DOUBLE-HEADED MOLECULES BASED ON LINEAR OR ANGULAR PSORALEN AND ALPHA-METHYLENE-GAMMA-BUTYROLACTONE - A SEARCH FOR NON-PHOTOTOXIC POTENTIALANTIPROLIFERATIVE COMPOUNDS
C. Bussey et al., DOUBLE-HEADED MOLECULES BASED ON LINEAR OR ANGULAR PSORALEN AND ALPHA-METHYLENE-GAMMA-BUTYROLACTONE - A SEARCH FOR NON-PHOTOTOXIC POTENTIALANTIPROLIFERATIVE COMPOUNDS, Bioorganic & medicinal chemistry letters, 3(6), 1993, pp. 1283-1286
Two double-headed molecules have been synthesised by linking a photore
active linear 1 or angular 2 psoralen via a straight ten-carbons chain
to an electrophilic alpha-methylene-gamma-butyrolactone. Their photot
oxicity was then evaluated by the mouse ear-swelling test and compared
with that of the reference compounds 5-methoxypsoralen and angelicin.
Compounds 1 and 2 were found to be non-phototoxic at concentrations 1
20 fold higher than the minimal phototoxic dose of 5-MOP.