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Volumn 63, Issue 4, 1998, Pages 202-207

Synthesis of 4α-(2-propenyl)-5,6-secocholestan 3α-ol, a novel B-ring seco analog of the hypocholesterolemic agent 4α-(2-propenyl)-5α-cholestan- 3α-ol

Author keywords

Oxidative cleavage; Reduction; Reductive alkylation; Secosterol

Indexed keywords

4ALPHA (2 PROPENYL) 5,6 SECOCHOLESTAN 3ALPHA OL; 4ALPHA ALLYL 5ALPHA CHOLESTAN 3ALPHA OL; CHOLEST 4 EN 3 ONE; DRUG ANALOG; HYPOCHOLESTEROLEMIC AGENT; LOW DENSITY LIPOPROTEIN RECEPTOR; SECOSTEROID; STEROID RECEPTOR; UNCLASSIFIED DRUG;

EID: 0032055271     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0039-128X(98)00004-X     Document Type: Article
Times cited : (2)

References (19)
  • 1
    • 0002373531 scopus 로고
    • Lowering plasma cholesterol levels decrease risk of coronary heart disease: An overview of clinical trials
    • Steinberg D, Olefsky JM (eds), Churchill Livingstone, New York
    • 1. Tyroler HA (1987). Lowering plasma cholesterol levels decrease risk of coronary heart disease: an overview of clinical trials. In: Steinberg D, Olefsky JM (eds), Hypercholesterolemia and Atherosclerosis. Churchill Livingstone, New York, pp. 99-116.
    • (1987) Hypercholesterolemia and Atherosclerosis , pp. 99-116
    • Tyroler, H.A.1
  • 2
    • 0025633323 scopus 로고
    • Lipoproteins and atherosclerosis: Current concepts
    • 2. Steinberg D, Witztum JL (1990). Lipoproteins and atherosclerosis: current concepts. JAMA 264:3047-3052.
    • (1990) JAMA , vol.264 , pp. 3047-3052
    • Steinberg, D.1    Witztum, J.L.2
  • 3
    • 0025597966 scopus 로고
    • Cholesterol and coronary heart disease: Future directions
    • 3. Grundy SM (1990). Cholesterol and coronary heart disease: future directions. JAMA 264:3053-3059.
    • (1990) JAMA , vol.264 , pp. 3053-3059
    • Grundy, S.M.1
  • 4
    • 0021350001 scopus 로고
    • The lipid research clinics coronary primary prevention trial results
    • 4. Lipid Research Clinics Program (1984). The lipid research clinics coronary primary prevention trial results. JAMA 251:351-374.
    • (1984) JAMA , vol.251 , pp. 351-374
  • 6
    • 0028883828 scopus 로고
    • For the west of Scotland coronary prevention study group. Prevention of coronary heart disease with pravastatin in men with hypercholesterolemia
    • 6. Shepherd J, Cobbe SM, Ford I, Isles CG, Lorimer AR, MacFarlane PW, McKillop JH, Packard CJ (1995). For the west of Scotland coronary prevention study group. Prevention of coronary heart disease with pravastatin in men with hypercholesterolemia. N Engl J Med 333:1301-1307.
    • (1995) N Engl J Med , vol.333 , pp. 1301-1307
    • Shepherd, J.1    Cobbe, S.M.2    Ford, I.3    Isles, C.G.4    Lorimer, A.R.5    MacFarlane, P.W.6    McKillop, J.H.7    Packard, C.J.8
  • 8
    • 0029031482 scopus 로고
    • Synthesis of 6-azacholesten-3-ones: Potent inhibitors of 5-reductase
    • 8. Haffner C (1995). Synthesis of 6-azacholesten-3-ones: potent inhibitors of 5-reductase. Tetrahedron Lett 36:4039-4042.
    • (1995) Tetrahedron Lett , vol.36 , pp. 4039-4042
    • Haffner, C.1
  • 9
    • 0028307474 scopus 로고
    • Synthesis of a B-homo 6-azaandrost-4-ene-3-one as a novel steroidal 5α-reductase inhibitor
    • 9. Maloney PR, Fang FG (1994). Synthesis of a B-homo 6-azaandrost-4-ene-3-one as a novel steroidal 5α-reductase inhibitor. Tetrahedron Lett 35:2823-2826.
    • (1994) Tetrahedron Lett , vol.35 , pp. 2823-2826
    • Maloney, P.R.1    Fang, F.G.2
  • 10
    • 0007175121 scopus 로고
    • 5-ketosteroid derivatives by catalytic β-stereoselective epoxidation
    • 5-ketosteroid derivatives by catalytic β-stereoselective epoxidation. Synthesis 389-391.
    • (1989) Synthesis , pp. 389-391
    • Marchon, J.-C.1    Ramasseul, R.2
  • 11
    • 0001428619 scopus 로고
    • Reaction of steroidal 4,5- and 5,6-epoxides with strong bases
    • 11. Holland HL, Jahangir (1983). Reaction of steroidal 4,5- and 5,6-epoxides with strong bases. Can J Chem 61:2165-2170.
    • (1983) Can J Chem , vol.61 , pp. 2165-2170
    • Holland, H.L.1    Jahangir2
  • 12
    • 0017092343 scopus 로고
    • 6α- And 6β-acetic acid derivatives of cholest-4-en-3-one and pregn-4-ene-3,20-dione
    • 12. Collins DJ, Horn CM, Welker VJ (1976). 6α- And 6β-acetic acid derivatives of cholest-4-en-3-one and pregn-4-ene-3,20-dione. Aust J Chem 29:2077-2085.
    • (1976) Aust J Chem , vol.29 , pp. 2077-2085
    • Collins, D.J.1    Horn, C.M.2    Welker, V.J.3
  • 13
    • 0020764119 scopus 로고
    • Nucleic acid related compounds. 42. A general procedure for the efficient deoxygenation of secondary alcohols. Regiospecific and stereoselective conversion of ribonucleosides to 2′-deoxynucleosides
    • 13. Robins MJ, Wilson JS, Hansske F (1983). Nucleic acid related compounds. 42. A general procedure for the efficient deoxygenation of secondary alcohols. Regiospecific and stereoselective conversion of ribonucleosides to 2′-deoxynucleosides. J Amer Chem Soc 105: 4059-4065.
    • (1983) J Amer Chem Soc , vol.105 , pp. 4059-4065
    • Robins, M.J.1    Wilson, J.S.2    Hansske, F.3
  • 14
    • 0027291622 scopus 로고
    • The invention of radical reactions. Part XXXI. Diphenylsilane: A reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo-compounds by radical chain chemistry
    • 14. Barton DHR, Jang DO, Jaszberenyi JC (1993). The invention of radical reactions. Part XXXI. Diphenylsilane: a reagent for deoxygenation of alcohols via their thiocarbonyl derivatives, deamination via isonitriles, and dehalogenation of bromo- and iodo-compounds by radical chain chemistry. Tetrahedron 49:7193-7214.
    • (1993) Tetrahedron , vol.49 , pp. 7193-7214
    • Barton, D.H.R.1    Jang, D.O.2    Jaszberenyi, J.C.3
  • 16
    • 0026577401 scopus 로고
    • Synthesis of ent-cholesterol, the unnatural enantiomer
    • 16. Rychnovsky SD, Mickus DE (1992). Synthesis of ent-cholesterol, the unnatural enantiomer. J Org Chem 57:2732-2736.
    • (1992) J Org Chem , vol.57 , pp. 2732-2736
    • Rychnovsky, S.D.1    Mickus, D.E.2
  • 17
    • 0001696956 scopus 로고
    • Stereospecific total synthesis of steroids via isoxazole annelation. dl-D-homotestosterone and dl-progesterone
    • 17. Stork G, McMurry JE (1967). Stereospecific total synthesis of steroids via isoxazole annelation. dl-D-homotestosterone and dl-progesterone. J Am Chem Soc 89:5464-5465.
    • (1967) J Am Chem Soc , vol.89 , pp. 5464-5465
    • Stork, G.1    McMurry, J.E.2
  • 18
    • 0001632979 scopus 로고
    • Alkylation and carbonation of ketones by trapping the enolates from the reduction of α,β-unsaturated ketones
    • 18. Stork G, Rosen P, Goldman N, Coombs RV, Tsuji J (1965). Alkylation and carbonation of ketones by trapping the enolates from the reduction of α,β-unsaturated ketones. J Am Chem Soc 87:275-286.
    • (1965) J Am Chem Soc , vol.87 , pp. 275-286
    • Stork, G.1    Rosen, P.2    Goldman, N.3    Coombs, R.V.4    Tsuji, J.5
  • 19
    • 0001160067 scopus 로고
    • Bile acid LXIX. Selective K-selectride reduction of 3,7-diketo steroids
    • 19. Tal DM, Frisch GD, Elliott WH (1984). Bile acid LXIX. Selective K-selectride reduction of 3,7-diketo steroids. Tetrahedron 40:851-854.
    • (1984) Tetrahedron , vol.40 , pp. 851-854
    • Tal, D.M.1    Frisch, G.D.2    Elliott, W.H.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.