Two sydowic acid derivatives and a sulfonyl metabolite from the endophytic fungus Aspergillus sydowii

Two new sydowic acid derivatives, a pair of enantiomers, involving (+)-sydowiccal (1a) and (−)-sydowiccal (1b), a new sulfonyl metabolite of 2-methoxy-5-methyl-3-(methylsulfonyl)phenol (2), as well as three known sydowic acid derivatives, were isolated from Aspergillus sydowii, an endophytic fungus...

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Bibliographic Details
Published in:Journal of asian natural products research 2022-12, Vol.24 (12), p.1128-1133
Main Authors: Chen, Ke-Liang, Sun, Sen-Feng, Cao, Hai-Yan, Yi, Cheng, Yang, Chen-Yu, Liu, Yun-Bao
Format: Article
Language:English
Subjects:
Animals
anti-inflammatory
Aspergillus - chemistry
Aspergillus sydowii
Enantiomers
endophyte
Endophytes
Fungi
Lipopolysaccharides
Metabolites
Mice
Molecular Structure
Nitric oxide
NMR
Nuclear magnetic resonance
Phenols
RAW 264.7 Cells
structural elucidation
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Summary:Two new sydowic acid derivatives, a pair of enantiomers, involving (+)-sydowiccal (1a) and (−)-sydowiccal (1b), a new sulfonyl metabolite of 2-methoxy-5-methyl-3-(methylsulfonyl)phenol (2), as well as three known sydowic acid derivatives, were isolated from Aspergillus sydowii, an endophytic fungus of Rhododendron mole. The structures of these new compounds were elucidated by analyzing their NMR and HRESIMS data, and the absolute configurations of enantiomers were determined on the basis of the CD spectrum. Three new metabolites showed weak anti-inflammation on nitric oxide (NO) production in LPS-induced RAW 264.7 cells.
ISSN:1028-6020
1477-2213
DOI:10.1080/10286020.2022.2114464