Dr. Tobias Voigt, Dr. Claas Gerding-Reimers, M. Sc. Tuyen Thi Ngoc Tran, M. Sc. Sabrina Bergmann, Dr. Hugo Lachance, Beate Schölermann, Dipl.-Ing. Andreas Brockmeyer, Dr. Petra Janning, Dr. Slava Ziegler and Prof. Dr. Herbert Waldmann A Natural Product Inspired Tetrahydropyran Collection Yields Mitosis Modulators that Synergistically Target CSE1L and Tubulin Angewandte Chemie International Edition 52
Version of Record online: 18 OCT 2012 | DOI: 10.1002/anie.201205728
A Prins cyclization between a polymer-bound aldehyde and a homoallylic alcohol served as the key step in the synthesis of tetrahydropyran derivatives. A phenotypic screen led to the identification of compounds that inhibit mitosis (as seen by the accumulation of round cells with condensed DNA and membrane blebs; see picture). These compounds were termed tubulexins as they target the CSE1L protein and the vinca alkaloid binding site of tubulin.
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