Organic Letters · 2016 · 34 citations · 27 references
BiologyHeterocyclicBiochemistryGymnopeptides AMedicineNatural SciencesBiochemical TaxonomyMedicinal FungiCyclic OctadecapeptidesNew CyclopeptidesHeterocycle ChemistryPharmacologyMushroom GymnopusLipopeptidesDrug DiscoveryNatural Product Synthesis
Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.
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Proline Cis−Trans Isomerization and Protein Folding
William J. Wedemeyer, Ervin Welker, Harold A. Scheraga · Biochemistry · 2002 · 442 citations