Synthesis of a regio-isomer of kealiiquinone, a marine benzimidazole alkaloid
Synthesis of a regio-isomer of kealiiquinone, a marine benzimidazole alkaloid
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DOI：
10.1039/b007560o
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发表时间：
2001-01-01
期刊：
影响因子：
--
通讯作者：
Ohishi, Y
中科院分区：
文献类型：
--
作者：
Nakamura, S;Tsuno, N;Ohishi, Y
Treatment of 1,3-dialkyl-2-(phenylthio)benzimidazolium salts 3 and 1,3-dialkyl-2-phenylthio-1H-imidazolium salts 7 with aq. K2CO3 gives 1,3-dialkyl-1,3-dihydrobenzimidazol-2-ones 4 and 1,3-dialkyl-1,3-dihydroimidazol-2-ones 8, respectively, in 22-94% yield. A regio-isomer 17 of kealiiquinone, a marine benzimidazole alkaloid, where the 4-methoxyphenyl group at the 4-position migrates to the 9-position, is synthesized by application of the reaction. Cytotoxity of 17 and kealiiquinone against 39 human cancer cells is evaluated. They have weak activity but a unique mechanism of action.
