Hypoxic radiosensitizers: substituted styryl derivatives.
A number of novel styryl epoxides, N-substituted-styryl-ethanolamines, N-mono and N,N'-bis-(2-hydroxyethyl)-cinnamamides--analogues to the known radiosensitizers RSU-1069, pimonidazole and etanidazole--display selective hypoxic radiosensitizing activity. The styryl group, especially when substituted by electron withdrawing groups, was found to be bioisosteric to the nitroimidazolyl functionality. The most active derivative 2-(2'-nitrophenyl)ethen-1-yl-oxirane 8a displayed a sensitizer enhancement ratio (SER) of 5 relative to misonidazole.
Nudelman
A
A
Chemistry Department, Bar Ilan University, Ramat Gan, Israel.
Falb
E
E
Odesa
Y
Y
Shmueli-Broide
N
N
D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D005720:Gamma Rays; D011838:Radiation-Sensitizing Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D013343:Styrenes / Q000138:chemical synthesis* / Q000494:pharmacology
D011838:Radiation-Sensitizing Agents; D013343:Styrenes