Inhibitors of sterol synthesis. Concerning the structure of 15 beta-methyl-5 alpha,14 beta-cholest-7-ene-3 beta,15 alpha-diol, an inhibitor of cholesterol biosynthesis.
The chemical synthesis of 3 beta-p-bromobenzoyloxy-15 beta-methyl-5 alpha,14 beta-cholest-7-en-15 alpha-ol from 15 beta-methyl-5 alpha, 14 beta-cholest-7-ene-3 beta,15 alpha-diol is described. The structure of the former compound was unambiguously determined by X-ray crystallographic analysis. The space group of the crystal was P2 with unit cell parameters a = 12.611 A, b = 9.826 A, c = 13.221 A, b = 91.71 degrees and Z = 2. The structure was solved by the heavy atom method and refined to a final R of 0.041. Asymmetry parameters indicated that ring A is a symmetrical chair, that rings B and C are half chairs, and that ring D is a 15 alpha-envelope.
Bowen
S T
ST
Department of Biochemistry, Rice University, Houston, TX 77251.
Parish
E J
EJ
Wilson
W K
WK
Schroepfer
G J
GJ
Quiocho
F A
FA
D000924:Anticholesteremic Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D002782:Cholestenes / Q000138:chemical synthesis*; D008968:Molecular Conformation
D000924:Anticholesteremic Agents; D002782:Cholestenes; C054713:15-methylcholest-7-ene-3,15-diol