Synthesis of 2,2-dimethyl-1,25-dihydroxyvitamin D3: A-ring structural motif that modulates interactions of vitamin D receptor with transcriptional coactivators.
A concise synthesis of all four possible A-ring stereoisomers of 2,2-dimethyl-1,25-dihydroxyvitamin D3 and characterization of their distinct transcriptional features, which appear to have been inherited from the corresponding 2alpha-methyl derivatives, is reported.
Fujishima
Toshie
T
Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 199-0195, Japan.
Kittaka
Atsushi
A
Yamaoka
Kazuyoshi
K
Takeyama
Ken-ichi
K
Kato
Shigeaki
S
Takayama
Hiroaki
H
D000818:Animals; D019556:COS Cells; D002117:Calcitriol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D002417:Cattle; D002522:Chlorocebus aethiops; D008156:Luciferases / Q000235:genetics / Q000378:metabolism; D008745:Methylation; D015394:Molecular Structure; D018167:Receptors, Calcitriol / Q000378:metabolism*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D015534:Trans-Activators / Q000378:metabolism*; D015533:Transcriptional Activation
C481038:2,2-dimethyl-1,25-dihydroxyvitamin D3; D018167:Receptors, Calcitriol; D015534:Trans-Activators; D008156:Luciferases; D002117:Calcitriol