4.6 Article

3-Arylisoindolinone and sesquiterpene derivatives from the mangrove endophytic fungi Aspergillus versicolor SYSU-SKS025

Journal

FITOTERAPIA
Volume 124, Issue -, Pages 177-181

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.fitote.2017.11.006

Keywords

3-arylisoindolinone; Sesquiterpene; Aspergillus; alpha-glucosidase

Funding

  1. National Natural Science Foundation of China [21472251, 41376149, 41276146]
  2. Key Project of Natural Science Foundation of Guangdong Province [2016A040403091]
  3. Natural Science Foundation of Guangdong Province [2017A030313088]
  4. Fundamental Research Funds for the Central Universities [141gjc16]

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A pair of 3-arylisoindolinone enantiomers: (+)-asperglactam A (1), (-)-asperglactam A (1) and a pair of norbisabolane enantiomers: (+)-1-hydroxyboivinianic acid (2), (-)-1-hydroxyboivinianic acid (2), along with seven known compounds (3 - 8) were obtained from the mangrove endophytic fungus Aspergillus versicolor SYSU-SKS025. Their structures were determined on the basis of HRESIMS and NMR spectroscopic data, and X-ray diffraction. (+)-Asperglactam A (1) and (-)-asperglactam A (1) are the first optically pure examples in the 3-arylisoindolinone family, which are rarely found in natural sources. All isolated compounds were evaluated for a-glucosidase inhibitory activity. The enantiomers of 1 - 3 showed moderate inhibitory activity against alpha-glucosidase with IC50 values ranging from 50 to 190 mu M. Compound 7 exhibited significant inhibitory activity against alpha-glucosidase with IC50 value of 7.5 mu M. In addition, compound 7 was found to inhibit nitric oxide production in RAW 264.7 macrophages with IC50 value of 12.5 mu M.

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