• Mild and Catalyst-Free Microwave-Assisted Synthesis of 4,6-Disubstituted 2-Methylthiopyrimidines – Exploiting Tetrazole as an Efficient Leaving Group

      Thomann, Andreas; Eberhard, Jens; Allegretta, Giuseppe; Empting, Martin; Hartmann, Rolf; Helmholtz Institute for Pharmaceutical Research Saarland (HIPS);Saarland University, Building A4.1, 66123 Saarbruecken, Germany.; Helmholtz-Institute for Pharmaceutical Research Saarland, Saarland University; Helmholtz-Institute for Pharmaceutical Research Saarland, Saarland University; Helmholtz-Institute for Pharmaceutical Research Saarland, Saarland University; Helmholtz-Institute for Pharmaceutical Research Saarland, Saarland University; et al. (2015-10-21)
    • Synthesis and Biological Evaluation of Novel 2-Substituted ­Analogues of (-)-Pentenomycin i

      Zisopoulou, Stavroula A.; Bousis, Spyridon; Haupenthal, Jörg; Herrmann, Jennifer; Müller, Rolf; Hirsch, Anna K.H.; Komiotis, Dimitri; Gallos, John K.; Stathakis, Christos I.; HIPS, Helmholtz-Institut für Pharmazeutische Forschung Saarland, Universitätscampus E8.1 66123 Saarbrücken, Germany. (Thieme, 2020-03-17)
      A library of novel 2-substituted derivatives of the antibiotic natural product pentenomycin I is presented. The new collection of analogues is divided in two main classes, 2-alkynyl- and 2-aryl- derivatives, which are accessed by the appropriate type of palladium-catalyzed cross-coupling reaction of the 2-iodo-protected pentenomycin I with suitable nucleophiles. The new derivatives were tested for their activity against certain types of bacteria and one of them, compound 8h, was found to exhibit significant inhibitory activity against several Gram-positive bacteria but also displayed cytotoxic activity against eukaryotic cell lines.