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Exploiting an intramolecular Diels-Alder cyclization/dehydro-aromatization sequence for the total syntheses of ellipticines and calothrixin B.

Organic & biomolecular chemistry

Deng C, Liu Y, Xu M, Xie K, Liu S.
PMID: 33491728
Org Biomol Chem. 2021 Feb 18;19(6):1395-1403. doi: 10.1039/d0ob02527e.

The tetracyclic and pentacyclic skeletons of pyrido and quinolinocarbazole alkaloids have been synthesized via a unified strategy. The prominent key step involved a Diels-Alder intramolecular cyclization/dehydro-aromatization sequence. From these carbazole-lactam cores, linear syntheses have been developed for ellipticines and...

Synthesis and Evaluation of Novel Ellipticines and Derivatives as Inhibitors of .

Pathogens (Basel, Switzerland)

McKee ML, Zheng L, O'Sullivan EC, Kehoe RA, Doyle Prestwich BM, Mackrill JJ, McCarthy FO.
PMID: 32664299
Pathogens. 2020 Jul 10;9(7). doi: 10.3390/pathogens9070558.

The pathogen

Novel 11-Substituted Ellipticines as Potent Anticancer Agents with Divergent Activity against Cancer Cells.

Pharmaceuticals (Basel, Switzerland)

Miller CM, O'Sullivan EC, McCarthy FO.
PMID: 31207878
Pharmaceuticals (Basel). 2019 Jun 14;12(2). doi: 10.3390/ph12020090.

Ellipticines have well documented anticancer activity, in particular with substitution at the 1-, 2-, 6- and 9-positions. However, due to limitations in synthesis and coherent screening methodology the full SAR profile of this anticancer class has not yet been...

Showing 1 to 3 of 3 entries