 2005, 44, 5561-5571.
    • (2005) Biochemistry , vol.44 , pp. 5561-5571
    • Robertson, J.G.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.