Synthesis of 2alpha-substituted-14-epi-previtamin D3 and its genomic activity.
We synthesized and isolated 2 alpha-substituted analogs of 14-epi-previtamin D3 after thermal isomerization at 80 degrees C for the first time. The VDR binding affinity and transactivation activity of osteocalcin promoter in HOS cells were evaluated, and the 2 alpha-methyl-substituted analog was found to have greater genomic activity than 14-epi-previtamin D3.
Sawada
Daisuke
D
Faculty of Pharmaceutical Sciences, Teikyo University, Sagamiko, Kanagawa 229-0195, Japan.
Katayama
Tomoyuki
T
Tsukuda
Yuya
Y
Saito
Nozomi
N
Takano
Masashi
M
Saito
Hiroshi
H
Takagi
Ken-Ichiro
K
Ochiai
Eiji
E
Ishizuka
Seiichi
S
Takenouchi
Kazuya
K
Kittaka
Atsushi
A
D045744:Cell Line, Tumor; D002762:Cholecalciferol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006801:Humans; D015675:Osteocalcin / Q000235:genetics*; D011401:Promoter Regions, Genetic / Q000187:drug effects*; D011485:Protein Binding; D018167:Receptors, Calcitriol / Q000378:metabolism*; D014815:Vitamins / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
D018167:Receptors, Calcitriol; D014815:Vitamins; D015675:Osteocalcin; D002762:Cholecalciferol; C025168:previtamin D(3)