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Volumn 137, Issue , 2013, Pages 199-222

Steroidal 5α-reductase and 17α-hydroxylase/17,20-lyase (CYP17) inhibitors useful in the treatment of prostatic diseases

Author keywords

17 Hydroxylase 17,20 lyase (CYP17); 5 Reductase; Prostate; Steroids

Indexed keywords

4,7BETA DIMETHYL 4 AZACHOLESTAN 3 ONE; ABIRATERONE; ABIRATERONE ACETATE; ALFUZOSIN; BEXLOSTERIDE; BICALUTAMIDE; CABAZITAXEL; DOCETAXEL; DUTASTERIDE; ENZALUTAMIDE; EPRISTERIDE; EVEROLIMUS; FINASTERIDE; GALETERONE; GANODERIC ACID; GEFITINIB; HYDROCORTISONE; KETOCONAZOLE; LYASE INHIBITOR; MESTANOLONE; ORTERONEL; PLACEBO; PRASTERONE; PREDNISONE; PREGNENOLONE; SIPULEUCEL T; STANOZOLOL; STEROID 5ALPHA REDUCTASE INHIBITOR; TAMSULOSIN; UNCLASSIFIED DRUG; UNINDEXED DRUG;

EID: 84886716946     PISSN: 09600760     EISSN: 18791220     Source Type: Journal    
DOI: 10.1016/j.jsbmb.2013.04.006     Document Type: Review
Times cited : (57)

References (200)
  • 2
    • 25444496757 scopus 로고    scopus 로고
    • Chemistry and structural biology of androgen receptor
    • DOI 10.1021/cr020456u
    • W. Gao, C.E. Bohl, and J.T. Dalton Chemistry and structural biology of androgen receptor Chemical Reviews 105 2005 3352 3370 (Pubitemid 41430813)
    • (2005) Chemical Reviews , vol.105 , Issue.9 , pp. 3352-3370
    • Gao, W.1    Bohl, C.E.2    Dalton, J.T.3
  • 3
    • 0033988067 scopus 로고    scopus 로고
    • Endocrine treatment in prostate cancer
    • DOI 10.1002/(SICI)1098-2388(200001/02)18:1<52::AID-SSU8>3.0.CO;2-6
    • L.J. Denis, and K. Griffiths Endocrine treatment in prostate cancer Seminars in Surgical Oncology 18 2000 52 74 (Pubitemid 30036120)
    • (2000) Seminars in Surgical Oncology , vol.18 , Issue.1 , pp. 52-74
    • Denis, L.J.1    Griffiths, K.2
  • 5
    • 0030913442 scopus 로고    scopus 로고
    • Pharmacological options in the treatment of benign prostatic hyperplasia
    • DOI 10.1021/jm960697s
    • B. Kenny, S. Ballard, J. Blagg, and D. Fox Pharmacological options in the treatment of benign prostatic hyperplasia Journal of Medicinal Chemistry 40 1997 1293 1315 and references cited therein (Pubitemid 27198078)
    • (1997) Journal of Medicinal Chemistry , vol.40 , Issue.9 , pp. 1293-1315
    • Kenny, B.1    Ballard, S.2    Blagg, J.3    Fox, D.4
  • 7
    • 33646127626 scopus 로고    scopus 로고
    • Discovery and clinical development of dutasteride, a potent dual 5α-reductase inhibitor
    • S.V. Frye Discovery and clinical development of dutasteride, a potent dual 5α-reductase inhibitor Current Topics in Medicinal Chemistry 6 2006 405 421
    • (2006) Current Topics in Medicinal Chemistry , vol.6 , pp. 405-421
    • Frye, S.V.1
  • 8
    • 33845318187 scopus 로고    scopus 로고
    • Trends in the development of new drugs for treatment of benign prostatic hyperplasia
    • DOI 10.2174/092986706779010315
    • K. Kulig, and B. Malawska Trends in the development of new drugs for treatment of benign prostatic hyperplasia Current Medicinal Chemistry 13 2006 3395 3416 (Pubitemid 44873752)
    • (2006) Current Medicinal Chemistry , vol.13 , Issue.28 , pp. 3395-3416
    • Kulig, K.1    Malawska, B.2
  • 9
    • 73249149231 scopus 로고    scopus 로고
    • An overview on 5α-reductase inhibitors
    • references cited therein
    • S. Aggarwal, S. Thareja, A. Verma, T.R. Bhardwaj, and M. Kumar An overview on 5α-reductase inhibitors Steroids 75 2010 109 153 and references cited therein
    • (2010) Steroids , vol.75 , pp. 109-153
    • Aggarwal, S.1    Thareja, S.2    Verma, A.3    Bhardwaj, T.R.4    Kumar, M.5
  • 10
    • 84859478717 scopus 로고    scopus 로고
    • Combination pharmacological therapies for the management of benign prostatic hyperplasia
    • S.A. Cohen, and J.K. Parsons Combination pharmacological therapies for the management of benign prostatic hyperplasia Drugs and Aging 29 2012 275 284
    • (2012) Drugs and Aging , vol.29 , pp. 275-284
    • Cohen, S.A.1    Parsons, J.K.2
  • 11
    • 80052014059 scopus 로고    scopus 로고
    • A review on steroidal 5α-reductase inhibitors for treatment of benign prostatic hyperplasia
    • references cited therein
    • J. Sun, H. Xiang, L.L. Yang, and J.B. Chen A review on steroidal 5α-reductase inhibitors for treatment of benign prostatic hyperplasia Current Medicinal Chemistry 18 2011 3576 3589 and references cited therein
    • (2011) Current Medicinal Chemistry , vol.18 , pp. 3576-3589
    • Sun, J.1    Xiang, H.2    Yang, L.L.3    Chen, J.B.4
  • 14
    • 1842612442 scopus 로고    scopus 로고
    • Androgen receptor outwits prostate cancer drugs
    • DOI 10.1038/nm0104-26
    • J.T. Isaacs, and W.B. Isaacs Androgen receptor outwits prostate cancer drugs Nature Medicine 10 2004 26 27 (Pubitemid 38524693)
    • (2004) Nature Medicine , vol.10 , Issue.1 , pp. 26-27
    • Isaacs, J.T.1    Isaacs, W.B.2
  • 15
    • 0142212410 scopus 로고    scopus 로고
    • The role of the androgen receptor in the development of prostatic hyperplasia and prostate cancer
    • DOI 10.1023/A:1026057402945
    • B. Chatterjee The role of the androgen receptor in the development of prostatic hyperplasia and prostate cancer Molecular and Cellular Biochemistry 253 2003 89 101 (Pubitemid 37321715)
    • (2003) Molecular and Cellular Biochemistry , vol.253 , Issue.1-2 , pp. 89-101
    • Chatterjee, B.1
  • 16
    • 84928580276 scopus 로고
    • Studies on prostatic cancer. I. The effect of castration, of estrogen and of androgen injection on serum phosphatases in metastatic carcinoma of the prostate
    • C. Huggins, and C.V. Hodges Studies on prostatic cancer. I. The effect of castration, of estrogen and of androgen injection on serum phosphatases in metastatic carcinoma of the prostate Cancer Research 1 1941 293 297
    • (1941) Cancer Research , vol.1 , pp. 293-297
    • Huggins, C.1    Hodges, C.V.2
  • 17
    • 0001189211 scopus 로고
    • Studies on prostatic cancer. II. The effect of castration on clinical patients with carcinoma of the prostate
    • C. Huggins, R.E. Stevens, and C.V. Hodges Studies on prostatic cancer. II. The effect of castration on clinical patients with carcinoma of the prostate Archives of Surgery 43 1941 209 223
    • (1941) Archives of Surgery , vol.43 , pp. 209-223
    • Huggins, C.1    Stevens, R.E.2    Hodges, C.V.3
  • 18
    • 44349099797 scopus 로고    scopus 로고
    • CYP17 inhibitors for prostate cancer treatment - An update
    • DOI 10.2174/092986708783955428
    • V.M. Moreira, J.A.R. Salvador, T.S. Vasaitis, and V.C. Njar CYP17 inhibitors for prostate cancer treatment - an update Current Medicinal Chemistry 15 2008 868 899 and references cited therein (Pubitemid 351736409)
    • (2008) Current Medicinal Chemistry , vol.15 , Issue.9 , pp. 868-899
    • Moreira, V.M.1    Salvador, J.A.R.2    Vasaitis, T.S.3    Njar, V.C.O.4
  • 19
    • 80755177060 scopus 로고    scopus 로고
    • New data, new paradigms for treating prostate cancer patients-VI: Novel hormonal therapy approaches
    • references cited therein
    • R. Dreicer, D.F. Bajorin, D.G. McLeod, D.P. Petrylak, and J.W. Moul New data, new paradigms for treating prostate cancer patients-VI: Novel hormonal therapy approaches Urology 78 2011 S494 S498 and references cited therein
    • (2011) Urology , vol.78
    • Dreicer, R.1    Bajorin, D.F.2    McLeod, D.G.3    Petrylak, D.P.4    Moul, J.W.5
  • 22
    • 33846689253 scopus 로고    scopus 로고
    • Prostate cancer: A practical approach to current management of recurrent disease
    • J.R. Walczak, and M.A. Carducci Prostate cancer: a practical approach to current management of recurrent disease Mayo Clinic Proceedings 82 2007 243 249 (Pubitemid 46198485)
    • (2007) Mayo Clinic Proceedings , vol.82 , Issue.2 , pp. 243-249
    • Walczak, J.R.1    Carducci, M.A.2
  • 23
    • 61749092850 scopus 로고    scopus 로고
    • CYP17 blockade by abiraterone: Further evidence for frequent continued hormone-dependence in castration-resistant prostate cancer
    • J.E. Ang, D. Olmos, and J.S. Bono CYP17 blockade by abiraterone: further evidence for frequent continued hormone-dependence in castration-resistant prostate cancer British Journal of Cancer 100 2009 671 675
    • (2009) British Journal of Cancer , vol.100 , pp. 671-675
    • Ang, J.E.1    Olmos, D.2    Bono, J.S.3
  • 24
    • 70749101076 scopus 로고    scopus 로고
    • Steroid hormone receptors in prostate cancer: A hard habit to break?
    • G. Attard, C.S. Cooper, and J.S. de Bono Steroid hormone receptors in prostate cancer: a hard habit to break? Cancer Cell 16 2009 458 462
    • (2009) Cancer Cell , vol.16 , pp. 458-462
    • Attard, G.1    Cooper, C.S.2    De Bono, J.S.3
  • 25
    • 67449119425 scopus 로고    scopus 로고
    • Antitumor activity with CYP17 blockade indicates that castration-resistant prostate cancer frequently remains hormone driven
    • G. Attard, A.H.M. Reid, D. Olmos, and J.S. de Bono Antitumor activity with CYP17 blockade indicates that castration-resistant prostate cancer frequently remains hormone driven Cancer Research 69 2009 4937 4940
    • (2009) Cancer Research , vol.69 , pp. 4937-4940
    • Attard, G.1    Reid, A.H.M.2    Olmos, D.3    De Bono, J.S.4
  • 26
    • 80054991821 scopus 로고    scopus 로고
    • Novel androgen deprivation therapy (ADT) in the treatment of advanced prostate cancer
    • J.B. Aragon-Ching, and W.L. Dahut Novel androgen deprivation therapy (ADT) in the treatment of advanced prostate cancer Drug Discovery Today: Therapeutic Strategies 7 2010 31 35
    • (2010) Drug Discovery Today: Therapeutic Strategies , vol.7 , pp. 31-35
    • Aragon-Ching, J.B.1    Dahut, W.L.2
  • 28
    • 0029055505 scopus 로고
    • The enzyme and inhibitors of 4-ene-3-oxosteroid 5α-oxidoreductase
    • X. Li, C.L. Chen, S.M. Singh, and F. Labrie The enzyme and inhibitors of 4-ene-3-oxosteroid 5α-oxidoreductase Steroids 60 1995 430 441
    • (1995) Steroids , vol.60 , pp. 430-441
    • Li, X.1    Chen, C.L.2    Singh, S.M.3    Labrie, F.4
  • 29
    • 83355168638 scopus 로고    scopus 로고
    • Androgen regulation of 5α-reductase isoenzymes in prostate cancer: Implications for prostate cancer prevention
    • J. Li, Z. Ding, Z. Wang, J.-F. Lu, S.N. Maity, N.M. Navone, C.J. Logothetis, G.B. Mills, and J. Kim Androgen regulation of 5α-reductase isoenzymes in prostate cancer: implications for prostate cancer prevention PLoS One 6 2011 e28840
    • (2011) PLoS One , vol.6 , pp. 28840
    • Li, J.1    Ding, Z.2    Wang, Z.3    Lu, J.-F.4    Maity, S.N.5    Navone, N.M.6    Logothetis, C.J.7    Mills, G.B.8    Kim, J.9
  • 30
    • 36949000088 scopus 로고    scopus 로고
    • Novel 5α-steroid reductase (SRD5A3, type-3) is overexpressed in hormone-refractory prostate cancer
    • DOI 10.1111/j.1349-7006.2007.00656.x
    • M. Uemura, K. Tamura, S. Chung, S. Honma, A. Okuyama, Y. Nakamura, and H. Nakagawa Novel 5α-steroid reductase (SRD5A3, type-3) is overexpressed in hormone-refractory prostate cancer Cancer Science 99 2008 81 86 (Pubitemid 350239034)
    • (2008) Cancer Science , vol.99 , Issue.1 , pp. 81-86
    • Uemura, M.1    Tamura, K.2    Chung, S.3    Honma, S.4    Okuyama, A.5    Nakamura, Y.6    Nakagawa, H.7
  • 31
    • 84862933321 scopus 로고    scopus 로고
    • The 5α-reductase isozyme family: A review of basic biology and their role in human diseases
    • 10.1155/2012/530121
    • F. Azzouni, A. Godoy, Y. Li, and J. Mohler The 5α-reductase isozyme family: a review of basic biology and their role in human diseases Advances in Urology 2012 10.1155/2012/530121
    • (2012) Advances in Urology
    • Azzouni, F.1    Godoy, A.2    Li, Y.3    Mohler, J.4
  • 32
    • 79955796493 scopus 로고    scopus 로고
    • 5α-Reductase type 3 expression in human benign and malignant tissues: A comparative analysis during prostate cancer progression
    • A. Godoy, E. Kawinski, Y. Li, D. Oka, B. Alexiev, F. Azzouni, M.A. Titus, and J.L. Mohler 5α-Reductase type 3 expression in human benign and malignant tissues: a comparative analysis during prostate cancer progression Prostate 71 2011 1033 1046
    • (2011) Prostate , vol.71 , pp. 1033-1046
    • Godoy, A.1    Kawinski, E.2    Li, Y.3    Oka, D.4    Alexiev, B.5    Azzouni, F.6    Titus, M.A.7    Mohler, J.L.8
  • 33
    • 77950516649 scopus 로고    scopus 로고
    • Self-organizing molecular field analysis on pregnane derivatives as human steroidal 5α-reductase inhibitors
    • S. Aggarwal, S. Thareja, T.R. Bhardwaj, and M. Kumar Self-organizing molecular field analysis on pregnane derivatives as human steroidal 5α-reductase inhibitors Steroids 75 2010 411 418
    • (2010) Steroids , vol.75 , pp. 411-418
    • Aggarwal, S.1    Thareja, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 34
    • 73549117681 scopus 로고    scopus 로고
    • 3D-QSAR studies on unsaturated 4-azasteroids as human 5α-reductase inhibitors: A self organizing molecular field analysis approach
    • S. Aggarwal, S. Thareja, T.R. Bhardwaj, and M. Kumar 3D-QSAR studies on unsaturated 4-azasteroids as human 5α-reductase inhibitors: a self organizing molecular field analysis approach European Journal of Medicinal Chemistry 45 2010 476 481
    • (2010) European Journal of Medicinal Chemistry , vol.45 , pp. 476-481
    • Aggarwal, S.1    Thareja, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 36
    • 70449688315 scopus 로고    scopus 로고
    • Self organizing molecular field analysis on a series of human 5α-reductase inhibitors: Unsaturated 3-carboxysteroid
    • S. Thareja, S. Aggarwal, T.R. Bhardwaj, and M. Kumar Self organizing molecular field analysis on a series of human 5α-reductase inhibitors: Unsaturated 3-carboxysteroid European Journal of Medicinal Chemistry 44 2009 4920 4925
    • (2009) European Journal of Medicinal Chemistry , vol.44 , pp. 4920-4925
    • Thareja, S.1    Aggarwal, S.2    Bhardwaj, T.R.3    Kumar, M.4
  • 38
    • 33750522799 scopus 로고    scopus 로고
    • Structure-activity relationship for inhibition of 5α-reductase by triterpenoids isolated from Ganoderma lucidum
    • DOI 10.1016/j.bmc.2006.08.018, PII S0968089606006808
    • J. Liu, K. Kurashiki, K. Shimizu, and R. Kondo Structure-activity relationship for inhibition of 5α-reductase by triterpenoids isolated from Ganoderma lucidum Bioorganic & Medicinal Chemistry 14 2006 8654 8660 (Pubitemid 44667519)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.24 , pp. 8654-8660
    • Liu, J.1    Kurashiki, K.2    Shimizu, K.3    Kondo, R.4
  • 39
    • 32044471071 scopus 로고    scopus 로고
    • 5α-reductase inhibitory effect of triterpenoids isolated from Ganoderma lucidum
    • DOI 10.1038/sj.eye.6701870
    • J. Liu, K. Kurashiki, K. Shimizu, and R. Kondo 5α-Reductase inhibitory effect of triterpenoids isolated from Ganoderma lucidum Biological & Pharmaceutical Bulletin 29 2006 392 395 (Pubitemid 43200919)
    • (2006) Biological and Pharmaceutical Bulletin , vol.29 , Issue.2 , pp. 392-395
    • Liu, J.1    Kurashiki, K.2    Shimizu, K.3    Kondo, R.4
  • 42
    • 0029098816 scopus 로고
    • 4-Aza-3-oxo-5α-androst-1-ene-17β-N-aryl-carboxamides as dual inhibitors of human type-1 and type-2 steroid 5α-reductases. Dramatic effect of N-aryl substituents on type-1 and type-2 5α-reductase inhibitory potency
    • R.K. Bakshi, G.H. Rasmusson, G.F. Patel, R.T. Mosley, B. Chang, K. Ellsworth, G.S. Harris, and R.L. Tolman 4-Aza-3-oxo-5α-androst-1-ene- 17β-N-aryl-carboxamides as dual inhibitors of human type-1 and type-2 steroid 5α-reductases. Dramatic effect of N-aryl substituents on type-1 and type-2 5α-reductase inhibitory potency Journal of Medicinal Chemistry 38 1995 3189 3192
    • (1995) Journal of Medicinal Chemistry , 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
  • 44
    • 40349111633 scopus 로고    scopus 로고
    • Dutasteride: A review of its use in the management of prostate disorders
    • DOI 10.2165/00003495-200868040-00008
    • S.J. Keam, and L.J. Scott Dutasteride - a review of its use in the management of prostate disorders Drugs 68 2008 463 485 (Pubitemid 351342018)
    • (2008) Drugs , vol.68 , Issue.4 , pp. 463-485
    • Keam, S.J.1    Scott, L.J.2
  • 46
    • 84862941504 scopus 로고    scopus 로고
    • Synthesis and 5α-reductase inhibitory activity of C-21 steroids having 1,4-diene or 4,6-diene 20-ones and 4-azasteroid 20-oximes
    • S. Kim, Y.-u. Kim, and E. Ma Synthesis and 5α-reductase inhibitory activity of C-21 steroids having 1,4-diene or 4,6-diene 20-ones and 4-azasteroid 20-oximes Molecules 17 2012 355 368
    • (2012) Molecules , vol.17 , pp. 355-368
    • Kim, S.1    Kim, Y.-U.2    Ma, E.3
  • 47
    • 73349088133 scopus 로고    scopus 로고
    • Synthesis of pregnane derivatives, their cytotoxicity on LNCap and PC-3 cells, and screening on 5α-reductase inhibitory activity
    • S. Kim, and E. Ma Synthesis of pregnane derivatives, their cytotoxicity on LNCap and PC-3 cells, and screening on 5α-reductase inhibitory activity Molecules 14 2009 4655 4668
    • (2009) Molecules , vol.14 , pp. 4655-4668
    • Kim, S.1    Ma, E.2
  • 48
    • 72249090207 scopus 로고    scopus 로고
    • Potent and selective steroidal inhibitors of 17β-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone
    • references cited therein
    • E. Bellavance, V. Luu-The, and D. Poirier Potent and selective steroidal inhibitors of 17β-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone Journal of Medicinal Chemistry 52 2009 7488 7502 and references cited therein
    • (2009) Journal of Medicinal Chemistry , vol.52 , pp. 7488-7502
    • Bellavance, E.1    Luu-The, V.2    Poirier, D.3
  • 52
    • 0029031482 scopus 로고
    • Synthesis of 6-azacholesten-3-ones - Potent inhibitors of 5α-reductase
    • C. Haffner Synthesis of 6-azacholesten-3-ones - potent inhibitors of 5α-reductase Tetrahedron Letters 36 1995 4039 4042
    • (1995) Tetrahedron Letters , vol.36 , pp. 4039-4042
    • Haffner, C.1
  • 54
    • 0036827107 scopus 로고    scopus 로고
    • Synthesis of 17β-N-substituted 19-nor-10-azasteroids as inhibitors of human 5α-reductases i and II
    • D. Scarpi, E.G. Occhiato, G. Danza, M. Serio, and A. Guarna Synthesis of 17β-N-substituted 19-nor-10-azasteroids as inhibitors of human 5α-reductases I and II Bioorganic & Medicinal Chemistry 10 2002 3455 3461
    • (2002) Bioorganic & Medicinal Chemistry , vol.10 , pp. 3455-3461
    • Scarpi, D.1    Occhiato, E.G.2    Danza, G.3    Serio, M.4    Guarna, A.5
  • 55
    • 0029759422 scopus 로고    scopus 로고
    • 3-Carboxy-20-keto steroids are dual uncompetitive inhibitors of human steroid 5α-reductase types 1 and 2
    • DOI 10.1016/0968-0896(96)00141-1
    • D.S. Yamashita, D.A. Holt, H.J. Oh, D. Shah, H.K. Yen, M. Brandt, and M.A. Levy 3-Carboxy-20-keto steroids are dual uncompetitive inhibitors of human steroid 5α-reductase types 1 and 2 Bioorganic & Medicinal Chemistry 4 1996 1481 1485 (Pubitemid 26319998)
    • (1996) Bioorganic and Medicinal Chemistry , vol.4 , Issue.9 , pp. 1481-1485
    • Yamashita, D.S.1    Holt, D.A.2    Oh, H.-J.3    Shah, D.4    Yen, H.-K.5    Brandt, M.6    Levy, M.A.7
  • 56
    • 0032483104 scopus 로고    scopus 로고
    • A practical synthesis of 3-substituted Δ(3,6(6))-steroids as new potential 5α-reductase inhibitor
    • DOI 10.1016/S0960-894X(98)00339-4, PII S0960894X98003394
    • 3,5(6)-steroids as new potential 5α-reductase inhibitor Bioorganic & Medicinal Chemistry Letters 8 1998 1949 1952 (Pubitemid 28372468)
    • (1998) Bioorganic and Medicinal Chemistry Letters , vol.8 , Issue.15 , pp. 1949-1952
    • Tian, W.1    Zhu, Z.2    Liao, Q.3    Wu, Y.4
  • 62
    • 0025979159 scopus 로고
    • Synthesis of a steroidal a-ring aromatic sulfonic-acid as an inhibitor of steroid 5α-reductase
    • D.A. Holt, H.J. Oh, M.A. Levy, and B.W. Metcalf Synthesis of a steroidal a-ring aromatic sulfonic-acid as an inhibitor of steroid 5α-reductase Steroids 56 1991 4 7
    • (1991) Steroids , vol.56 , pp. 4-7
    • Holt, D.A.1    Oh, H.J.2    Levy, M.A.3    Metcalf, B.W.4
  • 63
    • 0006873796 scopus 로고
    • 3-Phosphinic acid and 3-phosphonic acid steroids as inhibitors of steroid 5α-reductase - Species comparison and mechanistic studies
    • M.A. Levy, B.W. Metcalf, M. Brandt, J.M. Erb, H.J. Oh, J.I. Heaslip, H.K. Yen, L.W. Rozamus, and D.A. Holt 3-Phosphinic acid and 3-phosphonic acid steroids as inhibitors of steroid 5α-reductase - species comparison and mechanistic studies Bioorganic Chemistry 19 1991 245 260
    • (1991) Bioorganic Chemistry , vol.19 , pp. 245-260
    • Levy, M.A.1    Metcalf, B.W.2    Brandt, M.3    Erb, J.M.4    Oh, H.J.5    Heaslip, J.I.6    Yen, H.K.7    Rozamus, L.W.8    Holt, D.A.9
  • 64
    • 15944382337 scopus 로고    scopus 로고
    • Recent advances in the chemistry and pharmacological activity of new steroidal antiandrogens and 5α-reductase inhibitors
    • DOI 10.2174/0929867053507306
    • E. Bratoeff, M. Cabeza, E. Ramirez, Y. Heuze, and E. Flores Recent advances in the chemistry and pharmacological activity of new steroidal antiandrogens and 5α-reductase inhibitors Current Medicinal Chemistry 12 2005 927 943 (Pubitemid 40443848)
    • (2005) Current Medicinal Chemistry , vol.12 , Issue.8 , pp. 927-943
    • Bratoeff, E.1    Cabeza, M.2    Ramirez, E.3    Heuze, Y.4    Flores, E.5
  • 72
    • 67651092126 scopus 로고    scopus 로고
    • Novel C-6 substituted and unsubstituted pregnane derivatives as 5α-reductase inhibitors and their effect on hamster flank organs diameter size
    • M. Cabeza, A. Zambrano, I. Heuze, E. Carrizales, A. Palacios, T. Segura, N. Valencia, and E. Bratoeff Novel C-6 substituted and unsubstituted pregnane derivatives as 5α-reductase inhibitors and their effect on hamster flank organs diameter size Steroids 74 2009 793 802
    • (2009) Steroids , vol.74 , pp. 793-802
    • Cabeza, M.1    Zambrano, A.2    Heuze, I.3    Carrizales, E.4    Palacios, A.5    Segura, T.6    Valencia, N.7    Bratoeff, E.8
  • 75
    • 70349120414 scopus 로고    scopus 로고
    • 17α-Hydroxylase/17,20-lyase (P45017α) inhibitors in the treatment of prostate cancer: A review
    • C.P. Owen 17α-Hydroxylase/17,20-lyase (P45017α) inhibitors in the treatment of prostate cancer: a review Anti-Cancer Agents in Medicinal Chemistry 9 2009 613 626
    • (2009) Anti-Cancer Agents in Medicinal Chemistry , vol.9 , pp. 613-626
    • Owen, C.P.1
  • 76
    • 77950861824 scopus 로고    scopus 로고
    • Synthesis, antiproliferative, acute toxicity and assessment of antiandrogenic activities of some newly synthesized steroidal lactams
    • N. Dhingra, T.R. Bhardwaj, N. Mehta, T. Mukhopadhyay, A. Kumar, and M. Kumar Synthesis, antiproliferative, acute toxicity and assessment of antiandrogenic activities of some newly synthesized steroidal lactams European Journal of Medicinal Chemistry 45 2010 2229 2236
    • (2010) European Journal of Medicinal Chemistry , vol.45 , pp. 2229-2236
    • Dhingra, N.1    Bhardwaj, T.R.2    Mehta, N.3    Mukhopadhyay, T.4    Kumar, A.5    Kumar, M.6
  • 77
    • 80054762457 scopus 로고    scopus 로고
    • 17-Oximino-5-androsten-3β-yl esters: Synthesis, antiproliferative activity, acute toxicity, and effect on serum androgen level
    • N. Dhingra, T.R. Bhardwaj, N. Mehta, T. Mukhopadhyay, A. Kumar, and M. Kumar 17-Oximino-5-androsten-3β-yl esters: synthesis, antiproliferative activity, acute toxicity, and effect on serum androgen level Medicinal Chemistry Research 20 2011 817 825
    • (2011) Medicinal Chemistry Research , vol.20 , pp. 817-825
    • Dhingra, N.1    Bhardwaj, T.R.2    Mehta, N.3    Mukhopadhyay, T.4    Kumar, A.5    Kumar, M.6
  • 78
    • 80052337216 scopus 로고    scopus 로고
    • Synthesis, antiproliferative activity, acute toxicity and assessment of the antiandrogenic activities of new androstane derivatives
    • N. Dhingra, T.R. Bhardwaj, N. Mehta, T. Mukhopadhyay, A. Kumar, and M. Kumar Synthesis, antiproliferative activity, acute toxicity and assessment of the antiandrogenic activities of new androstane derivatives Archives of Pharmacal Research 34 2011 1055 1063
    • (2011) Archives of Pharmacal Research , vol.34 , pp. 1055-1063
    • Dhingra, N.1    Bhardwaj, T.R.2    Mehta, N.3    Mukhopadhyay, T.4    Kumar, A.5    Kumar, M.6
  • 79
    • 80052781011 scopus 로고    scopus 로고
    • New ester derivatives of dehydroepiandrosterone as 5α-reductase inhibitors
    • Y. Arellano, E. Bratoeff, M. Garrido, J. Soriano, Y. Heuze, and M. Cabeza New ester derivatives of dehydroepiandrosterone as 5α-reductase inhibitors Steroids 76 2011 1241 1246
    • (2011) Steroids , vol.76 , pp. 1241-1246
    • Arellano, Y.1    Bratoeff, E.2    Garrido, M.3    Soriano, J.4    Heuze, Y.5    Cabeza, M.6
  • 81
    • 3042775315 scopus 로고    scopus 로고
    • Neighboring group participation: Part 15. Stereoselective synthesis of some steroidal tetrahydrooxazin-2-ones, as novel presumed inhibitors of human 5α-reductase
    • DOI 10.1016/j.steroids.2004.04.003, PII S0039128X04000637
    • J. Wölfling, L. Hackler, E. Mernyák, G. Schneider, I. Tóth, M. Szécsi, J. Julesz, P. Sohár, and A. Csámpai Neighboring group participation - Part 15. Stereoselective synthesis of some steroidal tetrahydrooxazin-2-ones, as novel presumed inhibitors of human 5α-reductase Steroids 69 2004 451 460 (Pubitemid 38891798)
    • (2004) Steroids , vol.69 , Issue.7 , pp. 451-460
    • Wolfling, J.1    Hackler, L.2    Mernyak, E.3    Schneider, G.4    Toth, I.5    Szecsi, M.6    Julesz, J.7    Sohar, P.8    Csampai, A.9
  • 85
    • 44449178895 scopus 로고    scopus 로고
    • L, Bax and caspase-3 proteins in LNCaP human prostate cancer cell line
    • J.M. Golbano, P. Lopez-Aparicio, M.N. Recio, and M.A. Perez-Albarsanz Finasteride induces apoptosis via Bcl-2, Bcl-x(L). Bax and caspase-3 proteins in LNCaP human prostate cancer cell line International Journal of Oncology 32 2008 919 924 (Pubitemid 351780602)
    • (2008) International Journal of Oncology , vol.32 , Issue.4 , pp. 919-924
    • Golbano, J.M.1    Lopez-Aparicio, P.2    Recio, M.N.3    Perez-Albarsanz, M.A.4
  • 86
    • 33746047132 scopus 로고    scopus 로고
    • Pharmacologic basis for the enhanced efficacy of dutasteride against prostatic cancers
    • DOI 10.1158/1078-0432.CCR-06-0184
    • Y. Xu, S.L. Dalrymple, R.E. Becker, S.R. Denmeade, and J.T. Isaacs Pharmacologic basis for the enhanced efficacy of dutasteride against prostatic cancers Clinical Cancer Research 12 2006 4072 4079 (Pubitemid 44078095)
    • (2006) Clinical Cancer Research , vol.12 , Issue.13 , pp. 4072-4079
    • Xu, Y.1    Dalrymple, S.L.2    Becker, R.E.3    Denmeade, S.R.4    Isaacs, J.T.5
  • 87
    • 84859108456 scopus 로고    scopus 로고
    • Dutasteride in localised prostate cancer management: The REDEEM randomised, double-blind, placebo-controlled trial
    • N.E. Fleshner, M.S. Lucia, B. Egerdie, L. Aaron, G. Eure, I. Nandy, L. Black, and R.S. Rittmaster Dutasteride in localised prostate cancer management: the REDEEM randomised, double-blind, placebo-controlled trial Lancet 379 2012 1103 1111
    • (2012) Lancet , vol.379 , pp. 1103-1111
    • Fleshner, N.E.1    Lucia, M.S.2    Egerdie, B.3    Aaron, L.4    Eure, G.5    Nandy, I.6    Black, L.7    Rittmaster, R.S.8
  • 88
    • 84876019732 scopus 로고    scopus 로고
    • Dutasteride treatment over 2 years delays prostate-specific antigen progression in patients with biochemical failure after radical therapy for prostate cancer: Results from the randomised. Placebo-controlled avodart after radical therapy for prostate cancer study (ARTS)
    • F. Schröder, C. Bangma, J.C. Angulo, A. Alcaraz, M. Colombel, T. McNicholas, T.L. Tammela, I. Nandy, and R. Castro Dutasteride treatment over 2 years delays prostate-specific antigen progression in patients with biochemical failure after radical therapy for prostate cancer: results from the randomised. placebo-controlled avodart after radical therapy for prostate cancer study (ARTS) European Urology 63 2012 779 787
    • (2012) European Urology , vol.63 , pp. 779-787
    • Schröder, F.1    Bangma, C.2    Angulo, J.C.3    Alcaraz, A.4    Colombel, M.5    McNicholas, T.6    Tammela, T.L.7    Nandy, I.8    Castro, R.9
  • 90
    • 0012293592 scopus 로고
    • Cytochrome P450c17 (steroid 17α-hydroxylase/17,20 lyase): Cloning of human adrenal and testis cDNAs indicates the same gene is expressed in both tissues
    • DOI 10.1073/pnas.84.2.407
    • B.C. Chung, J. Picado-Leonard, M. Haniu, M. Bienkowski, P.F. Hall, J.E. Shively, and W.L. Miller Cytochrome P450c17 (Steroid 17α-Hydroxylase/17,20 Lyase): cloning of human adrenal and testis cDNAs indicates the same gene is expressed in both tissues Proceedings of the National Academy of Sciences United States of America 84 1987 407 411 (Pubitemid 17006204)
    • (1987) Proceedings of the National Academy of Sciences of the United States of America , vol.84 , Issue.2 , pp. 407-411
    • Chung, B.-C.1    Picado-Leonard, J.2    Haniu, M.3
  • 91
    • 0025869562 scopus 로고
    • scc to 15q23-q24, adrenodoxin to 11q22, adrenodoxin reductase to 17q24-q25, and P450c17 to 10q24-q25
    • scc to 15q23-q24, adrenodoxin to 11q22, adrenodoxin reductase to 17q24-q25, and P450c17 to 10q24-q25 DNA and Cell Biology 10 1991 359 365
    • (1991) DNA and Cell Biology , vol.10 , pp. 359-365
    • Sparkes, R.S.1    Klisak, I.2    Miller, W.L.3
  • 92
    • 0027059164 scopus 로고
    • Localization of the human CYP17 gene (Cytochrome P45O(17α)) to 10q24.3 by fluorescence in situ hybridization and simultaneous chromosome banding
    • DOI 10.1016/S0888-7543(05)80140-5
    • 17α) to 10q24.3 by fluorescence in situ hybridization and simultaneous chromosome banding Genomics 14 1992 1110 1111 (Pubitemid 23053056)
    • (1992) Genomics , vol.14 , Issue.4 , pp. 1110-1111
    • Fan, Y.-S.1    Sasi, R.2    Lee, C.3    Winter, J.S.D.4    Waterman, M.R.5    Lin, C.C.6
  • 96
    • 0022847113 scopus 로고
    • Expression of bovine 17α-hydroxylase cytochrome P-450 cDNA in nonsteroidogenic (COS 1) cells
    • M.X. Zuber, E.R. Simpson, and M.R. Waterman Expression of bovine 17α-hydroxylase cytochrome P-450 cDNA in nonsteroidogenic (COS 1) cells Science 234 1986 1258 1261 (Pubitemid 17232368)
    • (1986) Science , vol.234 , Issue.4781 , pp. 1258-1261
    • Zuber, M.X.1    Simpson, E.R.2    Waterman, M.R.3
  • 97
    • 0023112333 scopus 로고
    • 21 steroid side-chain cleavage cytochrome P-450 from neonatal porcine testis: A unique cysteine residue alkylated by 17-(bromoacetoxy)progesterone
    • DOI 10.1021/bi00376a043
    • 21 steroid side-chain cleavage cytochrome P-450 from neonatal porcine testis: a Unique Cysteine residue alkylated by 17-(bromoacetoxy)progesterone Biochemistry 26 1987 657 662 (Pubitemid 17022141)
    • (1987) Biochemistry , vol.26 , Issue.2 , pp. 657-662
    • Onoda, M.1    Haniu, M.2    Yanagibashi, K.3
  • 99
    • 0022997597 scopus 로고
    • 21 side-chain cleavage P-450 from porcine adrenal and testicular microsomes
    • K. Yanagibashi, and P.F. Hall Role of electron transport in the regulation of the lyase activity of C21 side-chain cleavage p-450 from porcine adrenal and testicular microsomes Journal of Biological Chemistry 261 1986 8429 8433 (Pubitemid 17202723)
    • (1986) Journal of Biological Chemistry , vol.261 , Issue.18 , pp. 8429-8433
    • Yanagibashi, K.1    Hall, P.F.2
  • 100
    • 0027230967 scopus 로고
    • 106 and P450 reductase
    • DOI 10.1210/en.132.6.2498
    • D. Lin, S.M. Black, Y. Nagahama, and W.L. Miller Steroid 17α-hydroxylase and 17,20-lyase activities of P450c17: contributions of serine106 and P450 reductase Endocrinology 132 1993 2498 2506 (Pubitemid 23156900)
    • (1993) Endocrinology , vol.132 , Issue.6 , pp. 2498-2506
    • Lin, D.1    Black, S.M.2    Nagahama, Y.3    Miller, W.L.4
  • 101
    • 17144426051 scopus 로고    scopus 로고
    • 5 and by serine phosphorylation of P450c17
    • DOI 10.1074/jbc.M414673200
    • 5 and by serine phosphorylation of P450c17 Journal of Biological Chemistry 280 2005 13265 13271 (Pubitemid 40517210)
    • (2005) Journal of Biological Chemistry , vol.280 , Issue.14 , pp. 13265-13271
    • Pandey, A.V.1    Miller, W.L.2
  • 103
    • 28044470748 scopus 로고    scopus 로고
    • 5 modulation of 17α hydroxylase and 17-20 lyase (CYP17) activities in steroidogenesis
    • DOI 10.1677/joe.1.06375
    • 5 modulation of 17α-hydroxylase and 17,20-lyase (CYP17) activities in steroidogenesis Journal of Endocrinology 187 2005 267 274 (Pubitemid 41685186)
    • (2005) Journal of Endocrinology , vol.187 , Issue.2 , pp. 267-274
    • Akhtar, M.K.1    Kelly, S.L.2    Kaderbhai, M.A.3
  • 104
    • 31044440024 scopus 로고    scopus 로고
    • 5 requires residues E48 and E49 to stimulate the 17,20-lyase activity of cytochrome P450c17
    • DOI 10.1021/bi051623y
    • 5 requires residues E48 and E49 to stimulate the 17,20-lyase activity of cytochrome P450c17 Biochemistry 45 2006 755 762 (Pubitemid 43122240)
    • (2006) Biochemistry , vol.45 , Issue.3 , pp. 755-762
    • Naffin-Olivos, J.L.1    Auchus, R.J.2
  • 106
    • 0037474198 scopus 로고    scopus 로고
    • Protein phosphatase 2A and phosphoprotein SET regulate androgen production by P450c17
    • DOI 10.1074/jbc.M209527200
    • A.V. Pandey, S.H. Mellon, and W.L. Miller Protein phosphatase 2A and phosphoprotein SET regulate androgen production by P450c17 Journal of Biological Chemistry 278 2003 2837 2844 (Pubitemid 36801187)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.5 , pp. 2837-2844
    • Pandey, A.V.1    Mellon, S.H.2    Miller, W.L.3
  • 107
    • 33645843055 scopus 로고    scopus 로고
    • Mutagenesis of putative serine-threonine phosphorylation sites proximal to Arg255 of human cytochrome P450c17 does not selectively promote its 17,20-lyase activity
    • I. Souter, I. Munir, P. Mallick, S.R. Weitsman, D.H. Geller, and D.A. Magoffin Mutagenesis of putative serine-threonine phosphorylation sites proximal to Arg255 of human cytochrome P450c17 does not selectively promote its 17,20-lyase activity Fertility and Sterility 85 2006 1290 1299
    • (2006) Fertility and Sterility , vol.85 , pp. 1290-1299
    • Souter, I.1    Munir, I.2    Mallick, P.3    Weitsman, S.R.4    Geller, D.H.5    Magoffin, D.A.6
  • 111
    • 1542782363 scopus 로고    scopus 로고
    • CYP17 mutation E305G causes isolated 17,20-lyase deficiency by selectively altering substrate binding
    • DOI 10.1074/jbc.M307586200
    • D.P. Sherbet, D. Tiosano, K.M. Kwist, Z. Hochberg, and R.J. Auchus CYP17 mutation E305G causes isolated 17,20-lyase deficiency by selectively altering substrate binding Journal of Biological Chemistry 278 2003 48563 48569 (Pubitemid 41079494)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.49 , pp. 48563-48569
    • Sherbet, D.P.1    Tiosano, D.2    Kwist, K.M.3    Hochberg, Z.4    Auchus, R.J.5
  • 112
    • 77954621604 scopus 로고    scopus 로고
    • Molecular modeling on inhibitor complexes and active-site dynamics of cytochrome P450 C17, a target for prostate cancer therapy
    • S.M. Haider, J.S. Patel, C.S. Poojari, and S. Neidle Molecular modeling on inhibitor complexes and active-site dynamics of cytochrome P450 C17, a target for prostate cancer therapy Journal of Biological Chemistry 400 2010 1078 1098
    • (2010) Journal of Biological Chemistry , vol.400 , pp. 1078-1098
    • Haider, S.M.1    Patel, J.S.2    Poojari, C.S.3    Neidle, S.4
  • 113
    • 84856477784 scopus 로고    scopus 로고
    • Structures of cytochrome P450 17A1 with prostate cancer drugs abiraterone and TOK-001
    • N.M. DeVore, and E.E. Scott Structures of cytochrome P450 17A1 with prostate cancer drugs abiraterone and TOK-001 Nature 482 2012 116 120
    • (2012) Nature , vol.482 , pp. 116-120
    • Devore, N.M.1    Scott, E.E.2
  • 114
    • 33846203701 scopus 로고    scopus 로고
    • Effective chemotherapy for hormone-refractory prostate cancer (HRPC): Present status and perspectives with taxane-based treatments
    • DOI 10.1016/j.critrevonc.2006.09.001, PII S1040842806001880
    • A. Mancuso, S. Oudard, and C.N. Sternberg Effective chemotherapy for hormone-refractory prostate cancer (HRPC): present status and perspectives with taxane-based treatments Critical Reviews in Oncology/Hematology 61 2007 176 185 (Pubitemid 46091748)
    • (2007) Critical Reviews in Oncology/Hematology , vol.61 , Issue.2 , pp. 176-185
    • Mancuso, A.1    Oudard, S.2    Sternberg, C.N.3
  • 115
    • 77949910429 scopus 로고    scopus 로고
    • Castrate-resistant prostate cancer: Therapeutic strategies
    • A.L. Harzstark, and E.J. Small Castrate-resistant prostate cancer: therapeutic strategies Expert Opinion on Pharmacotherapy 11 2010 937 945
    • (2010) Expert Opinion on Pharmacotherapy , vol.11 , pp. 937-945
    • Harzstark, A.L.1    Small, E.J.2
  • 116
    • 33747881590 scopus 로고    scopus 로고
    • Response to low-dose ketoconazole and subsequent dose escalation to high-dose ketoconazole in patients with androgen-independent prostate cancer
    • DOI 10.1002/cncr.22085
    • M. Nakabayashi, W. Xie, M.M. Regan, D.M. Jackman, P.W. Kantoff, and W.K. Oh Response to low-dose ketoconazole and subsequent dose escalation to high-dose ketoconazole in patients with androgen-independent prostate cancer Cancer 107 2006 975 981 (Pubitemid 44291146)
    • (2006) Cancer , vol.107 , Issue.5 , pp. 975-981
    • Nakabayashi, M.1    Xie, W.2    Regan, M.M.3    Jackman, D.M.4    Kantoff, P.W.5    Oh, W.K.6
  • 117
    • 0021279275 scopus 로고
    • Ketoconazole therapy in advanced prostatic cancer
    • J. Trachtenberg Ketoconazole therapy in advanced prostatic cancer Journal of Urology 132 1984 61 63 (Pubitemid 14087473)
    • (1984) Journal of Urology , vol.132 , Issue.1 , pp. 61-63
    • Trachtenberg, J.1
  • 120
    • 79955040539 scopus 로고    scopus 로고
    • Progression of metastatic castrate-resistant prostate cancer: Impact of therapeutic intervention in the post-docetaxel space
    • O. Sartor Progression of metastatic castrate-resistant prostate cancer: impact of therapeutic intervention in the post-docetaxel space Journal of Hematology & Oncology 4 2011 18
    • (2011) Journal of Hematology & Oncology , vol.4 , pp. 18
    • Sartor, O.1
  • 122
    • 85048354330 scopus 로고    scopus 로고
    • Abiraterone and increased survival in metastatic prostate cancer
    • G. Sonpavde Abiraterone and increased survival in metastatic prostate cancer New England Journal of Medicine 365 2011 766 767
    • (2011) New England Journal of Medicine , vol.365 , pp. 766-767
    • Sonpavde, G.1
  • 123
  • 125
    • 84055207680 scopus 로고    scopus 로고
    • Development and clinical utility of abiraterone acetate as an androgen synthesis inhibitor
    • A. Bryce, and C.J. Ryan Development and clinical utility of abiraterone acetate as an androgen synthesis inhibitor Clinical Pharmacology & Therapeutics 9 2012 101 108
    • (2012) Clinical Pharmacology & Therapeutics , vol.9 , pp. 101-108
    • Bryce, A.1    Ryan, C.J.2
  • 127
    • 77953463770 scopus 로고    scopus 로고
    • Novel, potent anti-androgens of therapeutic potential: Recent advances and promising developments
    • T.S. Vasaitis, and V.C.O. Njar Novel, potent anti-androgens of therapeutic potential: recent advances and promising developments Future Medicinal Chemistry 2 2010 667 680
    • (2010) Future Medicinal Chemistry , vol.2 , pp. 667-680
    • Vasaitis, T.S.1    Njar, V.C.O.2
  • 128
    • 79851510026 scopus 로고    scopus 로고
    • Novel therapeutic strategies for castration resistant prostate cancer: Inhibition of persistent androgen production and androgen receptor mediated signaling
    • A. Molina, and A. Belldegrun Novel therapeutic strategies for castration resistant prostate cancer: inhibition of persistent androgen production and androgen receptor mediated signaling Journal of Urology 185 2011 787 794
    • (2011) Journal of Urology , vol.185 , pp. 787-794
    • Molina, A.1    Belldegrun, A.2
  • 131
    • 34248330459 scopus 로고    scopus 로고
    • Inhibitors of Steroidal cytochrome P450 enzymes as targets for drug development
    • E. Baston, and F. Leroux Inhibitors of Steroidal Cytochrome P450 Enzymes as Targets For Drug Development Recent Patents in Anti-Cancer Drug Discovery 2 2007 31 58 (Pubitemid 46729085)
    • (2007) Recent Patents on Anti-Cancer Drug Discovery , vol.2 , Issue.1 , pp. 31-58
    • Baston, E.1    Leroux, F.R.2
  • 150
    • 0031759097 scopus 로고    scopus 로고
    • 17,20-lyase and 5α-reductase
    • DOI 10.1016/S0968-0896(98)00110-2, PII S0968089698001102
    • Y. Ling, J. Li, K. Kato, Y. Liu, X. Wang, G.T. Klus, K. Marat, I.P. Nnane, and A.M.H. Brodie Synthesis and in vitro activity of some epimeric 20α-hydroxy, 20-oxime and aziridine pregnene derivatives as inhibitors of human 17α-hydroxylase/C17,20-lyase and 5α-reductase Bioorganic & Medicinal Chemistry 6 1998 1683 1693 (Pubitemid 28524224)
    • (1998) Bioorganic and Medicinal Chemistry , vol.6 , Issue.10 , pp. 1683-1693
    • Ling, Y.-Z.1    Li, J.-S.2    Kato, K.3    Liu, Y.4    Wang, X.5    Klus, G.T.6    Marat, K.7    Nnane, I.P.8    Brodie, A.M.H.9
  • 152
    • 0035037792 scopus 로고    scopus 로고
    • Synthesis and evaluation of steroidal hydroxamic acids as inhibitors of P450 17 (17α-hydroxylase/C17-20-Lyase)
    • DOI 10.1002/1521-4184(200104)334:4<138::AID-ARDP138>3.0.CO;2-Y
    • 17,20-lyase) Archiv der Pharmazie - Pharmaceutical and Medicinal Chemistry 334 2001 138 140 (Pubitemid 32385629)
    • (2001) Archiv der Pharmazie , vol.334 , Issue.4 , pp. 138-140
    • Haidar, S.1    Klein, C.D.P.2    Hartmann, R.W.3
  • 153
    • 0029763950 scopus 로고    scopus 로고
    • 20-Amino and 20,21-aziridinyl pregnene steroids: Development of potent inhibitors of 17α-hydroxilase/C17,20-lyase (P450 17)
    • DOI 10.1016/0968-0896(96)00138-1
    • 17,20-lyase (P450 17) Bioorganic & Medicinal Chemistry 4 1996 1447 1453 (Pubitemid 26319995)
    • (1996) Bioorganic and Medicinal Chemistry , vol.4 , Issue.9 , pp. 1447-1453
    • Njar, V.C.O.1    Hector, M.2    Hartmann, R.W.3
  • 155
    • 2542606410 scopus 로고
    • Heptafluoro-p-tolyl as a protecting group in a synthesis of 3-hydroxy-17a-aza-17a-homopregn-5-en-20-one. A potential inhibitor of androgen biosynthesis
    • J.J. Deadman, R. McCague, and M. Jarman Heptafluoro-p-tolyl as a protecting group in a synthesis of 3-hydroxy-17a-aza-17a-homopregn-5-en-20-one. A potential inhibitor of androgen biosynthesis Journal of Chemical Society Perkin 1 1991 2413 2416
    • (1991) Journal of Chemical Society Perkin , vol.1 , pp. 2413-2416
    • Deadman, J.J.1    McCague, R.2    Jarman, M.3
  • 157
    • 0028925624 scopus 로고
    • Inhibition of androgen synthesis by 22-hydroximino-23,24-Bisnor-4-cholen- 3-one
    • J. Li, Y. Li, C. Son, and A.M. Brodie Inhibition of androgen synthesis by 22-hydroximino-23,24-Bisnor-4-cholen-3-one Prostate 26 1995 140 150
    • (1995) Prostate , vol.26 , pp. 140-150
    • Li, J.1    Li, Y.2    Son, C.3    Brodie, A.M.4
  • 160
    • 0032585605 scopus 로고    scopus 로고
    • 17α by abiraterone (17-(3-pyridyl)androsta-5,16- dien-3β- ol) and related steroidal inhibitors
    • DOI 10.1021/jm981017j
    • 17α by abiraterone (17-(3-pyridyl)androsta-5, 16-dien-3β-ol) and related steroidal inhibitors Journal of Medicinal Chemistry 41 1998 5375 5381 (Pubitemid 29031321)
    • (1998) Journal of Medicinal Chemistry , vol.41 , Issue.27 , pp. 5375-5381
    • Jarman, M.1    Barrie, E.2    Llera, J.M.3
  • 163
    • 84864003814 scopus 로고    scopus 로고
    • Putting the brakes on continued androgen receptor signaling in castration-resistant prostate cancer
    • A. Eichholz, R. Ferraldeschi, G. Attard, and J.S. de Bono Putting the brakes on continued androgen receptor signaling in castration-resistant prostate cancer Molecular and Cellular Endocrinology 360 2012 68 75
    • (2012) Molecular and Cellular Endocrinology , vol.360 , pp. 68-75
    • Eichholz, A.1    Ferraldeschi, R.2    Attard, G.3    De Bono, J.S.4
  • 165
    • 77951523950 scopus 로고    scopus 로고
    • Phase i clinical trial of the CYP17 inhibitor abiraterone acetate demonstrating clinical activity in patients with castration-resistant prostate cancer who received prior ketoconazole therapy
    • C.J. Ryan, M.R. Smith, L. Fong, J.E. Rosenberg, P. Kantoff, F. Raynaud, V. Martins, G. Lee, T. Kheoh, J. Kim, A. Molina, and E.J. Small Phase I clinical trial of the CYP17 inhibitor abiraterone acetate demonstrating clinical activity in patients with castration-resistant prostate cancer who received prior ketoconazole therapy Journal of Clinical Oncology 28 2010 1481 1488
    • (2010) Journal of Clinical Oncology , vol.28 , pp. 1481-1488
    • Ryan, C.J.1    Smith, M.R.2    Fong, L.3    Rosenberg, J.E.4    Kantoff, P.5    Raynaud, F.6    Martins, V.7    Lee, G.8    Kheoh, T.9    Kim, J.10    Molina, A.11    Small, E.J.12
  • 169
    • 0035705824 scopus 로고    scopus 로고
    • Novel steroidal pyrimidyl inhibitors of P450 17 (17α-hydroxylase/ C17-20-lyase)
    • DOI 10.1002/1521-4184(200112)334:12<373::AID-ARDP373>3.0.CO;2-X
    • 17,20-lyase) Archiv der Pharmazie - Pharmaceutical and Medicinal Chemistry 334 2001 373 374 (Pubitemid 34118728)
    • (2001) Archiv der Pharmazie , vol.334 , Issue.12 , pp. 373-374
    • Haidar, S.1    Ehmer, P.B.2    Hartmann, R.W.3
  • 171
    • 55549103326 scopus 로고    scopus 로고
    • Neighboring group participation. Part 17 Stereoselective synthesis of some steroidal 2-oxazolidones, as novel potential inhibitors of 17α-hydroxylase-C17,20-lyase
    • D. Ondré, J. Wölfling, Z. Iványi, G. Schneider, I. Tóth, M. Szécsi, and J. Julesz Neighboring group participation. Part 17 Stereoselective synthesis of some steroidal 2-oxazolidones, as novel potential inhibitors of 17α-hydroxylase-C17,20-lyase Steroids 73 2008 1375 1384
    • (2008) Steroids , vol.73 , pp. 1375-1384
    • Ondré, D.1    Wölfling, J.2    Iványi, Z.3    Schneider, G.4    Tóth, I.5    Szécsi, M.6    Julesz, J.7
  • 172
    • 70350574648 scopus 로고    scopus 로고
    • Steroselective synthesis of some steroidal oxazolines, as novel potential inhibitors of 17α-hydroxylase-C17,20-lyase
    • D. Ondré, J. Wölfling, I. Tóth, M. Szécsi, J. Julesz, and G. Schneider Steroselective synthesis of some steroidal oxazolines, as novel potential inhibitors of 17α-hydroxylase-C17,20-lyase Steroids 74 2009 1025 1032
    • (2009) Steroids , vol.74 , pp. 1025-1032
    • Ondré, D.1    Wölfling, J.2    Tóth, I.3    Szécsi, M.4    Julesz, J.5    Schneider, G.6
  • 173
    • 77950516746 scopus 로고    scopus 로고
    • Synthesis of regioisomeric 17-N-phenylpyrazolyl steroid derivatives and their inhibitory effect on 17α-hydroxylase/C17,20-lyase
    • Z. Iványi, J. Wölfling, T. Görbe, M. Szécsi, T. Wittmann, and G. Schneider Synthesis of regioisomeric 17-N-phenylpyrazolyl steroid derivatives and their inhibitory effect on 17α-hydroxylase/C17,20- lyase Steroids 75 2010 450 456
    • (2010) Steroids , vol.75 , pp. 450-456
    • Iványi, Z.1    Wölfling, J.2    Görbe, T.3    Szécsi, M.4    Wittmann, T.5    Schneider, G.6
  • 174
    • 78049306126 scopus 로고    scopus 로고
    • Intramolecular approach to some new D-ring-fused steroidal isoxazolidines by 1,3-dipolar cycloaddition: Synthesis, theoretical and in vitro pharmacological studies
    • E. Frank, Z. Mucsi, M. Szecsi, I. Zupko, J. Wolfling, and G. Schneider Intramolecular approach to some new D-ring-fused steroidal isoxazolidines by 1,3-dipolar cycloaddition: synthesis, theoretical and in vitro pharmacological studies New Journal of Chemistry 34 2010 2671 2681
    • (2010) New Journal of Chemistry , vol.34 , pp. 2671-2681
    • Frank, E.1    Mucsi, Z.2    Szecsi, M.3    Zupko, I.4    Wolfling, J.5    Schneider, G.6
  • 177
    • 0032170937 scopus 로고    scopus 로고
    • 17,20-lyase and 5α-reductase in vitro and in vivo and their potential role in the treatment of prostate cancer
    • 17,20-lyase and 5α-reductase in vitro and in vivo and their potential role in the treatment of prostate cancer Cancer Research 58 1998 3826 3832 (Pubitemid 28405637)
    • (1998) Cancer Research , vol.58 , Issue.17 , pp. 3826-3832
    • Nnane, I.P.1    Kato, K.2    Liu, Y.3    Lu, Q.4    Wang, X.5    Ling, Y.-Z.6    Brodie, A.7
  • 179
    • 0034541199 scopus 로고    scopus 로고
    • Antiandrogenic effects of novel androgen synthesis inhibitors on hormone-dependent prostate cancer
    • B.J. Long, D.N. Grigoryev, I.P. Nnane, Y. Liu, Y.Z. Ling, and A.M. Brodie Antiandrogenic effects of novel androgen synthesis inhibitors on hormone-dependent prostate cancer Cancer Research 60 2000 6630 6640
    • (2000) Cancer Research , vol.60 , pp. 6630-6640
    • Long, B.J.1    Grigoryev, D.N.2    Nnane, I.P.3    Liu, Y.4    Ling, Y.Z.5    Brodie, A.M.6
  • 180
    • 0034129387 scopus 로고    scopus 로고
    • Anti-tumour effects and pharmacokinetic profile of 17-(5'-isoxazolyl) androsta-4, 16-dien-3-one (L-39) in mice an inhibitor of androgen synthesis
    • I.P. Nnane, B.J. Long, Y.Z. Ling, D.N. Grigoryev, and A.M. Brodie Anti-tumour effects and pharmacokinetic profile of 17-(5'-isoxazolyl)androsta-4, 16-dien-3-one (L-39) in mice: an inhibitor of androgen synthesis British Journal of Cancer 83 2000 74 82 (Pubitemid 30352720)
    • (2000) British Journal of Cancer , vol.83 , Issue.1 , pp. 74-82
    • Nnane, I.P.1    Long, B.J.2    Ling, Y.-Z.3    Grigoryev, D.N.4    Brodie, A.M.5
  • 181
    • 0038727860 scopus 로고    scopus 로고
    • Pharmacokinetics of novel inhibitors of androgen synthesis after intravenous administration in mice
    • I.P. Nnane, V.C.O. Njar, and A.M.H. Brodie Pharmacokinetics of novel inhibitors of androgen synthesis after intravenous administration in mice Cancer Chemotherapy and Pharmacology 51 2003 519 524 (Pubitemid 36791679)
    • (2003) Cancer Chemotherapy and Pharmacology , vol.51 , Issue.6 , pp. 519-524
    • Nnane, I.P.1    Njar, V.C.O.2    Brodie, A.M.H.3
  • 183
    • 0030593886 scopus 로고    scopus 로고
    • 16 steroids; inhibitors of 17α-hydroxylase/17, 20-lyase (17α-lyase)
    • DOI 10.1016/S0960-894X(96)00512-4, PII S0960894X96005124
    • 16-steroids, inhibitors of 17α-hydroxylase/17,20-lyase (17α-lyase) Bioorganic & Medicinal Chemistry Letters 6 1996 2777 2782 (Pubitemid 26387265)
    • (1996) Bioorganic and Medicinal Chemistry Letters , vol.6 , Issue.22 , pp. 2777-2782
    • Njar, V.C.O.1    Klus, G.T.2    Brodie, A.M.H.3
  • 186
    • 9144242015 scopus 로고    scopus 로고
    • Potent CYP17 inhibitors: Improved syntheses, pharmacokinetics and anti-tumor activity in the LNCaP human prostate cancer model
    • DOI 10.1016/j.jsbmb.2004.07.006, PII S0960076004003383
    • V.D. Handratta, D. Jelovac, B.J. Long, R. Kataria, I.P. Nnane, V.C. Njar, and A.M. Brodie Potent CYP17 inhibitors: improved syntheses, pharmacokinetics and anti-tumor activity in the LNCaP human prostate cancer model The Journal of Steroid Biochemistry and Molecular Biology 92 2004 155 165 (Pubitemid 39539227)
    • (2004) Journal of Steroid Biochemistry and Molecular Biology , vol.92 , Issue.3 , pp. 155-165
    • Handratta, V.D.1    Jelovac, D.2    Long, B.J.3    Kataria, R.4    Nnane, I.P.5    Njar, V.C.O.6    Brodie, A.M.H.7
  • 188
    • 0033408381 scopus 로고    scopus 로고
    • Effects of novel 17-azolyl compounds on androgen synthesis in vitro and in vivo
    • DOI 10.1016/S0960-0760(99)00129-6, PII S0960076099001296
    • I.P. Nnane, V.C. Njar, Y. Liu, Q. Lu, and A.M. Brodie Effects of novel 17-azolyl compounds on androgen synthesis in vitro and in vivo The Journal of Steroid Biochemistry and Molecular Biology 71 1999 145 152 (Pubitemid 30001813)
    • (1999) Journal of Steroid Biochemistry and Molecular Biology , vol.71 , Issue.3-4 , pp. 145-152
    • Nnane, I.P.1    Njar, V.C.O.2    Liu, Y.3    Lu, Q.4    Brodie, A.M.H.5
  • 189
    • 20944449560 scopus 로고    scopus 로고
    • Novel C-17-heteroaryl steroidal CYP17 inhibitors/antiandrogens: Synthesis, in vitro biological activity, pharmacokinetics, and antitumor activity in the LAPC4 human prostate cancer xenograft model
    • DOI 10.1021/jm040202w
    • V.D. Handratta, T.S. Vasaitis, V.C. Njar, L.K. Gediya, R. Kataria, P. Chopra, D. Newman, R. Farquhar, Z. Guo, Y. Qiu, and A.M. Brodie Novel C17-heteroaryl steroidal CYP17 inhibitors/antiandrogens: synthesis, in vitro biological activity, pharmacokinetics, and antitumor activity in the LAPC4 human prostate cancer xenograft model Journal of Medicinal Chemistry 48 2005 2972 2984 (Pubitemid 40552912)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.8 , pp. 2972-2984
    • Handratta, V.D.1    Vasaitis, T.S.2    Njar, V.C.O.3    Gediya, L.K.4    Kataria, R.5    Chopra, P.6    Newman Jr., D.7    Farquhar, R.8    Guo, Z.9    Qiu, Y.10    Brodie, A.M.H.11
  • 191
    • 53349101498 scopus 로고    scopus 로고
    • Androgen receptor inactivation contributes to antitumor efficacy of 17α-hydroxylase/17,20-lyase inhibitor 3β-hydroxy-17-(1H- benzimidazole-1-yl)androsta-5,16-diene in prostate cancer
    • T. Vasaitis, A. Belosay, A. Schayowitz, A. Khandelwal, P. Chopra, L.K. Gediya, Z. Guo, H.B. Fang, V.C.O. Njar, and A.M.H. Brodie Androgen receptor inactivation contributes to antitumor efficacy of 17α-hydroxylase/17,20- lyase inhibitor 3β-hydroxy-17-(1H-benzimidazole-1-yl)androsta-5,16-diene in prostate cancer Molecular Cancer Therapeutics 7 2008 2348 2357
    • (2008) Molecular Cancer Therapeutics , vol.7 , pp. 2348-2357
    • Vasaitis, T.1    Belosay, A.2    Schayowitz, A.3    Khandelwal, A.4    Chopra, P.5    Gediya, L.K.6    Guo, Z.7    Fang, H.B.8    Njar, V.C.O.9    Brodie, A.M.H.10
  • 192
    • 38349186341 scopus 로고    scopus 로고
    • Synergistic effect of a novel antiandrogen, VN/124-1, and signal transduction inhibitors in prostate cancer progression to hormone independence in vitro
    • A. Schayowitz, G. Sabnis, V.C.O. Njar, and A.M.H. Brodie Synergistic effect of a novel antiandrogen, VN/124-1, and signal transduction inhibitors in prostate cancer progression to hormone independence in vitro Molecular Cancer Therapeutics 7 2008 121 132
    • (2008) Molecular Cancer Therapeutics , vol.7 , pp. 121-132
    • Schayowitz, A.1    Sabnis, G.2    Njar, V.C.O.3    Brodie, A.M.H.4
  • 193
    • 77957238643 scopus 로고    scopus 로고
    • Prolonging hormone sensitivity in prostate cancer xenografts through dual inhibition of AR and mTOR
    • A. Schayowitz, G. Sabnis, O. Goloubeva, V.C.O. Njar, and A.M.H. Brodie Prolonging hormone sensitivity in prostate cancer xenografts through dual inhibition of AR and mTOR British Journal of Cancer 103 2010 1001 1007
    • (2010) British Journal of Cancer , vol.103 , pp. 1001-1007
    • Schayowitz, A.1    Sabnis, G.2    Goloubeva, O.3    Njar, V.C.O.4    Brodie, A.M.H.5
  • 197
    • 80052705344 scopus 로고    scopus 로고
    • Synthesis and biological evaluations of putative metabolically stable analogs of VN/124-1 (TOK-001): Head to head anti-tumor efficacy evaluation of VN/124-1 (TOK-001) and abiraterone in LAPC-4 human prostate cancer xenograft model
    • R.D. Bruno, T.S. Vasaitis, L.K. Gediya, P. Purushottamachar, A.M. Godbole, Z. Ates-Alagoz, A.M.H. Brodie, and V.C.O. Njar Synthesis and biological evaluations of putative metabolically stable analogs of VN/124-1 (TOK-001): head to head anti-tumor efficacy evaluation of VN/124-1 (TOK-001) and abiraterone in LAPC-4 human prostate cancer xenograft model Steroids 76 2011 1268 1279
    • (2011) Steroids , vol.76 , pp. 1268-1279
    • Bruno, R.D.1    Vasaitis, T.S.2    Gediya, L.K.3    Purushottamachar, P.4    Godbole, A.M.5    Ates-Alagoz, Z.6    Brodie, A.M.H.7    Njar, V.C.O.8
  • 198
    • 35349005731 scopus 로고    scopus 로고
    • Synthesis and evaluation of novel 17-indazole androstene derivatives designed as CYP17 inhibitors
    • DOI 10.1016/j.steroids.2007.08.004, PII S0039128X07001390
    • V.M. Moreira, T.S. Vasaitis, V.C. Njar, and J.A.R. Salvador Synthesis and evaluation of novel 17-indazole androstene derivatives designed as CYP17 inhibitors Steroids 72 2007 939 948 (Pubitemid 47600277)
    • (2007) Steroids , vol.72 , Issue.14 , pp. 939-948
    • Moreira, V.M.A.1    Vasaitis, T.S.2    Njar, V.C.O.3    Salvador, J.A.R.4
  • 200
    • 50249167090 scopus 로고    scopus 로고
    • Synthesis of novel C17 steroidal carbamates Studies on CYP17 action, androgen receptor binding and function, and prostate cancer cell growth
    • V.M.A. Moreira, T.S. Vasaitis, Z. Guo, V.C.O. Njar, and J.A.R. Salvador Synthesis of novel C17 steroidal carbamates Studies on CYP17 action, androgen receptor binding and function, and prostate cancer cell growth Steroids 73 2008 1217 1227
    • (2008) Steroids , vol.73 , pp. 1217-1227
    • Moreira, V.M.A.1    Vasaitis, T.S.2    Guo, Z.3    Njar, V.C.O.4    Salvador, J.A.R.5


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