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Collect. Czech. Chem. Commun. 2007, 72, 1472-1498
https://doi.org/10.1135/cccc20071472

Pentenolide Analogues of Antifungal Butenolides: Strategies Towards 3,6-Disubstituted Pyranones and Unexpected Loss of Biological Effect

Ivan Šnajdr, Jan Pavlík, Radan Schiller, Jiří Kuneš and Milan Pour*

Centre For New Antivirals and Antineoplastics, Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Charles University, Heyrovského 1203, CZ-500 05 Hradec Králové, Czech Republic

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  • Špulák Marcel, Ghavre Mukund, Pour Milan: Recent advances in the transition-metal catalyzed synthesis of multisubstituted pentenolides and related pyranones. Tetrahedron Letters 2017, 58, 263. <https://doi.org/10.1016/j.tetlet.2016.11.103>
  • Matoušová Eliška, Růžička Aleš, Kuneš Jiří, Králová Jarmila, Pour Milan: TFP as a ligand in Au(i)-catalyzed dihydropyran synthesis. Unprecedented rearrangement of dihydropyrans into cyclopentenones. Chemical Communication 2011, 47, 9390. <https://doi.org/10.1039/c1cc13525b>
  • Šenel Petr, Tichotová Lucie, Votruba Ivan, Buchta Vladimír, Špulák Marcel, Kuneš Jiří, Nobilis Milan, Krenk Ondřej, Pour Milan: Antifungal 3,5-disubstituted furanones: From 5-acyloxymethyl to 5-alkylidene derivatives. biorg med chem 2010, 18, 1988. <https://doi.org/10.1016/j.bmc.2010.01.030>
  • Schiller Radan, Tichotová Lucie, Pavlík Jan, Buchta Vladimír, Melichar Bohuslav, Votruba Ivan, Kuneš Jiří, Špulák Marcel, Pour Milan: 3,5-Disubstituted pyranone analogues of highly antifungally active furanones: Conversion of biological effect from antifungal to cytostatic. Bioorganic & Medicinal Chemistry Letters 2010, 20, 7358. <https://doi.org/10.1016/j.bmcl.2010.10.052>
  • Pavlík Jan, Šnajdr Ivan, Kuneš Jiří, Špulák Marcel, Pour Milan: A Short Entry to α-Substituted γ-Alkylidene Pentenolides. Synthesis and Preliminary Biological Evaluation of Novel Gelastatin Analogues. J. Org. Chem. 2009, 74, 703. <https://doi.org/10.1021/jo802082t>
  • Snajdr Ivan, Pavlik Jan, Schiller Radan, Kunes Jiri, Pour Milan: ChemInform Abstract: Pentenolide Analogues of Antifungal Butenolides: Strategies Towards 3,6‐Disubstituted Pyranones and Unexpected Loss of Biological Effect. ChemInform 2008, 39. <https://doi.org/10.1002/chin.200821138>