Bratoeff, E., Zambrano, A., Heuze, I., Palacios, A., Ramirez, D. and Cabeza, M. (2010) Synthesis and Biological Activity of Progesterone Derivatives as 5α-Reductase Inhibitors, and Their Effect on Hamster Prostate Weight. Journal of Enzyme Inhibition and Medicinal Chemistry, 25, 306-311.
http://dx.doi.org/10.3109/14756360903179401

has been cited by the following article:

• TITLE: Crystal Structure and Synthesis of 3β-(p-Iodobenzoyloxy)-16α,17α-Epoxypregn-4-En-6,20-Dione

  AUTHORS: Alejandra Chávez-Riveros, Marisa Cabeza, Eugene Bratoeff, Manuel Soriano-García

  KEYWORDS: Progesterone Derivatives, Androgen Receptor, 5-Alpha-Reductase Inhibitors, Human Prostate

  JOURNAL NAME: Crystal Structure Theory and Applications, Vol.3 No.2, June 25, 2014

  ABSTRACT: 3β-(p-iodobenzoyloxy)-16α,17α-epoxypregn-4-en-6,20-dione (7), C28H31O5I, was synthesized from the commercially available 16-dehydropregnenolone acetate. X-ray diffraction analysis of (1) demonstrated that it consisted of four rings, three six-membered rings (A, B and C) and one five-membered ring (D). A, B, C and D rings occur in an envelope, deformed chair, deformed chair, and the half chair conformations, respectively. The absolute configurations of 7 for the chiral centers are 3S, 8S, 9S, 10R, 13S and 14S. The crystal of 3β-(p-iodobenzoyloxy)-16α,17α-epoxypregn-4-en-6,20-dione is in monoclinic crystal system with space group P21, lattice constants: a = 10.8567 (11), b = 7.5479 (7), c = 16.0391 (16) Å, β = 109.473 (1)°, V = 1239.1 (2) Å3, Dx = 1.518 g/cm3 and Z = 2. The molecules in the crystal are stabilized by C-H···O interactions and van der Waals forces.