New tetracyclic psoralen-like compounds have been synthesized, which are characterized by two furan rings angularly condensed on the coumarin nucleus and are therefore called difurocoumarins. This structural feature may favour the intercalation into the DNA helix and then monofunctionally photoreaction with DNA bases. Their synthesis started from 5,7-dihydroxy-4-methylcoumarin, which was condensed with alpha -haloketones; the resulting ketoethers were then cyclized to give the title compounds.

Difurocoumarins: Psoralen analogs as photochemotherapeutic agents

CHILIN, ADRIANA;MANZINI, PAOLO;CAFFIERI, SERGIO;GUIOTTO, ADRIANO
2001

Abstract

New tetracyclic psoralen-like compounds have been synthesized, which are characterized by two furan rings angularly condensed on the coumarin nucleus and are therefore called difurocoumarins. This structural feature may favour the intercalation into the DNA helix and then monofunctionally photoreaction with DNA bases. Their synthesis started from 5,7-dihydroxy-4-methylcoumarin, which was condensed with alpha -haloketones; the resulting ketoethers were then cyclized to give the title compounds.
File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11577/2456759
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 10
  • ???jsp.display-item.citation.isi??? 10
social impact