Syntheses of psoralen analogues and evaluation of their inhibition of epidermal growth factor binding.
An exchange hydrogenation reaction on trioxsalen yields two isomeric dihydro analogues for which a combined HPLC-supercritical fluid chromatography method supplies purified materials. These reduced compounds and a related benzodipyranone are biologically active and inhibit the binding of epidermal growth factor on HeLa cells to an even greater extent than trioxsalen. This observation suggests a non-DNA target may play a role in the overall effects of psoralens on cells.
Institute for Health Sciences, Lehigh University, Bethelehem, PA 18015.
N D
ND
Heindel
J M
JM
Van Dongen
B S
BS
Sachais
J H
JH
Phillips
M A
MA
Gallo
J D
JD
Laskin
D001667:Binding, Competitive / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D004815:Epidermal Growth Factor / Q000378:metabolism*; D011564:Furocoumarins / Q000138:chemical synthesis* / Q000494:pharmacology; D006367:HeLa Cells; D006801:Humans; D007202:Indicators and Reagents; D007457:Iodine Radioisotopes; D013056:Spectrophotometry, Ultraviolet
D011564:Furocoumarins; D007202:Indicators and Reagents; D007457:Iodine Radioisotopes; D004815:Epidermal Growth Factor