2001
DOI: 10.1021/jo010458z
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Structure−Activity Studies of Antitumor Agent Irofulven (Hydroxymethylacylfulvene) and Analogues

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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Cited by 23 publications
(22 citation statements)
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“…334,335 Clearly, the specific aim of these studies is related to selectivity, but ecological concepts also have to be considered. Their interest as additives for fuels was reported later from aliphatic alcohols by a homogeneous or heterogeneous acid catalysis.…”
Section: Glycerol Ether Synthesis Via Acid Catalysismentioning
confidence: 99%
“…334,335 Clearly, the specific aim of these studies is related to selectivity, but ecological concepts also have to be considered. Their interest as additives for fuels was reported later from aliphatic alcohols by a homogeneous or heterogeneous acid catalysis.…”
Section: Glycerol Ether Synthesis Via Acid Catalysismentioning
confidence: 99%
“…Illudane-type sesquiterpenoids are among the best-known bioactive compounds made by Basidiomycota. They exhibit potent antitumor, antiviral, and antibacterial activity [147][148][149][150][151][152] and have been isolated from several mushrooms [153][154][155][156][157][158][159][160][161][162][163][164][165][166]. Omphalotus olearius was identified decades ago as a prolific producer of anticancer illudin M and S [152,[167][168][169].…”
Section: Sesquiterpenoid Biosynthetic Pathways In Basidiomycotamentioning
confidence: 99%
“…The key features concluded for anti-proliferative activity were α,β-unsaturated ketones and cyclopropylmethyl carbinol. They also publicized that hydroxymethyl group and long chain substitutions could possibly produce better features for curing tumor cells [70].…”
Section: Maitake Mushroomsmentioning
confidence: 99%