4.6 Article

Structurally diverse secondary metabolites from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001 and their biological evaluation

Journal

FITOTERAPIA
Volume 117, Issue -, Pages 71-78

Publisher

ELSEVIER SCIENCE BV
DOI: 10.1016/j.fitote.2017.01.005

Keywords

Isocoumarin; Merosesquiterpenoid; Citrinin dimer; Alkaloid; Cytotoxic; COX-2

Funding

  1. Chinese Academy of Sciences [XDA11030403]
  2. NSFC [41376155, 21172094, 21672084, 21372100, 21502204, 41476135]
  3. Guangzhou Science and Technology Project [201604010081, 2016A030310095]
  4. Open Fund of Guangdong Key Laboratory of Marine Materia Medica [LMM2016-6]

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Five new compounds, including a cytotoxic dimeric isocoumarin, bipenicilisorin (1), a merosesquiterpenoid, yaminterritrem C (2), a citrinin dimer, penicitrinone F (3), a alkaloid, terremide D (4), and a delta-Valerolacton, (E)-4-(propen-1-yl)-5,6-dihydro-2H-pyran-2-one (5), along with ten known compounds (6-15) were isolated from a deep-sea-derived fungus Penicillium chrysogenum SCSIO 41001. Their structures and absolute configurations were elucidated by NMR spectra, MS, CD, optical rotation, X-ray crystallography, and compared with literature data. Biological evaluation results revealed that 1 exhibited significant cytotoxic activities against K562, A549, and Huh-7 cell lines with IC50 values of 6.78, 6.94, and 2.59 mu M, respectively. Compound 3 exhibited moderate inhibitory activity against EV71 with IC50 value of 14.50 mu M. In addition, 13 and 14 showed specific COX-2 inhibitory activities with IC50 values of 1.09 and 1.97 mu M, respectively. (C) 2017 Published by Elsevier B.V.

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