Irofulven

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ImageFile=Irofulven.svg
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IUPACName=(5'R)-5'-hydroxy-1'-(hydroxymethyl)-2',5',7'-trimethyl-
spiro [cyclopropane-1,6'-indene] -4'-one
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PubChem=148189
SMILES=C [C@@] 1(O) [C@] 2(CC2)C(C)=C3C(C1=O)=CC(C)=C3CO
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Formula=C₁₅H₁₈O₃
MolarMass=246.302 g/mol
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Irofulven or 6-hydroxymethylacylfulvene (also known as HMAF of MGI-114) is a substance that is used in the treatment of cancer. It belongs to the family of drugs called alkylating agents.

Irofulven is an analogue of illudin S, a sesquiterpene toxin found in mushrooms of the genus "Omphalotus". The compound was oringally synthesized by Dr. Trevor McMorris (UCSD) and found to have anticancer properties by Dr. Michael J Kelner (UCSD). [cite journal |author=MacDonald JR, Muscoplat CC, Dexter DL, Mangold GL, Chen SF, Kelner MJ, McMorris TC, Von Hoff DD |title=Preclinical antitumor activity of 6-hydroxymethylacylfulvene, a semisynthetic derivative of the mushroom toxin illudin S |journal=Cancer Res. |volume=57 |issue=2 |pages=279–83 |year=1997 |pmid=9000568 [http://cancerres.aacrjournals.org/cgi/reprint/57/2/279 Free full text] ]

References

Kelner MJ, McMorris TC, Estes L, Wang W, Samson KM, Taetle R. Efficacy of HMAF (MGI-114) in the MV522 metastatic lung carcinoma xenograft model nonresponsive to traditional anticancer agents. Invest New Drugs 14(2) 161-167, 1996