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Volumn 20, Issue 7, 2011, Pages 817-825

17-Oximino-5-androsten-3β-yl esters: Synthesis, antiproliferative activity, acute toxicity, and effect on serum androgen level

Author keywords

5 Alpha reductase enzyme; Androgen; Benign prostatic hyperplasia; Dihydrotestosterone; Steroids

Indexed keywords

17 OXIMINO 5 ANDROSTEN 3BETA YL 4 AMINOBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 CHLOROBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 HYDROXYBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 METHOXYBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 METHYLBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 NITROBENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL 4 PHENYLACETATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL BENZOATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL CHLOROACETATE; 17 OXIMINO 5 ANDROSTEN 3BETA YL PHENOXYACETATE; ANDROGEN; ANTINEOPLASTIC AGENT; FINASTERIDE; STEROID; UNCLASSIFIED DRUG;

EID: 80054762457     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-010-9393-3     Document Type: Article
Times cited : (6)

References (25)
  • 1
    • 0025303307 scopus 로고
    • Structural and biochemical properties of cloned and expressed human and rat steroid 5 alpha-reductase
    • Andersson S, Russell DW (1990) Structural and biochemical properties of cloned and expressed human and rat steroid 5 alpha-reductase. Proc Natl Acad Sci USA 87:3640-3644.
    • (1990) Proc Natl Acad Sci USA , vol.87 , pp. 3640-3644
    • Andersson, S.1    Russell, D.W.2
  • 2
    • 0021149603 scopus 로고
    • The development of human benign prostatic hyperplasia with age
    • Berry SJ, Coffey DS, Walsh PC, Ewing LL (1984) The development of human benign prostatic hyperplasia with age. J Urol 132:474-479 (Pubitemid 14026148)
    • (1984) Journal of Urology , vol.132 , Issue.3 , pp. 474-479
    • Berry, S.J.1    Coffey, D.S.2    Walsh, P.C.3    Ewing, L.L.4
  • 5
    • 33645126542 scopus 로고    scopus 로고
    • Emerging drug therapies for benign prostatic hyperplasia
    • Bullock TL, Andriole GL (2006) Emerging drug therapies for benign prostatic hyperplasia. Expert Opin Emerg Drugs 11:111-123
    • (2006) Expert Opin Emerg Drugs , vol.11 , pp. 111-123
    • Bullock, T.L.1    Andriole, G.L.2
  • 7
    • 0029055505 scopus 로고
    • The enzyme and inhibitors of 4-ene-3-oxosteroids 5-alpha
    • Chen Li X, Singh C, Labrie SM (1994) The enzyme and inhibitors of 4-ene-3-oxosteroids 5-alpha. Steroids 60:430-441
    • (1994) Steroids , vol.60 , pp. 430-441
    • Chen Li, X.1    Singh, C.2    Labrie, S.M.3
  • 10
    • 22744459936 scopus 로고    scopus 로고
    • A new simple and high yield synthesis of suberoylanilide hydroxamic acid and its inhibitory effect alone or in combination with retinoids on proliferation of human prostate cancer cells
    • Gediya LK, Chopra P, Purushottamachar P, Maheshwari N, Njar VC (2005) A new simple and high yield synthesis of suberoylanilide hydroxamic acid and its inhibitory effect alone or in combination with retinoids on proliferation of human prostate cancer cells. J Med Chem 48:5047-5057
    • (2005) J Med Chem , vol.48 , pp. 5047-5057
    • Gediya, L.K.1    Chopra, P.2    Purushottamachar, P.3    Maheshwari, N.4    Njar, V.C.5
  • 12
    • 17144395159 scopus 로고    scopus 로고
    • Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer
    • DOI 10.1021/jm049208b
    • Gududuru V, Hurh E, Dalton JT, Miller DD (2005) Discovery of 2-arylthiazolidine-4-carboxylic acid amides as a new class of cytotoxic agents for prostate cancer. J Med Chem 48:2584-2588 (Pubitemid 40516447)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.7 , pp. 2584-2588
    • Gududuru, V.1    Hurh, E.2    Dalton, J.T.3    Miller, D.D.4
  • 13
    • 0034597612 scopus 로고    scopus 로고
    • Synthesis and evaluation of novel steroidal oxime inhibitors of P450 17 (17a-hydroxylase/C17-20-lyase) and 5areductase types 1 and 2
    • Hartmann RW, Hector M, Haidar S, Ehmer PB, Reichert W, Jose J (2000) Synthesis and evaluation of novel steroidal oxime inhibitors of P450 17 (17a-hydroxylase/C17-20-lyase) and 5areductase types 1 and 2. J Med Chem 43:4266-4277
    • (2000) J Med Chem , vol.43 , pp. 4266-4277
    • Hartmann, R.W.1    Hector, M.2    Haidar, S.3    Ehmer, P.B.4    Reichert, W.5    Jose, J.6
  • 14
    • 33947442275 scopus 로고
    • Regeneration of steroid ketones from their semicarbazones with pyruvic acid
    • Hershberg EB (1948) Regeneration of steroid ketones from their semicarbazones with pyruvic acid. J Org Chem 13:542-546
    • (1948) J Org Chem , vol.13 , pp. 542-546
    • Hershberg, E.B.1
  • 15
    • 0024832529 scopus 로고
    • Etiology and disease process of benign prostatic hyperplasia
    • Isaacs JT, Coffey DS (1989) Etiology and disease process of benign prostatic hyperplasia. Prostate Suppl 2:33-50 (Pubitemid 20075619)
    • (1989) Prostate , vol.15 , Issue.SUPPL. 2 , pp. 33-50
    • Isaacs, J.T.1    Coffey, D.S.2
  • 16
    • 0035924210 scopus 로고    scopus 로고
    • Design, synthesis, and pharmacological evaluation of thapsigargin analogues for targeting apoptosis to prostatic cancer cells
    • DOI 10.1021/jm010985a
    • Jakobsen CM, Denmeade SR, Isaacs JT, Gady A, Olsen CE, Christensen SB (2001) Design, synthesis and pharmacological evaluation of thapsigargin analogues for targeting apoptosis to prostatic cancer cells. J Med Chem 44:4696-4703 (Pubitemid 33144479)
    • (2001) Journal of Medicinal Chemistry , vol.44 , Issue.26 , pp. 4696-4703
    • Jakobsen, C.M.1    Denmeade, S.R.2    Isaacs, J.T.3    Gady, A.4    Olsen, C.E.5    Christensen, S.B.6
  • 17
    • 0030913442 scopus 로고    scopus 로고
    • Options in the treatment of benign prostatic hyperplasia
    • Kenny B, Blagg SJ, Fox D (1997) Options in the treatment of benign prostatic hyperplasia. J Med Chem 40:1293-1312
    • (1997) J Med Chem , vol.40 , pp. 1293-1312
    • Kenny, B.1    Blagg, S.J.2    Fox, D.3
  • 19
    • 84925232056 scopus 로고
    • Isolation of steroids from the urine of patients with adrenal cortical tumors and adrenal cortical hyperplasia: A new 17-ketosteroid, androstane-3(a),11-diol-17-one
    • Mason HL, Kepler EJ (1945) Isolation of steroids from the urine of patients with adrenal cortical tumors and adrenal cortical hyperplasia: A new 17-ketosteroid, androstane-3(a),11-diol-17-one. J Biol Chem 161:235-237
    • (1945) J Biol Chem , vol.161 , pp. 235-237
    • Mason, H.L.1    Kepler, E.J.2
  • 20
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • Mosmann TJ (1983) Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. Immunol Methods 65:55-63
    • (1983) Immunol Methods , vol.65 , pp. 55-63
    • Mosmann, T.J.1
  • 22
    • 28844433297 scopus 로고    scopus 로고
    • 2-Methoxyestradiol and paclitaxel have similar effects on the cell cycle and induction of apoptosis in prostate cancer cells
    • DOI 10.1016/j.canlet.2005.01.018, PII S0304383505000716
    • Perez-Stable C (2006) 2-Methoxyestradiol and paclitaxel have similar effects on the cell cycle and induction of apoptosis in prostate cancer cells. Cancer Lett 231:49-64 (Pubitemid 41779453)
    • (2006) Cancer Letters , vol.231 , Issue.1 , pp. 49-64
    • Perez-Stable, C.1
  • 23
    • 0001657356 scopus 로고
    • 17-and 17a-Aza-D-homosteroids
    • Regan EM, Hayes FN (1956) 17-and 17a-Aza-D-homosteroids. J Am Chem Soc 78:639-643
    • (1956) J Am Chem Soc , vol.78 , pp. 639-643
    • Regan, E.M.1    Hayes, F.N.2
  • 25
    • 0035254215 scopus 로고    scopus 로고
    • 14N-bisethylhomospermine (BE-4-4-4): Synthesis and growth inhibitory effects on human prostate cancer cells
    • DOI 10.1021/jm000309t
    • Valasinas A, Sarkar A, Reddy VK, Marton LJ, Basu HS, Frydman B (2001) Conformationally restricted analogues of 1N, 14N-bisethylhomospermine (BE-4 -4 -4 -): Synthesis and growth inhibitory effects on human prostate cancer cells. J Med Chem 44:390-403 (Pubitemid 32113585)
    • (2001) Journal of Medicinal Chemistry , vol.44 , Issue.3 , pp. 390-403
    • Valasinas, A.1    Sarkar, A.2    Reddy, V.K.3    Marton, L.J.4    Basu, H.S.5    Frydman, B.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.