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Natural product based inhibitors of the thioredoxin-thioredoxin reductase system

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Wipf, Peter
Lynch, Stephen M.
Birmingham, Anne
Tamayo Castillo, Giselle
Jiménez Ardón, Allan Miguel
Campos, Nefertiti
Powis, Garth

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Abstract

Spiroketal naphthodecalins are readily assembled by Barton's base mediated Ullmann binaphthyl ether coupling, Dakin reactions and hypervalent iodine spirocyclization. The core structures can be further diversified by enone addition and Stille coupling reactions. Nanomolar inhibitors for the Trx/TrxR redox control system were prepared by this approach and compared to series of natural product isolates. Cytotoxicity in MCF-7 cell assays ranged from an IC50 of 1.6 to >100 microM.

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Thioredoxin, Natural products, Inhibitors

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https://www.ncbi.nlm.nih.gov/nlmcatalog?term="Org+Biomol+Chem"%5BTitle+Abbreviation%5D

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