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Streamlined Total Synthesis of Trioxacarcins and Its Application to the Design, Synthesis, and Biological Evaluation of Analogues Thereof. Discovery of Simpler Designed and Potent Trioxacarcin Analogues
journal contribution
posted on 2017-10-19, 20:45 authored by K. C. Nicolaou, Pengxi Chen, Shugao Zhu, Quan Cai, Rohan D. Erande, Ruofan Li, Hongbao Sun, Kiran Kumar Pulukuri, Stephan Rigol, Monette Aujay, Joseph Sandoval, Julia GavrilyukA streamlined total synthesis of
the naturally occurring antitumor
agents trioxacarcins is described, along with its application
to the construction of a series of designed analogues of these complex
natural products. Biological evaluation of the synthesized compounds
revealed a number of highly potent, and yet structurally simpler,
compounds that are effective against certain cancer cell lines, including
a drug-resistant line. A novel one-step synthesis of anthraquinones
and chloro anthraquinones from simple ketone precursors and
phenylselenyl chloride is also described. The reported work,
featuring novel chemistry and cascade reactions, has potential applications
in cancer therapy, including targeted approaches as in antibody–drug
conjugates.
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cancer cell linesseriesconjugateagentApplicationPotenttrioxaanaloguenovel chemistrySimplerdrug-resistant lineanthracascade reactionsBiological Evaluationapplicationapproachketone precursorsTrioxasynthesisphenylantitumorBiological evaluationconstructionStreamlinedcompoundAnalogues ThereofchlorideSynthesiantibodycancer therapychloro
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