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. 2001 Sep 7;66(18):6158-63.
doi: 10.1021/jo010458z.

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

T C McMorris  1 , J Yu, R Lira, R Dawe, J R MacDonald, S J Waters, L A Estes, M J Kelner
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Structure-activity studies of antitumor agent irofulven (hydroxymethylacylfulvene) and analogues

T C McMorris et al. J Org Chem. .

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 well as preclinical antitumor activity. Several analogues exhibited good activity in mouse xenografts. Structural requirements for activity are discussed.

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