- Synthesis of cytotoxic furonaphthoquinones: Regiospecific synthesis of diodantunezone and 2-ethylfuronaphthoquinones
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Diodantunezone was first isolated from Lantana achyrantifolia (Verbenaceae) and originally assigned as 8-hydroxy-4,9-dihydronaphtho[2,3-b]furan-4,9-dione 1a but its structure was later revised to 5-hydroxy-4,9 dihydronaphtho[2,3-b]furan-4,9-dione 2a. The regiospecific synthesis of diodantunezone 2a and its methyl ether, 5-methoxy-4,9-dihydronaphtho[2,3-b]furan-4,9-dione 2b, is described. The preparation of two 2-ethylfuronaphthoquinones 14a and 14b is also described. All four quinones were shown to possess cytotoxic activity against three cell lines (1.3-17.4 μmol dm-3).
- Perry, Philip J.,Pavlidis, Vasilios H.,Hadfield, John A.
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p. 3195 - 3204
(2007/10/03)
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- FURANONAPHTHOQUINONES FROM TWO LANTANA SPECIES
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The structure of diodantunezone has been revised from 8- to 5-hydroxynaphthofuran-4,9-quinone.Both it and the 8-hydroxy isomer, isodiodantunezone, are present in Lantana achyrantifolia and L. camara.The latter also contains 6- and 7-methoxydiodantunezone, 6- and 7- methoxyisodiodantunezone, and 6- and 7-methoxynaphtofuran-4,9-quinones.
- Abeygunawardena, Chitrananda,Kumar, Vijaya,Marshall, David S.,Thomson, Ronald H.,Wickramaratne, D. B. Mahinda
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p. 941 - 945
(2007/10/02)
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