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Synthesis and evaluation of A-ring diastereomers of 1alpha,25-dihydroxy-22-oxavitamin D3 (OCT).

作者信息

Hatakeyama S, Okano T, Maeyama J, Esumi T, Hiyamizu H, Iwabuchi Y, Nakagawa K, Ozono K, Kawase A, Kubodera N

机构信息

Faculty of Pharmaceutical Sciences, Nagasaki University, Japan.

出版信息

Bioorg Med Chem. 2001 Feb;9(2):403-15. doi: 10.1016/s0968-0896(00)00259-5.

DOI:10.1016/s0968-0896(00)00259-5
PMID:11249133
Abstract

A-ring diastereomers of 1alpha,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1alpha,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1alpha,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-1alpha,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1alpha,25-dihydroxyvitamin D3 (1).

摘要

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