Difurocoumarins: Psoralen analogs as photochemotherapeutic agents

Authors
Chilin, A Manzini, P Caffieri, S Rodighiero, P Guiotto, A
Citation
A. Chilin et al., Difurocoumarins: Psoralen analogs as photochemotherapeutic agents, J HETERO CH, 38(2), 2001, pp. 431-434
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
38
Issue
2
Year of publication
2001
Pages
431 - 434
Database
ISI
SICI code
0022-152X(200103/04)38:2<431:DPAAPA>2.0.ZU;2-1
Abstract
New tetracyclic psoralen-like compounds have been synthesized, which are ch aracterized by two furan rings angularly condensed on the coumarin nucleus and are therefore called difurocoumarins. This structural feature may favou r the intercalation into the DNA helix and then monofunctionally photoreact ion with DNA bases. Their synthesis started from 5,7-dihydroxy-4-methylcoum arin, which was condensed with alpha -haloketones; the resulting ketoethers were then cyclized to give the title compounds.