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Synlett 2006(2): 275-278  
DOI: 10.1055/s-2006-926222
LETTER
© Georg Thieme Verlag Stuttgart · New York

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

Chai-Ho Lee*a, Jung Mee Oha, Jong-Dae Leeb, Hiroyukiki Nakamurac, Jaejung Ko*b, Sang Ook Kang*b
a Department of Bionanochemistry and Institute of Basic Natural Science, Wonkwang University, Iksan, Jeonbuk 570-74, South Korea
b Department of Chemistry, Korea University, 208 Seochang, Chungnam 339-700, South Korea
Fax: +82(41)8675396; e-Mail: sangok@korea.ac.kr;
c Department of Chemistry, Faculty of Science, Gakushuin University, Toshima, Tokyo 171-8588, Japan
Further Information

Publication History

Received 28 July 2005
Publication Date:
24 January 2006 (online)

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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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