G. Wurm et Hj. Gurka, 1,4-NAPHTHOQUINONES .23. 2 3-HALOGENO-2/3 -NITROPHENYL-JUGLONE DERIVATIVES, SYNTHESIS AND CYTOTOXIC PROPERTIES/, Archiv der pharmazie, 327(10), 1994, pp. 627-630
Radical arylation of 1,4-naphthoquinones is possible by oxidative deca
rboxylation of 2- and 4-nitrobenzoic acid. With 2- and 3-halogenojuglo
ne derivatives the 4-nitrophenyl compounds 10-13 are prepared in good,
the 2-nitrophenyl analogues 14-17 only in poor yields. - All compound
s are inactive against the virus types HSV and HIV and their marked cy
totoxicity in part depends on the substitution pattern. The 3-aryl and
o-nitro derivatives are more active than their 2-aryl and p-nitro ana
logues and the influence of the chloro or bromo substitution is only r
emarkable in the case of 12/13.