Synthesis and anabolic/androgenic evaluation of novel 9α-fluorosteroids

Synthesis and anabolic/androgenic evaluation of novel 9α-fluorosteroids / M. Reyes-Moreno, J.A. Ruiz-García, Y. Ibarra-Reyes, A. Fuente-Hernández, H. Vélez-Castro, I. Hernández-Balmaseda, I. Martínez-Hormaza, I. Rodeiro-Guerra, J. Sandoval Ramírez, S. Meza Reyes, S. Montiel-Smith. - (European Journal of Medicinal Chemistry 44 (2009) 11 (November); p. 4567-4571)

  • PMID: 19615789
  • DOI: 10.1016/j.ejmech.2009.06.025


Abstract

3Beta,11beta-dihydroxy-9alpha-fluor-5alpha-androstane-17-one (2), 3beta-acetoxy-9alpha-fluor-11beta-hydroxy-5alpha-androstane-17-one (3), 3beta-acetoxy-9alpha-fluor-11beta,17beta-dihydroxy-5alpha-androstane (4), 3beta,17beta-diacetoxy-9alpha-fluor-11beta-hydroxy-5alpha-androstane (5), 3beta-acetoxy-9alpha-fluor-11beta-hydroxy-5alpha-androstane 17beta-propionate (6), 3beta-acetoxy-9alpha-fluor-11beta-hydroxy-5alpha-androstane 17beta-enanthate (7), 3beta-acetoxy-9alpha-fluor-11beta-hydroxy-5alpha-androstane 17beta-isobutyrate (8) were synthesized in the present study. Compounds 2 and 8 exhibited higher anabolic activity than the rest of the synthesized compounds. The structure of all these newly synthesized compounds was confirmed by analytic spectral data (mass, (1)H NMR and (13)C NMR).

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Science
Research / Study
Date
1 July 2009
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Fuente-Hernández, A.
Ibarra-Reyes, Y.
Meza Reyes, S.
Montiel-Smith, S.
Reyes-Moreno, M.
Rodeiro-Guerra, I.
Ruiz-Garcia, J.A.
Sandoval Ramírez, J.
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Cuba
Mexico
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English
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Benemérita Universidad Autónoma de Puebla (BUAP) - Meritorious Autonomous University of Puebla
Centro de Química Farmacéutica (CQF)
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22 April 2021
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