Novel analgesic triglycerides from cultures of Agaricus macrosporus and other basidiomycetes as selective inhibitors of neurolysin
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In: Journal of Antibiotics, Vol. 58, No. 12, 01.12.2005, p. 775-786.
Research output: Journal contributions › Journal articles › Research
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TY - JOUR
T1 - Novel analgesic triglycerides from cultures of Agaricus macrosporus and other basidiomycetes as selective inhibitors of neurolysin
AU - Stadler, Marc
AU - Hellwig, Veronika
AU - Mayer-Bartschmid, Anke
AU - Denzer, Dirk
AU - Wiese, Burkhard
AU - Burkhardt, Nils
PY - 2005/12/1
Y1 - 2005/12/1
N2 - 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 (IC 50=200 nM), and even exhibited moderate analgesic in vivo activities in an in vivo model. Agaricoglyceride monoacetates (IC 50=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.
AB - 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 (IC 50=200 nM), and even exhibited moderate analgesic in vivo activities in an in vivo model. Agaricoglyceride monoacetates (IC 50=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.
KW - Chemistry
KW - agaricoglycerides
KW - fermentation
KW - fungi
KW - in vivo activity
UR - http://www.scopus.com/inward/record.url?scp=31444435431&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/2bb31ecf-e842-31e4-bba4-c409bd3411de/
U2 - 10.1038/ja.2005.105
DO - 10.1038/ja.2005.105
M3 - Journal articles
VL - 58
SP - 775
EP - 786
JO - Journal of Antibiotics
JF - Journal of Antibiotics
SN - 0021-8820
IS - 12
ER -