European Journal of Medicinal Chemistry p. 561 - 577 (2016)
Update date:2022-08-17
Topics:
Nishiyama, Takashi
Hatae, Noriyuki
Yoshimura, Teruki
Takaki, Sawa
Abe, Takumi
Ishikura, Minoru
Hibino, Satoshi
Choshi, Tominari
We report a convenient synthesis of carbazole-1,4-quinone alkaloid koeniginequinones A and B using a tandem ring-closing metathesis with the dehydrogenation reaction sequence under an O2 atmosphere as an important step. Using this method, carbazole-1,4-quinones substituted at the 5-, 6-, 7-, and/or 8-positions have been synthesized. Moreover, 24 compounds, including koeniginequinones A and B, have been evaluated for their antiproliferative activity against HCT-116 and HL-60 cells, and the 6-nitro analog exhibited the most potent activity against both tumor cell types.
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