Total syntheses and cytotoxicity of kealiiquinone, 2-deoxy-2-aminokealiiquinone and analogs.

Total syntheses and cytotoxicity of kealiiquinone, 2-deoxy-2-aminokealiiquinone and analogs.
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DOI:
10.1016/j.bmcl.2013.08.093
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发表时间:
2013-11-15
影响因子:
2.7
通讯作者:
Lovely, Carl J.
Lovely, Carl J.
中科院分区:
医学4区
文献类型:
--
作者:
Das, Jayanta;Bhan, Arunoday;Mandal, Subhrangsu S.;Lovely, Carl J.

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Concise syntheses of two Leucetta-derived naphthimidazole alkaloids, kealiiquinone and 2-deoxy-2-aminokealiiquinone, are described based on a biosynthetic-guided hypothesis. Advanced intermediates containing the full naphthimidazole framework are constructed through Friedel-Crafts chemistry followed by oxidation of the electron rich C-ring with hydrogen peroxide. The cytotoxicity of these alkaloids in a breast cancer cell line along with several closely related marine-derived natural products kealiinines A-C and analogs are reported.
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