TY - JOUR
T1 - Synthesis and evaluation of A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT)
AU - Hatakeyama, Susumi
AU - Okano, Toshio
AU - Maeyama, Junji
AU - Esumi, Tomoyuki
AU - Hiyamizu, Hiroko
AU - Iwabuchi, Yoshiharu
AU - Nakagawa, Kimie
AU - Ozono, Keiichi
AU - Kawase, Akira
AU - Kubodera, Noboru
PY - 2001
Y1 - 2001
N2 - A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1α,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1α,25-dihydroxy-22-oxavitamin D3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1α,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1α,25-dihydroxyvitamin D3 (1).
AB - A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1α,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1α,25-dihydroxy-22-oxavitamin D3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1α,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1α,25-dihydroxyvitamin D3 (1).
UR - http://www.scopus.com/inward/record.url?scp=0035077795&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0035077795&partnerID=8YFLogxK
U2 - 10.1016/S0968-0896(00)00259-5
DO - 10.1016/S0968-0896(00)00259-5
M3 - Article
C2 - 11249133
AN - SCOPUS:0035077795
VL - 9
SP - 403
EP - 415
JO - Bioorganic and Medicinal Chemistry
JF - Bioorganic and Medicinal Chemistry
SN - 0968-0896
IS - 2
ER -