Natural product-derived modulators of cell cycle progression and viral entry by enantioselective oxa Diels-Alder reactions on the solid phase

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2007
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Leßmann, Torben
Leuenberger, Michele G.
Menninger, Sascha
Lopez-Canet, Meritxell
Müller, Oliver
Hümmer, Stefan
Korn, Kerstin
Fava, Eugenio
Zerial, Marino
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Chemistry & Biology. 2007, 14(4), pp. 443-451. ISSN 1074-5521. Available under: doi: 10.1016/j.chembiol.2007.02.008
Zusammenfassung

The underlying frameworks of natural product classes with multiple biological activities can be regarded as biologically selected and prevalidated starting points in vast chemical structure space in the development of compound collections for chemical biology and medicinal chemistry research. For the synthesis of natural product-derived and -inspired compound collections, the development of enantioselective transformations in a format amenable to library synthesis, e.g., on the solid support, is a major and largely unexplored goal. We report on the enantioselective solid-phase synthesis of a natural product-inspired alpha,beta-unsaturated delta-lactone collection and its investigation in cell-based screens monitoring cell cycle progression and viral entry into cells. The screens identified modulators of both biological processes at a high hit rate. The screen for inhibition of viral entry opens up avenues of research for the identification of compounds with antiviral activity.

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570 Biowissenschaften, Biologie
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Chromosomal Passenger, Mitosis, Midzone
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ISO 690LESSMANN, Torben, Michele G. LEUENBERGER, Sascha MENNINGER, Meritxell LOPEZ-CANET, Oliver MÜLLER, Stefan HÜMMER, Jenny BORMANN, Kerstin KORN, Eugenio FAVA, Marino ZERIAL, Thomas U. MAYER, Herbert WALDMANN, 2007. Natural product-derived modulators of cell cycle progression and viral entry by enantioselective oxa Diels-Alder reactions on the solid phase. In: Chemistry & Biology. 2007, 14(4), pp. 443-451. ISSN 1074-5521. Available under: doi: 10.1016/j.chembiol.2007.02.008
BibTex
@article{Lemann2007-04Natur-14040,
  year={2007},
  doi={10.1016/j.chembiol.2007.02.008},
  title={Natural product-derived modulators of cell cycle progression and viral entry by enantioselective oxa Diels-Alder reactions on the solid phase},
  number={4},
  volume={14},
  issn={1074-5521},
  journal={Chemistry & Biology},
  pages={443--451},
  author={Leßmann, Torben and Leuenberger, Michele G. and Menninger, Sascha and Lopez-Canet, Meritxell and Müller, Oliver and Hümmer, Stefan and Bormann, Jenny and Korn, Kerstin and Fava, Eugenio and Zerial, Marino and Mayer, Thomas U. and Waldmann, Herbert}
}
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