Novel analgesic triglycerides from cultures of Agaricus macrosporus and other basidiomycetes as selective inhibitors of neurolysin

The Journal of Antibiotics
Marc StadlerNils Burkhardt

Abstract

The agaricoglycerides are a new class of fungal secondary metabolites that constitute esters of chlorinated 4-hydroxy benzoic acid and glycerol. They are produced in cultures of the edible mushroom, Agaricus macrosporus, and several other basidiomycetes of the genera Agaricus, Hypholoma, Psathyrella and Stropharia. The main active principle, agaricoglyceride A, showed strong activities against neurolysin, a protease involved in the regulation of dynorphin and neurotensin metabolism (IC50 = 200 nM), and even exhibited moderate analgesic in vivo activities in an in vivo model. Agaricoglyceride monoacetates (IC50 = 50 nM) showed even stronger in vitro activities. Several further co-metabolites with weaker or lacking bioactivities were also obtained and characterized. Among those were further agaricoglyceride derivatives, as well as further chlorinated phenol derivatives such as the new compound, agaricic ester. The characteristics of the producer organisms, the isolation of bioactive metabolites from cultures of A. macrosporus, their biological activities, and preliminary results on their occurrence in basidiomycetes, are described.

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Citations

Oct 4, 2012·Journal of Agricultural and Food Chemistry·João C M BarreiraM Beatriz P P Oliveira
Nov 2, 2013·Journal of Natural Products·Benjarong ThongbaiMarc Stadler
Apr 26, 2012·BMC Complementary and Alternative Medicine·Jun RenJian-You Guo
Feb 6, 2008·Molecular Phylogenetics and Evolution·Mahajabeen PadamseeDavid J McLaughlin
Apr 5, 2016·Journal of Natural Products·Cynthia M MudalunguRoderich D Süssmuth
May 12, 2015·Evidence-based Complementary and Alternative Medicine : ECAM·Xiang-Qian ZhaoXiao-Qiang Huang
Aug 9, 2016·Journal of Biotechnology·Naomi J WanglerVardan T Karamyan
Dec 15, 2015·Beilstein Journal of Organic Chemistry·Louis P SandjoMaique W Biavatti
Feb 9, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Katerina GeorgousakiNikolas Fokialakis
Sep 6, 2019·Journal of Neurochemistry·Srinidhi JayaramanVardan T Karamyan

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