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A dimeric pyrrocidine from Neonectria ramulariae is an inhibitor of prolyl oligopeptidase
Authors:Yoshihito Shiono  Azusa Kosukegawa  Takuya Koseki  Tetsuya Murayama  Eunsang Kwon  Shota Uesugi  Ken-ichi Kimura
Institution:1. Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata 997-8555, Japan;2. Research and Analytical Center for Giant Molecules, Graduate School of Science, Tohoku University, Sendai, Miyagi 980-8578, Japan;3. Laboratory of Chemical Biology, Faculty of Agriculture, Iwate University, Morioka, Iwate 020-8550, Japan
Abstract:Four novel alkaloids, bispyrrocidine (5), the epoxy derivative of pyrrocidine B (6), 19-O-methyl-pyrrrocidine B (7) and 19-O-ethyl-pyrrrocidine B (8) were isolated from the endophytic fungus Neonectria ramulariae Wollenw KS-246. Their structures were elucidated using 1D- and 2D-NMR spectroscopy. Compound 6 exhibited cytotoxicity against HL60 cells (IC50 4.6 μM), whereas 5 showed specific inhibitory activity against prolyl oligopeptidase (IC50 2.6 μM) in a non-competitive manner.
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