論文 - 詳細
| RRC ID | 72919 |
|---|---|
| 著者 | Iwasaki H, Miyamoto Y, Hosotani R, Nakano Y, Konno K, Takayama H. |
| タイトル | Synthesis and biological evaluation of (23R)- and (23S)-24,24-difluoro-1 alpha,23,25-trihydroxyvitamin D3. |
| ジャーナル | Chem Pharm Bull (Tokyo) |
| Abstract |
The syntheses and biological evaluations of (23R)- and (23S)-24,24-difluoro-1 alpha,23,25-trithydroxyvitamin D3 (3a and 3b), new C-24 fluorinated analogs of 1 alpha,25-dihydroxyvitamin D3, are described. The syntheses of these compounds were achieved in 3 steps from (5Z,7E,20R)-1 alpha,3 beta-bis-[(tert-butyldimethylsilyl)oxy]-20-formylmethyl-9,10-seco- 5,7,10(19) pregnatriene (5) which is derived from vitamin D2. The absolute configuration at the C-23 position of 3a and 3b was determined by the modified Mosher method. The relative affinities of 3a and 3b to the vitamin D receptor were both 10 and 14 times lower than that of 1 alpha,25-dihydroxyvitamin D3 (1), and to vitamin D binding protein were also both 130 and 40 times lower. The HL-60 cell differentiating activity of 3a was 6 times more potent than that of 1, while there was no remarkable difference in activity between 3b and 1. |
| 巻・号 | 46(12) |
| ページ | 1932-5 |
| 公開日 | 1998-12-1 |
| DOI | 10.1248/cpb.46.1932 |
| PMID | 9880913 |
| MeSH | Animals Calcitriol / analogs & derivatives* Calcitriol / chemical synthesis Calcitriol / chemistry Calcitriol / pharmacology Cell Differentiation / drug effects Drug Evaluation HL-60 Cells Humans Magnetic Resonance Spectroscopy Male Molecular Structure Rats Rats, Sprague-Dawley |
| IF | 1.416 |
| オルトメトリクス指標 |
オルトメトリクス指標項目
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| 最多言及媒体 | Patent(IFI CLAIMS) |
| 各媒体での言及数の合計 | 7 |
| 過去6か月間でのオルトメトリクス指標の変動値 | 0.0 |
| リソース情報 | |
| ヒト・動物細胞 | HL60(RCB0041) |