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Synthesis of cytotoxic furonaphthoquinones: Regiospecific synthesis of diodantunezone and 2-ethylfuronaphthoquinones

✍ Scribed by Philip J Perry; Vasilios H Pavlidis; John A Hadfield

Book ID
104207611
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
531 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

Diodantunezone was first isolated from Lantana achyrantifolia (Verbenaceae) and originally assigned as 8-hydroxy-4,9-dihydronaphtho[2,3-b]furan-4,9-diooe la but its structure was later revised to 5-hydroxy-4,9-dihydronaphthol2,3-b]furan-4,9-dione 2a. The regiospecific synthesis of diodantunezone 2a and its methyl ether, 5-methoxy-4,9-dthydronaphtho[2,3-b]furan-4,9-dione 2b, is described. The preparation of two 2-ethylfuronaphthoquinones 14a and 14b is also described. All four quinooes were shown to possess cytotoxic activity against three cell lines (1.3-17.4 ltmol dm-3).

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