التفاصيل البيبلوغرافية
| العنوان: |
Seco-B-Ring Steroidal Dienynes with Aromatic D Ring: Design, Synthesis and Biological Evaluation |
| المؤلفون: |
Marcin Szybinski, Pawel Brzeminski, Adrian Fabisiak, Klaudia Berkowska, Ewa Marcinkowska, Rafal Sicinski |
| المصدر: |
International Journal of Molecular Sciences; Volume 18; Issue 10; Pages: 2162 |
| بيانات النشر: |
Multidisciplinary Digital Publishing Institute |
| سنة النشر: |
2017 |
| المجموعة: |
MDPI Open Access Publishing |
| مصطلحات موضوعية: |
steroidal dienynes, B-seco steroids, Sonogashira reaction, vitamin D receptor, HL-60 cell differentiation |
| جغرافية الموضوع: |
agris |
| الوصف: |
Continuing our structure-activity studies on the vitamin D analogs with the altered intercyclic seco-B-ring fragment, we designed compounds possessing dienyne system conjugated with the benzene D ring. Analysis of the literature data and the docking experiments seemed to indicate that the target compounds could mimic the ligands with a good affinity to the vitamin D receptor (VDR). Multi-step synthesis of the C/D-ring building block of the tetralone structure was achieved and its enol triflate was coupled with the known A-ring fragments, possessing conjugated enyne moiety, using Sonogashira protocol. The structures of the final products were confirmed by NMR, UV and mass spectroscopy. Their binding affinities for the full-length human VDR were determined and it was established that compound substituted at C-2 with exomethylene group showed significant binding to the receptor. This analog was also able to induce monocytic differentiation of HL-60 cells. |
| نوع الوثيقة: |
text |
| وصف الملف: |
application/pdf |
| اللغة: |
English |
| Relation: |
Biochemistry; https://dx.doi.org/10.3390/ijms18102162 |
| DOI: |
10.3390/ijms18102162 |
| الاتاحة: |
https://doi.org/10.3390/ijms18102162 |
| Rights: |
https://creativecommons.org/licenses/by/4.0/ |
| رقم الانضمام: |
edsbas.A33FF3D0 |
| قاعدة البيانات: |
BASE |