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Volumn 61, Issue 6, 1996, Pages 349-353

Steroid-hindered 17β-tertiary alcohol: Characterization of dehydrated compounds

Author keywords

17 butyl 3 O methyl estradiol; dehydration; tertiary alcohol

Indexed keywords

17ALPHA BUTYL 3 O METHYLESTRADIOL; ESTRADIOL DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0029895768     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/0039-128X(96)00036-0     Document Type: Article
Times cited : (4)

References (25)
  • 1
    • 0025336288 scopus 로고
    • Derivatives of ethynylestradiol with oxygenated 17α-alkyl side chain: Synthesis and biological activity
    • Poirier D, Labrie C, Mérand Y, Labrie F (1990). Derivatives of ethynylestradiol with oxygenated 17α-alkyl side chain: synthesis and biological activity. J Steroid Biochem 36:133-142.
    • (1990) J Steroid Biochem , vol.36 , pp. 133-142
    • Poirier, D.1    Labrie, C.2    Mérand, Y.3    Labrie, F.4
  • 2
    • 0025810387 scopus 로고
    • Synthesis and biological activity of 17α-alkylamide derivatives of estradiol
    • Poirier D, Labrie C, Mérand Y, Labrie F (1991). Synthesis and biological activity of 17α-alkylamide derivatives of estradiol. J Steroid Biochem Mol Biol 38:759-774.
    • (1991) J Steroid Biochem Mol Biol , vol.38 , pp. 759-774
    • Poirier, D.1    Labrie, C.2    Mérand, Y.3    Labrie, F.4
  • 3
    • 0028017417 scopus 로고
    • 3-hydroxy-19-nor-17α-pregna-1,3,5(10)-triene-21,17β- carbolactone as inhibitor of 17β-hydroxysteroid dehydrogenase type 2
    • Auger S, Luu-The V, Sam KM, Poirier D (1994). 3-Hydroxy-19-nor-17α-pregna-1,3,5(10)-triene-21,17β-carbolactone as inhibitor of 17β-hydroxysteroid dehydrogenase type 2. Bioorg Med Chem Leu 4:2045-2048.
    • (1994) Bioorg Med Chem Leu , vol.4 , pp. 2045-2048
    • Auger, S.1    Luu-The, V.2    Sam, K.M.3    Poirier, D.4
  • 4
    • 0028822046 scopus 로고
    • Steroidal spiro-γ-lactones inhibit 17β-hydroxysteroid dehydrogenase activity in human placental microsomes
    • Sam KM, Auger S, Luu-The V, Poirier D (1995). Steroidal spiro-γ-lactones inhibit 17β-hydroxysteroid dehydrogenase activity in human placental microsomes. J Med Chem 38:4518-4528.
    • (1995) J Med Chem , vol.38 , pp. 4518-4528
    • Sam, K.M.1    Auger, S.2    Luu-The, V.3    Poirier, D.4
  • 5
    • 0028167737 scopus 로고
    • 13C nuclear magnetic resonance assignments and stereochemistry of N-n-butyl-N-methyl-11-(16′α-chloro-3′,17′β-and 17′α-dihydroxyestra-1′,3′,5′(10′)-trien- 7′α-yl) undecanamide
    • 13C nuclear magnetic resonance assignments and stereochemistry of N-n-butyl-N-methyl-11-(16′α-chloro-3′,17′β-and 17′α-dihydroxyestra-1′,3′,5′(10′)-trien- 7′α-yl) undecanamide. Steroids 59:493-497.
    • (1994) Steroids , vol.59 , pp. 493-497
    • Dionne, P.1    Singh, S.M.2    Labrie, F.3
  • 6
    • 0028971668 scopus 로고
    • Carbon-13 nuclear magnetic resonance study of 17α-substituted estradiols
    • Dionne P, Poirier D (1995). Carbon-13 nuclear magnetic resonance study of 17α-substituted estradiols. Steroids 60:830-836.
    • (1995) Steroids , vol.60 , pp. 830-836
    • Dionne, P.1    Poirier, D.2
  • 7
    • 0015242306 scopus 로고
    • Stereochemistry of the addition of metalated carboxylic acids to steroids
    • Tanabe M, Peters RH (1971). Stereochemistry of the addition of metalated carboxylic acids to steroids. J Org Chem 36:2403-2406.
    • (1971) J Org Chem , vol.36 , pp. 2403-2406
    • Tanabe, M.1    Peters, R.H.2
  • 9
    • 0000431437 scopus 로고
    • The synthesis and stereochemistry of isomeric 16-hydroxy-17(20)-pregnenes
    • Benn WR, Dodson RM (1964). The synthesis and stereochemistry of isomeric 16-hydroxy-17(20)-pregnenes. J Org Chem 29:1142-1148.
    • (1964) J Org Chem , vol.29 , pp. 1142-1148
    • Benn, W.R.1    Dodson, R.M.2
  • 11
    • 0026445656 scopus 로고
    • 17. Epimerization of 17α-methyl anabolic steroids in humans: Metabolism and synthesis of 17α-hydroxy-17β-methyl steroids
    • Schanzer W, Opfermann G, Donike M (1992). 17. Epimerization of 17α-methyl anabolic steroids in humans: metabolism and synthesis of 17α-hydroxy-17β-methyl steroids. Steroids 57:537-550.
    • (1992) Steroids , vol.57 , pp. 537-550
    • Schanzer, W.1    Opfermann, G.2    Donike, M.3
  • 12
    • 37049151429 scopus 로고
    • The synthesis of compounds related to the sterols, bile acids, and oestrus-producing hormones. Part VI. Experimental evidence of the complete structure of oestrin, equilin, and equilenin
    • Cohen A, Cook JW, Hewett CL (1935). The synthesis of compounds related to the sterols, bile acids, and oestrus-producing hormones. Part VI. Experimental evidence of the complete structure of oestrin, equilin, and equilenin. J Chem Soc 445-455.
    • (1935) J Chem Soc , pp. 445-455
    • Cohen, A.1    Cook, J.W.2    Hewett, C.L.3
  • 13
    • 84982062673 scopus 로고
    • Eine neue Farbreaktion in der steroidreihe. Beiträge zu ihren chemismus
    • Kagi H, Miescher K (1939). Eine neue Farbreaktion in der steroidreihe. Beiträge zu ihren chemismus. Helv Chem Acta 22:683-697.
    • (1939) Helv Chem Acta , vol.22 , pp. 683-697
    • Kagi, H.1    Miescher, K.2
  • 14
    • 0343863113 scopus 로고
    • Extension aromatisante du noyau D stéroïde. IV. Mécanisme de l'aromatisation des dérivés hydroxy-17β éthynylés-17α
    • Ouannes C, Dvolaitzky M, Jacques J (1964). Extension aromatisante du noyau D stéroïde. IV. Mécanisme de l'aromatisation des dérivés hydroxy-17β éthynylés-17α. Bull Soc Chim Fr 776-782.
    • (1964) Bull Soc Chim Fr , pp. 776-782
    • Ouannes, C.1    Dvolaitzky, M.2    Jacques, J.3
  • 15
    • 0014834171 scopus 로고
    • A novel dehydration reaction of steroidal alcohols
    • Crabbé P, Léon C (1970). A novel dehydration reaction of steroidal alcohols. J Org Chem 35:2594-2596.
    • (1970) J Org Chem , vol.35 , pp. 2594-2596
    • Crabbé, P.1    Léon, C.2
  • 17
    • 0015220647 scopus 로고
    • The rearrangement of 20-substituted bisnorallocholanes and derivatives
    • Kohen F, Mallory RA, Scheer I (1971). The rearrangement of 20-substituted bisnorallocholanes and derivatives. J Org Chem 36:716-718.
    • (1971) J Org Chem , vol.36 , pp. 716-718
    • Kohen, F.1    Mallory, R.A.2    Scheer, I.3
  • 18
    • 33847085513 scopus 로고
    • Studies directed toward the total synthesis of streptogramin antibiotics. Enantiospecific approach to the nine-membered macrocycle of griseoviridin
    • van Tamelen EE, Loughhead DG (1980). Studies directed toward the total synthesis of streptogramin antibiotics. Enantiospecific approach to the nine-membered macrocycle of griseoviridin. J Am Chem Soc 102:869-870.
    • (1980) J Am Chem Soc , vol.102 , pp. 869-870
    • Van Tamelen, E.E.1    Loughhead, D.G.2
  • 20
    • 0019722136 scopus 로고
    • Anabolic steroids. Part 4: Chemical rearrangements of oxymetholone
    • Smith DM, Steele JW (1981). Anabolic steroids. Part 4: Chemical rearrangements of oxymetholone. Can J Pharm Sci 16:68-72.
    • (1981) Can J Pharm Sci , vol.16 , pp. 68-72
    • Smith, D.M.1    Steele, J.W.2
  • 21
    • 0342991782 scopus 로고
    • Preparation and acid-catalyzed rearrangement of a C-17 isopropylidiene and a C-17 isopropenyl sterol
    • Loughhead DG (1985). Preparation and acid-catalyzed rearrangement of a C-17 isopropylidiene and a C-17 isopropenyl sterol. J Org Chem 50:3931-3934.
    • (1985) J Org Chem , vol.50 , pp. 3931-3934
    • Loughhead, D.G.1
  • 23
    • 0025003629 scopus 로고
    • Methandrostenolone metabolism in humans: Potential problems associated with isolation and identification of metabolites
    • Harrison LM, Fennessey PV (1990). Methandrostenolone metabolism in humans: potential problems associated with isolation and identification of metabolites. J Steroid Biochem 36:407-414.
    • (1990) J Steroid Biochem , vol.36 , pp. 407-414
    • Harrison, L.M.1    Fennessey, P.V.2
  • 24
    • 0026693417 scopus 로고
    • Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: Synthesis and rearrangement
    • Bi H, Massé R, Just G (1992). Studies on anabolic steroids. 9. Tertiary sulfates of anabolic 17α-methyl steroids: synthesis and rearrangement. Steroids 57:306-312.
    • (1992) Steroids , vol.57 , pp. 306-312
    • Bi, H.1    Massé, R.2    Just, G.3
  • 25
    • 0011438526 scopus 로고
    • Formation of 18-nor-13(14)-ene-17β-methyl steroids during perfluoroacylation of anabolic steroids bearing a tertiary 17-hydroxy group and compounds related to corticosteroids
    • Stöckl D, de Sagher R, Thienpont LM, Debruyckere G, van Peteghem CH (1994). Formation of 18-nor-13(14)-ene-17β-methyl steroids during perfluoroacylation of anabolic steroids bearing a tertiary 17-hydroxy group and compounds related to corticosteroids. Analyst 119:2587-2590.
    • (1994) Analyst , vol.119 , pp. 2587-2590
    • Stöckl, D.1    De Sagher, R.2    Thienpont, L.M.3    Debruyckere, G.4    Van Peteghem, C.H.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.