메뉴 건너뛰기




Volumn 73, Issue 1, 2008, Pages 129-138

Synthesis of some epoxy and/or N-oxy 17-picolyl and 17-picolinylidene-androst-5-ene derivatives and evaluation of their biological activity

Author keywords

Androst 5 ene derivatives; Antitumor activity; Aromatase inhibition; Epoxidation; Picolyl and picolinylidene derivatives; X ray analysis

Indexed keywords

17 PICOLINYLIDENE N OXIDE; 17 PICOLINYLIDENEANDROST 4 EN 3 ONE N OXIDE; 3 CHLOROPERBENZOIC ACID; 3BETA ACETOXY 17 PICOLINYLIDENEANDROST 5 ENE; 3BETA ACETOXY 17 PICOLINYLIDENEANDROST 5 ENE N OXIDE; 3BETA HYDROXY 17 PICOLINYLIDENEANDROST 5 ENE; 3BETA,17BETA DIHYDROXY 17ALPHA PICOLYLANDROST 5 ENE; 4BETA,5BETA EPOXY 17BETA HYDROXY 17ALPHA PICOLYLANDROSTANE 3 ONE; 5ALPHA,6ALPHA EPOXY 17 PICOLINYLIDENE; 5ALPHA,6ALPHA EPOXY 17 PICOLINYLIDENE N OXIDE; 5ALPHA,6ALPHA:17ALPHA,20ALPHA DIEPOXY N OXIDE; 5BETA,6BETA EPOXY 17 PICOLINYLIDENE; 5BETA,6BETA EPOXY 17 PICOLINYLIDENE N OXIDE; 5BETA,6BETA:17ALPHA,20ALPHA DIEPOXY N OXIDE; ANDROSTANE DERIVATIVE; AROMATASE; EPOXIDE; ESTROGEN RECEPTOR; HYDROGEN PEROXIDE; STEROID; UNCLASSIFIED DRUG;

EID: 37049028370     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2007.09.005     Document Type: Article
Times cited : (37)

References (21)
  • 2
    • 0023509164 scopus 로고
    • Aromatase activity in normal breast and breast tumor tissues: in vivo and in vitro studies
    • James V.H., McNeill J.M., Lai L.C., Newton C.J., Ghilchik M.W., and Reed M.J. Aromatase activity in normal breast and breast tumor tissues: in vivo and in vitro studies. Steroids 50 (1987) 269-279
    • (1987) Steroids , vol.50 , pp. 269-279
    • James, V.H.1    McNeill, J.M.2    Lai, L.C.3    Newton, C.J.4    Ghilchik, M.W.5    Reed, M.J.6
  • 3
    • 18844443185 scopus 로고    scopus 로고
    • Aromatase inhibitors in the treatment of breast cancer
    • Brueggemeier R.W., Hackett J.C., and Diaz-Cruz E.S. Aromatase inhibitors in the treatment of breast cancer. Endocr Rev 26 (2005) 331-345
    • (2005) Endocr Rev , vol.26 , pp. 331-345
    • Brueggemeier, R.W.1    Hackett, J.C.2    Diaz-Cruz, E.S.3
  • 4
    • 0034106931 scopus 로고    scopus 로고
    • Aromatase inhibitors and their application in breast cancer treatment
    • Brodie A.M.H., and Njar V.C.O. Aromatase inhibitors and their application in breast cancer treatment. Steroids 65 (2000) 171-179
    • (2000) Steroids , vol.65 , pp. 171-179
    • Brodie, A.M.H.1    Njar, V.C.O.2
  • 5
    • 0028131568 scopus 로고
    • First generation aromatase inhibitors-aminoglutethimide and testololactone
    • Cocconi G. First generation aromatase inhibitors-aminoglutethimide and testololactone. Breast Cancer Res Treat 30 (1994) 57-80
    • (1994) Breast Cancer Res Treat , vol.30 , pp. 57-80
    • Cocconi, G.1
  • 7
    • 0028170545 scopus 로고
    • Arimidex: a potent and selective fourth-generation aromatase inhibitor
    • Plourde P.V., Dyroff M., and Dukes M. Arimidex: a potent and selective fourth-generation aromatase inhibitor. Breast Cancer Res Treat 30 (1994) 103-111
    • (1994) Breast Cancer Res Treat , vol.30 , pp. 103-111
    • Plourde, P.V.1    Dyroff, M.2    Dukes, M.3
  • 8
    • 0025697212 scopus 로고
    • Highly selective inhibition of estrogen biosynthesis by CGS 20267, a new non-steroidal aromatase inhibitor
    • Bhatnagar A.S., Hausler A., Schieweck K., Lang M., and Bowman R. Highly selective inhibition of estrogen biosynthesis by CGS 20267, a new non-steroidal aromatase inhibitor. J Steroid Biochem Mol Biol 37 (1990) 1021-1027
    • (1990) J Steroid Biochem Mol Biol , vol.37 , pp. 1021-1027
    • Bhatnagar, A.S.1    Hausler, A.2    Schieweck, K.3    Lang, M.4    Bowman, R.5
  • 9
    • 0028849729 scopus 로고
    • Phytoestrogens: epidemiology and a possible role in cancer protection
    • Adlercreutz H. Phytoestrogens: epidemiology and a possible role in cancer protection. Environ Health Perspect 103 (1995) 103-112
    • (1995) Environ Health Perspect , vol.103 , pp. 103-112
    • Adlercreutz, H.1
  • 11
    • 0036168536 scopus 로고    scopus 로고
    • Time-dependent aromatase inactivation by 4β,5β-epoxides of the natural substrate androstenedione and its 19-oxygenated analogs
    • Numazawa M., Yoshimura A., Tachibana M., Shelangouski M., and Ishikawa M. Time-dependent aromatase inactivation by 4β,5β-epoxides of the natural substrate androstenedione and its 19-oxygenated analogs. Steroids 67 (2002) 185-193
    • (2002) Steroids , vol.67 , pp. 185-193
    • Numazawa, M.1    Yoshimura, A.2    Tachibana, M.3    Shelangouski, M.4    Ishikawa, M.5
  • 12
    • 0030792431 scopus 로고    scopus 로고
    • Studies directed toward a mechanistic evaluation of aromatase inhibition by androst-5-ene-7,17-dione
    • Numazawa M., and Tachibana M. Studies directed toward a mechanistic evaluation of aromatase inhibition by androst-5-ene-7,17-dione. Steroids 62 (1997) 516-522
    • (1997) Steroids , vol.62 , pp. 516-522
    • Numazawa, M.1    Tachibana, M.2
  • 13
    • 0029094769 scopus 로고
    • Competing pathway involved in allylic acetoxylation of androst-5-en-17-one, and oxidation of allylic alcohols with chromium oxides
    • Numazawa M., Tachibana M., and Kamiza M. Competing pathway involved in allylic acetoxylation of androst-5-en-17-one, and oxidation of allylic alcohols with chromium oxides. Steroids 60 (1995) 499-505
    • (1995) Steroids , vol.60 , pp. 499-505
    • Numazawa, M.1    Tachibana, M.2    Kamiza, M.3
  • 14
    • 1842870847 scopus 로고    scopus 로고
    • Aromatase inhibition by 4,5,-epoxides of 16-hydroxyandrostenedione and its 19-oxygenated analogues, potential precursors of estriol production in the feto-placental unit
    • Numazawa M., Yoshimura A., Watari Y., and Matsuzaki H. Aromatase inhibition by 4,5,-epoxides of 16-hydroxyandrostenedione and its 19-oxygenated analogues, potential precursors of estriol production in the feto-placental unit. Biol Pharm Bull 25 (2002) 1566-1569
    • (2002) Biol Pharm Bull , vol.25 , pp. 1566-1569
    • Numazawa, M.1    Yoshimura, A.2    Watari, Y.3    Matsuzaki, H.4
  • 15
    • 26444502089 scopus 로고    scopus 로고
    • Structure-activities relationships of new A, D-ring modified steroids as aromatase inhibitors: design, synthesis, and biological activity evaluation
    • Cepa M.M.D.S., Tavares da Silva E.J., Correia-da-Silva G., Roleira F.M.F., and Teixeira N.A.A. Structure-activities relationships of new A, D-ring modified steroids as aromatase inhibitors: design, synthesis, and biological activity evaluation. J Med Chem 48 (2005) 6379-6385
    • (2005) J Med Chem , vol.48 , pp. 6379-6385
    • Cepa, M.M.D.S.1    Tavares da Silva, E.J.2    Correia-da-Silva, G.3    Roleira, F.M.F.4    Teixeira, N.A.A.5
  • 17
    • 33846020540 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives
    • Penov-Gaši K., Djurendić-Brenesel M., Djurendić E., Sakač M., Csanádi J., Daljev J., et al. Synthesis and biological evaluation of some 17-picolyl and 17-picolinylidene androst-5-ene derivatives. Steroids 72 (2007) 31-40
    • (2007) Steroids , vol.72 , pp. 31-40
    • Penov-Gaši, K.1    Djurendić-Brenesel, M.2    Djurendić, E.3    Sakač, M.4    Csanádi, J.5    Daljev, J.6
  • 18
    • 0004150157 scopus 로고    scopus 로고
    • University of Göttingrn, German
    • Sheldrick G.M. SHELX97 (1997), University of Göttingrn, German
    • (1997) SHELX97
    • Sheldrick, G.M.1
  • 20
  • 21
    • 0141452964 scopus 로고    scopus 로고
    • WinGX suite for small-molecule single-crystal crystallography
    • Farrugia L.J. WinGX suite for small-molecule single-crystal crystallography. J Appl Crystallogr 32 (1999) 837-838
    • (1999) J Appl Crystallogr , vol.32 , pp. 837-838
    • Farrugia, L.J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.