SYNTHESIS OF CYTOTOXIC FURONAPHTHOQUINONES - REGIOSPECIFIC SYNTHESIS OF DIODANTUNEZONE AND 2-ETHYLFURONAPHTHOQUINONES

Citation
Pj. Perry et al., SYNTHESIS OF CYTOTOXIC FURONAPHTHOQUINONES - REGIOSPECIFIC SYNTHESIS OF DIODANTUNEZONE AND 2-ETHYLFURONAPHTHOQUINONES, Tetrahedron, 53(9), 1997, pp. 3195-3204
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
53
Issue
9
Year of publication
1997
Pages
3195 - 3204
Database
ISI
SICI code
0040-4020(1997)53:9<3195:SOCF-R>2.0.ZU;2-C
Abstract
Diodantunezone was first isolated horn Lantana achyrantifolia (Verbena ceae) and originally assigned as 8-hydroxy-4,9-dihydronaphtho[2,3-b]fu ran la but its structure was later revised to 5-hydroxy-4,9-dihydronap htho[2,3-b]furan-4,9-dione 2a. The regiospecific synthesis of diodantu nezone 2a and its methyl ether, 5-methoxy-4,9-dihydronaphtho[2,3-b]fur an-4,9-dione 2b, is described. The preparation of two 2-ethylfuronapht hoquinones 14a and 14b is also described. Ail four quinones were shown to possess cytotoxic activity against three cell lines(1.3-17.4 mu mo l dm(-3)). (C) 1997 Elsevier Science Ltd.