Nonsteroidal benzophenone-containing analogues of cholesterol.
The four benzophenones, 10-13, containing the natural side chain of cholesterol (1) have been synthesized to explore whether the tetracyclic nucleus of 1 is essential for its biochemical properties. The syntheses of analogues 10, 11, and 13 feature efficient introduction of the alkyl side chain by Suzuki coupling. Preliminary biochemical evaluation of 10 and 12 suggests that the sterol tetracyclic nucleus is not required for biological compatibility with 1.
Gan
Yonghong
Y
Department of Chemistry, Dartmouth College, Hanover, New Hampshire 03755, USA.
Blank
David H
DH
Ney
Joshua E
JE
Spencer
Thomas A
TA
D001577:Benzophenones / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D002784:Cholesterol / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism; D005347:Fibroblasts; D008958:Models, Molecular; D015394:Molecular Structure
D001577:Benzophenones; C047723:benzophenone; D002784:Cholesterol