Design and synthesis of histone deacetylase inhibitors: the development ofapicidin transition state analogs

Authors
Colletti, SL Myers, RW Darkin-Rattray, SJ Schmatz, DM Fisher, MH Wyvratt, MJ Meinke, PT
Citation
Sl. Colletti et al., Design and synthesis of histone deacetylase inhibitors: the development ofapicidin transition state analogs, TETRAHEDR L, 41(41), 2000, pp. 7837-7841
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
41
Year of publication
2000
Pages
7837 - 7841
Database
ISI
SICI code
0040-4039(20001007)41:41<7837:DASOHD>2.0.ZU;2-0
Abstract
A four step degradation of the C8 ethyl ketone of apicidin provided a route to the C6 aldehyde intermediate and several mechanism-based transition sta te inhibitors of histone deacetylase. The compounds generated herein deline ate the significance of apicidin's side chain, highlighted by the high affi nity C8 aldehyde and C8-keto-9,10-epoxide analogs of apicidin. (C) 2000 Els evier Science Ltd. All rights reserved.