Synthesis and biological activity of C-4 and C-15 Aryl azide derivatives of anguidine

Abstract

Potential trichothecene photoaffinity reagents were prepared by coupling either the C-4 or C-15 alcohols derived from anguidine with (3-azido-5-methoxyphenoxy) acetic acid, 4-(3-azido-5-methoxyphenoxy)butyric acid, or N-(3-azido-5-methoxyphenyl) N'-(carboxymethyl) urea. The C-15 anguidine deriviatives of (3-azido-5-methoxyphenoxy)acetic acid and (3-azido-4-iodo-5-methoxyphenoxy) acetic acid possessed protein synthesis inhibition activity comparable to that of anguidine itself in Chinese hamster ovary and African Green Monkey kidney cell lines.