Sythesis of deuterium and tritium labeled psoralens

Abstract

Abstract Deuterium and tritium labeled 4,5′,8‐trimethylpsoralen (), psoralen (), and angelicin (), have been prepared by D 2 O and T 2 O exchange with specific activities of 228‐253 mCi/mmol. Tritium labeled 4,5′,8‐trimethylpsoralen () with a specific activity of 17.6 Ci/mmol was prepared by catalytic reduction with tritium gas followed by dehydrogenation. Tritiated 4′‐hydroxymethyl‐4,5′,8‐trimethylpsoralen () with a specific activity of 12.0 Ci/mmol was obtained by reduction of the corresponding aldehyde with sodium borotritide and elaborated to 4′‐aminomethyl‐4,5′,8‐trimethylpsoralen () (12.0 Ci/mmol) by conversion of to the chloromethyl derivative followed by the Gabriel synthesis. Tritium labeled 8‐methoxypsoralen () was prepared by demethylation of unlabeled to the phenol followed by methylation with tritiated methyl iodide.