Biotransformation of Ursonic Acid by Aspergillus ochraceus and Aspergillus oryzae to Discover Anti-Neuroinflammatory Derivatives.
Yan-Ni WuDan SuJia YangYing YiAn-Dong WangMin YangJian-Lin LiBo-Yi FanGuang-Tong ChenWen-Li WangBai LingPublished in: Molecules (Basel, Switzerland) (2023)
Biotransformation of ursonic acid ( 1 ) by two fungal strains Aspergillus ochraceus CGMCC 3.5324 and Aspergillus oryzae CGMCC 3.407 yielded thirteen new compounds ( 4 , 5 , 7 - 10 , and 13 - 19 ), along with five recognized ones. The structural details of new compounds were determined through spectroscopic examination (NMR, IR, and HR-MS) and X-ray crystallography. Various modifications, including hydroxylation, epoxidation, lactonization, oxygen introduction, and transmethylation, were identified on the ursane core. Additionally, the anti-neuroinflammatory efficacy of these derivatives was assessed on BV-2 cells affected by lipopolysaccharides. It was observed that certain methoxylated and epoxylated derivatives ( 10 , 16 , and 19 ) showcased enhanced suppressive capabilities, boasting IC 50 values of 8.2, 6.9, and 5.3 μM. Such ursonic acid derivatives might emerge as potential primary molecules in addressing neurodegenerative diseases.
Keyphrases
- cell wall
- structure activity relationship
- high resolution
- induced apoptosis
- mass spectrometry
- escherichia coli
- magnetic resonance
- multiple sclerosis
- molecular docking
- magnetic resonance imaging
- cell cycle arrest
- ms ms
- risk assessment
- lps induced
- cell proliferation
- endoplasmic reticulum stress
- inflammatory response
- pi k akt