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Expanding the Metabolic Profile of the Fungus Chaetomium sp. through Co‐culture with Autoclaved Pseudomonas aeruginosa
Author(s) -
Ancheeva Elena,
Küppers Lisa,
Akone Sergi Herve,
Ebrahim Weaam,
Liu Zhen,
Mándi Attila,
Kurtán Tibor,
Lin Wenhan,
Orfali Raha,
Rehberg Nidja,
Kalscheuer Rainer,
Daletos Georgios,
Proksch Peter
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700288
Subject(s) - chemistry , chaetomium , butenolide , fungus , stereochemistry , axenic , fermentation , pseudomonas aeruginosa , bacteria , endophyte , absolute configuration , cytotoxicity , microbiology and biotechnology , shikimic acid , biochemistry , food science , botany , biology , in vitro , genetics , penicillium
The mixed fermentation of the fungal endophyte Chaetomium sp. with an autoclaved culture of the bacterium Pseudomonas aeruginosa on solid rice medium led to an up to 33‐fold increase in the accumulation of constitutively present fungal secondary metabolites ( 3 – 10 ), which included four new butenolide derivatives ( 3 – 5 and 7 ). In addition, two further shikimic acid analogues ( 1 and 2 ) were obtained from mixed cultures that were neither detected in axenic cultures of the fungus nor of the bacterium. Chaetoisochorismin ( 1 ) possesses an unusual (3‐methoxycarbonylphenyl)pyruvate core structure. The structures of the new compounds were unequivocally elucidated by HRESIMS, one‐ and two‐dimensional NMR analysis as well as by comparison with literature data. The absolute configurations of the structures of the new derivatives 1 and 2 were established by ECD calculations as well as by the modified Mosher's method. Compounds 1 – 3 and 5 – 7 were subjected to antimicrobial and cytotoxicity assays but were shown to be inactive.