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

Author:
Chen, Shengtian, Wang, Junfeng, Wang, Zhen, Lin, Xiuping, Zhao, Bingxin, Kaliaperumal, Kumaravel, Liao, Xiaojian, Tu, Zhengchao, Li, Jianlin, Xu, Shihai, Liu, Yonghong
Source:
Fitoterapia 2017 v.117 pp. 71-78
ISSN:
0367-326X
Subject:
Penicillium chrysogenum, X-ray diffraction, alkaloids, citrinin, cytotoxicity, fungi, inhibitory concentration 50, nuclear magnetic resonance spectroscopy, secondary metabolites
Abstract:
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 δ-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 2.59μM, respectively. Compound 3 exhibited moderate inhibitory activity against EV71 with IC50 value of 14.50μM. In addition, 13 and 14 showed specific COX-2 inhibitory activities with IC50 values of 1.09 and 1.97μM, respectively.
Agid:
5612387