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Volumn 77, Issue 5, 2012, Pages 566-574

Synthesis of D-ring-substituted (5′R)- and (5′S)-17β- pyrazolinylandrostene epimers and comparison of their potential anticancer activities

Author keywords

Aldol condensation; Anticancer activities; Epimers; Hydrazine; Pregnenolone; Pyrazoline

Indexed keywords

17BETA PYRAZOLINYLANDROSTENE DERIVATIVE; 3BETA HYDROXYPYRAZOLINYLANDROSTENE DERIVATIVE; ACETIC ACID; ANTINEOPLASTIC AGENT; CHALCONE DERIVATIVE; CISPLATIN; HYDRAZINE; PREGNENOLONE; PYRAZOLINE DERIVATIVE; PYRAZOLINYLANDROST 5 ENE DERIVATIVE; STEROID; UNCLASSIFIED DRUG;

EID: 84858337486     PISSN: 0039128X     EISSN: 18785867     Source Type: Journal    
DOI: 10.1016/j.steroids.2012.02.001     Document Type: Article
Times cited : (59)

References (31)
  • 1
    • 4544291964 scopus 로고    scopus 로고
    • Synthetic cardenolides and related compounds
    • DOI 10.2174/1385272043369926
    • G. Schneider, and J. Wölfling Synthetic cardenolides and related compounds Curr Org Chem 8 2004 1381 1403 (Pubitemid 39214012)
    • (2004) Current Organic Chemistry , vol.8 , Issue.14 , pp. 1381-1403
    • Schneider, G.1    Wolfling, J.2
  • 4
    • 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, and M. Szécsi Neighbouring 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
  • 9
    • 77954311612 scopus 로고    scopus 로고
    • 2-Methoxyestradiol biology and mechanism of action
    • A.O. Mueck, and H. Seeger 2-Methoxyestradiol biology and mechanism of action Steroids 75 2010 625 631
    • (2010) Steroids , vol.75 , pp. 625-631
    • Mueck, A.O.1    Seeger, H.2
  • 11
    • 78650509902 scopus 로고    scopus 로고
    • Antiproliferative effects of some novel synthetic soladinine analogs on HL-60 human leukemia cells in vitro
    • R. Minorics, T. Szekeres, G. Krupitza, B. Giessrigl, and J. Wölfling Antiproliferative effects of some novel synthetic soladinine analogs on HL-60 human leukemia cells in vitro Steroids 76 2011 156 162
    • (2011) Steroids , vol.76 , pp. 156-162
    • Minorics, R.1    Szekeres, T.2    Krupitza, G.3    Giessrigl, B.4    Wölfling, J.5
  • 12
    • 77955918647 scopus 로고    scopus 로고
    • Studies on novel D-ring substituted steroidal pyrazolines as potential anticancer agents
    • A.H. Banday, B.P. Mir, I.H. Lone, K.A. Suri, and H.M.S. Kumar Studies on novel D-ring substituted steroidal pyrazolines as potential anticancer agents Steroids 75 2010 805 809
    • (2010) Steroids , vol.75 , pp. 805-809
    • Banday, A.H.1    Mir, B.P.2    Lone, I.H.3    Suri, K.A.4    Kumar, H.M.S.5
  • 15
    • 77956680962 scopus 로고    scopus 로고
    • Stereospecificity of hydroxyl group at C-20 in antiproliferative action of ginsenoside Rh2 on prostate cancer cells
    • J. Liu, K. Shimizu, H. Yu, C. Zhang, F. Jin, and R. Kondo Stereospecificity of hydroxyl group at C-20 in antiproliferative action of ginsenoside Rh2 on prostate cancer cells Fitoterapia 81 2010 902 905
    • (2010) Fitoterapia , vol.81 , pp. 902-905
    • Liu, J.1    Shimizu, K.2    Yu, H.3    Zhang, C.4    Jin, F.5    Kondo, R.6
  • 16
    • 80052706345 scopus 로고    scopus 로고
    • Synthesis and antimicrobial studies of chalconyl pregnenolones
    • A.H. Banday, M.I. Zargar, and B.A. Ganaie Synthesis and antimicrobial studies of chalconyl pregnenolones Steroids 76 2011 1358 1362
    • (2011) Steroids , vol.76 , pp. 1358-1362
    • Banday, A.H.1    Zargar, M.I.2    Ganaie, B.A.3
  • 17
    • 0021061819 scopus 로고
    • Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays
    • T. Mosmann Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays J Immunol Methods 65 1983 55 63 (Pubitemid 14203433)
    • (1983) Journal of Immunological Methods , vol.65 , Issue.1-2 , pp. 55-63
    • Mosmann, T.1
  • 18
    • 0036184706 scopus 로고    scopus 로고
    • Synthesis of 2-pyrazolines by the reactions of α,β-unsaturated aldehydes, ketones, and esters with diazoalkanes, nitrile imines, and hydrazines
    • A. Lévai Synthesis of 2-pyrazolines by the reactions of α, β-unsaturated aldehydes, ketones, and esters with diazoalkanes, nitrile imines, and hydrazines J. Heterocyclic Chem 39 2002 1 13 (Pubitemid 34194129)
    • (2002) Journal of Heterocyclic Chemistry , vol.39 , Issue.1 , pp. 1-13
    • Levai, A.1
  • 19
    • 28844498528 scopus 로고    scopus 로고
    • Synthesis and antiandrogenic activity of some new 3-substituted androstano[17,16-c]-5′-aryl-pyrazoline and their derivatives
    • DOI 10.1016/j.bmc.2005.08.024, PII S0968089605007789
    • E. Amr, N.A. Abdel-Latif, and M.M. Abdalla Synthesis and antiandrogenic activity of some new 3-substituted androstano[17,16-c]-5′-aryl-pyrazoline and their derivatives Bioorg Med Chem 14 2006 373 384 (Pubitemid 41767597)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.2 , pp. 373-384
    • Amr, A.E.-G.E.1    Abdel-Latif, N.A.2    Abdalla, M.M.3
  • 20
    • 33646507688 scopus 로고    scopus 로고
    • Synthesis, biological evaluation and 3D-QSAR of 1,3,5-trisubstituted-4,5- dihydro-(1H)-pyrazole derivatives as potent and highly selective monoamine oxidase A inhibitors
    • F. Chimenti, and A. Bolasco Synthesis, biological evaluation and 3D-QSAR of 1,3,5-trisubstituted-4,5-dihydro-(1H)-pyrazole derivatives as potent and highly selective monoamine oxidase A inhibitors Curr Med Chem 13 2006 1411 1428
    • (2006) Curr Med Chem , vol.13 , pp. 1411-1428
    • Chimenti, F.1    Bolasco, A.2
  • 22
    • 71749089264 scopus 로고    scopus 로고
    • Synthesis of 3β,7α,11α-trihydroxy-pregn-21-benzylidene- 5-en-20-one derivatives and their cytotoxic activities
    • L.H. Shan, H.M. Liu, K.X. Huang, G.F. Dai, C. Cao, and R.J. Dong Synthesis of 3β,7α,11α-trihydroxy-pregn-21-benzylidene-5-en-20- one derivatives and their cytotoxic activities Bioorg Med Chem Lett 19 2009 6637 6639
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 6637-6639
    • Shan, L.H.1    Liu, H.M.2    Huang, K.X.3    Dai, G.F.4    Cao, C.5    Dong, R.J.6
  • 26
    • 53249129361 scopus 로고    scopus 로고
    • Novel analogues of 2-pyrazoline: Synthesis, characterization, and antimycobacterial evaluation
    • A. Özdemír, G. Turan-Zitouni, and Z.A. Kaplancikli Novel analogues of 2-pyrazoline: synthesis, characterization, and antimycobacterial evaluation Türk J Chem 32 2008 529 538
    • (2008) Türk J Chem , vol.32 , pp. 529-538
    • Özdemír, A.1    Turan-Zitouni, G.2    Kaplancikli, Z.A.3
  • 27
    • 0036666322 scopus 로고    scopus 로고
    • Synthesis of 3-aryl-5-styryl-2-pyrazolines by the reaction of (E,E)-cinnamylideneacetophenones with hydrazines and their oxidation into pyrazoles
    • A. Lévai, T. Patonay, A.M.S. Silva, D.C.G.A. Pinto, and J.A.S. Cavaleiro Synthesis of 3-aryl-5-styryl-2-pyrazolines by the reaction of (E, E)-cinnamylideneacetophenones with hydrazines and their oxidation into pyrazoles J Heterocyclic Chem 39 2002 751 758 (Pubitemid 36176094)
    • (2002) Journal of Heterocyclic Chemistry , vol.39 , Issue.4 , pp. 751-758
    • Lavai, A.1    Patonay, T.2    Silva, A.M.S.3    Pinto, D.C.G.A.4    Cavaleiro, J.A.S.5
  • 28
    • 0033803272 scopus 로고    scopus 로고
    • The reaction between hydrazines and β-dicarbonyl compounds: Proposal for a mechanism
    • S.P. Singh, D. Kumar, H. Batra, R. Naithani, I. Rozas, and J. Elguero The reaction between hydrazines and β-dicarbonyl compounds: proposal for a mechanism Can J Chem 78 2000 1109 1120
    • (2000) Can J Chem , vol.78 , pp. 1109-1120
    • Singh, S.P.1    Kumar, D.2    Batra, H.3    Naithani, R.4    Rozas, I.5    Elguero, J.6
  • 29
    • 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
    • É. Frank, Z. Mucsi, M. Szécsi, I. Zupkó, J. Wölfling, 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 J Chem 34 2010 2671 2681
    • (2010) New J Chem , vol.34 , pp. 2671-2681
    • Frank, É.1    Mucsi, Z.2    Szécsi, M.3    Zupkó, I.4    Wölfling, J.5    Schneider, G.6
  • 30
    • 78650509902 scopus 로고    scopus 로고
    • Antiproliferative effects of some novel synthetic solanidine analogs on HL-60 human leukemia cells in vitro
    • R. Minorics, T. Szekeres, G. Krupitza, P. Saiko, B. Giessrigl, J. Wölfling, E. Frank, and I. Zupkó Antiproliferative effects of some novel synthetic solanidine analogs on HL-60 human leukemia cells in vitro Steroids 76 2011 156 162
    • (2011) Steroids , vol.76 , pp. 156-162
    • Minorics, R.1    Szekeres, T.2    Krupitza, G.3    Saiko, P.4    Giessrigl, B.5    Wölfling, J.6    Frank, E.7    Zupkó, I.8
  • 31
    • 79960445267 scopus 로고    scopus 로고
    • Synthesis of novel steroidal 17α-triazolyl derivatives via Cu(I)-catalyzed azide-alkyne cycloaddition, and an evaluation of their cytotoxic activity in vitro
    • É. Frank, J. Molnár, I. Zupkó, Z. Kádár, and J. Wölfling Synthesis of novel steroidal 17α-triazolyl derivatives via Cu(I)-catalyzed azide-alkyne cycloaddition, and an evaluation of their cytotoxic activity in vitro Steroids 76 2011 1141 1148
    • (2011) Steroids , vol.76 , pp. 1141-1148
    • Frank, É.1    Molnár, J.2    Zupkó, I.3    Kádár, Z.4    Wölfling, J.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.