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Phytochemistry ; 165: 112048, 2019 Sep.
Article in English | MEDLINE | ID: mdl-31229789

ABSTRACT

For the first time, the pigment composition of basidiocarps from the Chilean mushroom Cortinarius pyromyxa was studied under various aspects like phylogeny, chemistry and antibiotic activity. A molecular biological study supports the monotypic position of C. pyromyxa in subgenus Myxacium, genus Cortinarius. Four undescribed diterpenoids, named pyromyxones A-D, were isolated from fruiting bodies of C. pyromyxa. Their chemical structures were elucidated based on comprehensive one- and two-dimensional NMR spectroscopic analysis, ESI-HRMS measurements, as well as X-ray crystallography. In addition, the absolute configurations of pyromyxones A-D were established with the aid of JH,H, NOESY spectra and quantum chemical CD calculation. The pyromyxones A-D possess the undescribed nor-guanacastane skeleton. Tested pyromyxones A, B, and D exhibit only weak activity against gram-positive Bacillus subtilis and gram-negative Aliivibrio fischeri as well as the phytopathogenic fungi Botrytis cinerea, Septoria tritici and Phytophthora infestans.


Subject(s)
Anti-Bacterial Agents/pharmacology , Cortinarius/chemistry , Gram-Negative Bacteria/drug effects , Gram-Positive Bacteria/drug effects , Pigments, Biological/pharmacology , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Crystallography, X-Ray , Diterpenes/chemistry , Diterpenes/isolation & purification , Diterpenes/pharmacology , Microbial Sensitivity Tests , Models, Molecular , Molecular Structure , Phylogeny , Pigments, Biological/chemistry , Pigments, Biological/isolation & purification , Quantum Theory
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