Enantioselective synthesis of (+)-chamaecypanone C: a novel microtubule inhibitor.

Angewandte Chemie
Suwei DongJohn A Porco

Abstract

A bicycle built for tubulin: The total synthesis of (+)-chamaecypanone C has been achieved by using a tandem retro-Diels-Alder/Diels-Alder cascade reaction (see scheme). Initial biological studies demonstrate that (+)-chamaecypanone C is an inhibitor of tubulin assembly and binds at the colchicine site.

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Citations

Nov 20, 2012·Chemical Reviews·Hélène Pellissier
Jun 22, 2013·Chemical Reviews·Scott E AllenMarisa C Kozlowski
Nov 1, 2012·Journal of the American Chemical Society·Suwei DongJohn A Porco
Sep 9, 2015·The Journal of Organic Chemistry·Effie GeorgopanouLazaros P Hadjiarapoglou
Jan 21, 2016·Chemistry : a European Journal·Wenbo LiJunliang Zhang
Jul 7, 2017·Chemical Communications : Chem Comm·Long Shao, Xiang-Ping Hu
Jan 8, 2016·Organic & Biomolecular Chemistry·Wangsheng SunRui Wang
Oct 23, 2009·Chemical Society Reviews·Jason PoulinLouis Barriault
Apr 21, 2011·Angewandte Chemie·Stéphane P Roche, John A Porco
Aug 11, 2011·Natural Product Reports·Luiz F Silva, Berit Olofsson
Mar 3, 2011·Chemistry : a European Journal·Chang-An GengJi-Jun Chen
Jan 29, 2011·Angewandte Chemie·Alexander Duschek, Stefan F Kirsch
Apr 19, 2012·Chemical Society Reviews·Claudio PalomoJesús M García
Feb 22, 2011·ChemSusChem·Muhammad IrfanC Oliver Kappe
Sep 6, 2019·Inorganica Chimica Acta·Tao A G LargeT Daniel P Stack
May 13, 2021·Organic & Biomolecular Chemistry·Ziying ZhangQilin Wang
Jan 22, 2013·Journal of the American Chemical Society·Robert J Phipps, F Dean Toste
Apr 5, 2014·The Journal of Organic Chemistry·Véronique I MartinAaron B Beeler
Apr 26, 2011·Journal of the American Chemical Society·Christian Borch JacobsenKarl Anker Jørgensen
Nov 17, 2021·The Journal of Organic Chemistry·Chandra Bhan PandeyBhoopendra Tiwari

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