Synthesis and radioiodination of some 9‐aminoacridine derivatives for potential use in radionuclide therapy

Abstract

Abstract Three derivatives of the DNA intercalating compound 9‐aminoacridine, were prepared and radioiodinated for biological experiments. The compounds are the stannyl derivatives 3‐{4‐[3‐(acridin‐9‐ylamino)‐propoxy]‐3‐trimethylstannyl‐phenyl}‐propionic acid and acridin‐9‐yl‐{3‐[4‐(2‐amino‐ethyl)‐2‐trimethylstannyl‐phenoxy]‐propyl}‐amine which were synthesized from the corresponding iodo derivatives by palladium catalyzed reactions, and 4‐[2‐(acridin‐9‐ylamino)‐ethyl]‐phenol. The two stannylated compounds and the phenol were used as precursors for radioiodination and were labeled with 125 I using chloramine‐T as an oxidant achieving high‐to‐excellent yields. Copyright © 2005 John Wiley & Sons, Ltd.