Stereo-controlled synthesis of novel photoreactive γ-secretase inhibitors Journal Article
| Authors: | Yang, G.; Yin, Y. I.; Chun, J.; Shelton, C. C.; Ouerfelli, O.; Li, Y. M. |
| Article Title: | Stereo-controlled synthesis of novel photoreactive γ-secretase inhibitors |
| Abstract: | The stereoselective synthesis of novel photoreactive γ-secretase inhibitors 2 and 3 has been achieved. Key steps of the strategy involve preparation of α-N-Boc-epoxide 8 and formation of lactone 14 in a practical and stereo-controlled fashion. Compounds 2 and 3 are potent γ-secretase inhibitors and directly interact with presenilin-1, a catalytic subunit of γ-secretase. © 2008 Elsevier Ltd. All rights reserved. |
| Keywords: | unclassified drug; human cell; hela cells; drug design; structure activity relation; biological activity; crystallography, x-ray; chemical structure; ic 50; structure analysis; x ray crystallography; inhibitory concentration 50; models, chemical; alzheimer disease; synthesis; stereochemistry; gamma secretase inhibitor; amyloid precursor protein secretases; secretase; gamma secretase; presenilin 1; biotinylation; presenilin-1; enzyme active site; photoaffinity labeling; l 685458; aspartyl proteases; dipeptide isostere; photoreactivity; dipeptides; epoxy compounds; lactones; photochemistry |
| Journal Title: | Bioorganic & Medicinal Chemistry Letters |
| Volume: | 19 |
| Issue: | 3 |
| ISSN: | 0960-894X |
| Publisher: | Pergamon-Elsevier Science Ltd |
| Date Published: | 2009-01-01 |
| Start Page: | 922 |
| End Page: | 925 |
| Language: | English |
| DOI: | 10.1016/j.bmcl.2008.11.117 |
| PUBMED: | 19097779 |
| PROVIDER: | scopus |
| PMCID: | PMC3254698 |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 2" - "Export Date: 30 November 2010" - "CODEN: BMCLE" - "Source: Scopus" |
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