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Synthesis and characterization of polar functional group substituted mono- and bis-(o-carboranyl)-1,3,5-triazine derivatives |
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| Authors: | Chai-Ho Lee Young Ju Jung Sungdong Cho Sang Ook Kang |
| Institution: | a Department of Chemistry and Institute of Basic Natural Science, Wonkwang University, Iksan, Jeonbuk 570-749, Republic of Korea b Department of Chemistry, College of Natural Science, Chosun University, Dong-gu, Kwangju 501-759, Republic of Korea c Department of Chemistry, Gakushuin University, Toshima, Tokyo 171-8588, Japan d Department of Chemistry, Korea University, 208 Seochang, Chungnam 339-700, Republic of Korea |
| Abstract: | Synthesis, structural characterization, and biological activity studies of o-carborane-substituted 1,3,5-triazines (9-12) containing polar functional groups such as methoxyethyl and t-butoxycarbonylmethyl amine units are described. De-methylation of di(methoxyethyl)amine functionalized triazines 9 and 10 resulted in the production of di(hydroxyethyl)amine derivatives 13 and 14. NMR (1H and 13C) and X-ray crystallographic studies confirmed the structures derived from the sequential o-carborane substitution on the 1,3,5-triazine core. Preliminary in vitro studies revealed that compounds 9, 10, 13, and 14, despite their low cytotoxicity, accumulated at high levels in B-16 melanoma cells. |
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