Citriquinolinones A and B: Rare Isoquinolinone-Embedded Citrinin Analogues and Related Metabolites from the Deep-Sea-Derived Aspergillus versicolor 170217.
Shui-Hua LinQing-Xiang YanYong ZhangTai-Zong WuZheng-Biao ZouQing-Mei LiuJia-Yang JiangMing-Min XieLin XuYou-Jia HaoZhu LiuGuang-Ming LiuXian-Wen YangPublished in: Marine drugs (2023)
A systematic chemical investigation of the deep-sea-derived fungus Aspergillus versicolor 170217 resulted in the isolation of six new ( 1 - 6 ) and 45 known ( 7 - 51 ) compounds. The structures of the new compounds were established on the basis of exhaustive analysis of their spectroscopic data and theoretical-statistical approaches including GIAO-NMR, TDDFT-ECD/ORD calculations, DP4+ probability analysis, and biogenetic consideration. Citriquinolinones A ( 1 ) and B ( 2 ) feature a unique isoquinolinone-embedded citrinin scaffold, representing the first exemplars of a citrinin-isoquinolinone hybrid. Dicitrinones K-L ( 3 - 4 ) are two new dimeric citrinin analogues with a rare CH-CH 3 bridge. Biologically, frangula-emodin ( 32 ) and diorcinol ( 17 ) displayed remarkable anti-food allergic activity with IC 50 values of 7.9 ± 3.0 μM and 13.4 ± 1.2 μM, respectively, while diorcinol ( 17 ) and penicitrinol A ( 20 ) exhibited weak inhibitory activity against Vibrio parahemolyticus , with MIC values ranging from 128 to 256 μM.
Keyphrases
- molecular docking
- high resolution
- molecular dynamics simulations
- room temperature
- magnetic resonance
- machine learning
- molecular dynamics
- electronic health record
- cell wall
- big data
- structure activity relationship
- escherichia coli
- biofilm formation
- pseudomonas aeruginosa
- cystic fibrosis
- solid state
- data analysis
- tissue engineering