Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues

Authors
McMorris, TC Yu, J Lira, R Dawe, R MacDonald, JR Waters, SJ Estes, LA Kelner, MJ
Citation
Tc. Mcmorris et al., Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues, J ORG CHEM, 66(18), 2001, pp. 6158-6163
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
66
Issue
18
Year of publication
2001
Pages
6158 - 6163
Database
ISI
SICI code
0022-3263(20010907)66:18<6158:SSOAAI>2.0.ZU;2-J
Abstract
Many analogues of the antitumor agent irofulven have been readily prepared by replacing the allylic hydroxyl with a variety of nucleophiles. Analogues of acylfulvene (the precursor to irofulven) were also prepared by Michael reaction with acrolein. The toxicity of the analogues was determined, as we ll as preclinical antitumor activity. Several analogues exhibited good acti vity in mouse xenografts. Structural requirements for activity are discusse d.