Synthesis of THIQ Derivatives as Potential Boron Neutron Capture Therapy Agents: N-Functionalized o-Carboranylmethyl Benzopiperidines

Abstract

A method for synthesizing o-carborane substituted tetrahydroisoquinolines containing a polar functional group such as sulfonic or phosphoric acid on the nitrogen atom of the piperidine ring, starting from N-(2-arylethyl)sulfamic acid or 2-arylethylamidophosphate, is described. In vitro studies showed that the desired compounds 7a and 10b accumulate to high levels in B-16 melanoma cells despite low cytotoxicity.

Key words

BNCT - o-carborane - tetrahydroisoquinoline - 2-arylethylamine - iminium ion

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