Loading...
Please wait, while we are loading the content...
Similar Documents
New Δ8(14)-15-Ketosterols with an Oxygenated Side Chain
| Content Provider | Semantic Scholar |
|---|---|
| Author | Flegentov, H. Yu. Piir, E. A. Medvedeva, Natalia V. Tkachev, Ya. V. Timofeev, Vladimir P. Misharin, Alexander Yu. |
| Copyright Year | 2005 |
| Abstract | New analogues of 3β-hydroxy-5α-cholest-8(14)-en-15-one (15-ketosterol) with modified 17-chains [(22S,23S,24S)- and (22R,23R,24S)-3β-hydroxy-24-methyl-22,23-oxido-5α -cholest-8(14)-en-15- ones and (22RS,23ξ,24S)-24-methyl-5α-cholesta-8(14)-ene-3β, 22,23-triol-15-one] were synthesized from (22E,24S)-3β-acetoxy-24-methyl-5α-cholesta-8(14), 22-dien-15-one. The chiralities of their 22 and 23 centers were determined by NMR spectroscopy. The isomeric 22,23-epoxides effectively inhibited cholesterol biosynthesis in hepatoma Hep G2 cells (IC50 0.9±0.2 and 0.7±0.2 μM, respectively), and their activities significantly exceeded those of 15-ketosterol (IC50 4.0±0.5 μM), (22E,24S)-3β-hydroxy-24-methyl-5α-cholesta-8(14),22- dien-15-one (IC50 3.1±0.4 μM), and the 3β,22,23-triol synthesized (IC50 6.0±1.0 μM). |
| Starting Page | 279 |
| Ending Page | 285 |
| Page Count | 7 |
| File Format | PDF HTM / HTML |
| DOI | 10.1007/s11171-005-0038-0 |
| Volume Number | 31 |
| Alternate Webpage(s) | https://page-one.springer.com/pdf/preview/10.1007/s11171-005-0038-0 |
| Alternate Webpage(s) | https://doi.org/10.1007/s11171-005-0038-0 |
| Journal | Russian Journal of Bioorganic Chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
