1373395-19-7Relevant academic research and scientific papers
Total synthesis of 7′-desmethylkealiiquinone
Lima, Heather M.,Sivappa, Rasapalli,Yousufuddin, Muhammed,Lovely, Carl J.
, p. 2274 - 2277 (2012)
The total synthesis of an analogue of the marine alkaloid kealiiquinone has been completed through application of an intramolecular Diels-Alder reaction of an imidazole-containing enyne. Oxidative aromatization of the lactone adduct and N-methylation faci
Total syntheses and cytotoxicity of kealiiquinone, 2-deoxy-2- aminokealiiquinone and analogs
Das, Jayanta,Bhan, Arunoday,Mandal, Subhrangsu S.,Lovely, Carl J.
, p. 6183 - 6187 (2013)
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.
Total synthesis of 7′-desmethylkealiiquinone, 4′- desmethoxykealiiquinone, and 2-deoxykealiiquinone
Lima, Heather M.,Sivappa, Rasapalli,Yousufuddin, Muhammed,Lovely, Carl J.
, p. 2481 - 2490 (2014/04/17)
Synthetic approaches to the imidazonaphthoquinone core of kealiiquinone and related Leucetta-derived alkaloids are described. The polysubstituted benzimidazole framework can be constructed through intramolecular Diels-Alder reactions of propiolate-derived
