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

Chen, Shengtian, Wang, Junfeng, Wang, Zhen, Lin, Xiuping, Zhao, Bingxin, Kaliaperumal, Kumaravel, Liao, Xiaojian, Tu, Zhengchao, Li, Jianlin, Xu, Shihai, Liu, Yonghong
Fitoterapia 2017 v.117 pp. 71-78
Penicillium chrysogenum, X-ray diffraction, alkaloids, citrinin, cytotoxicity, fungi, inhibitory concentration 50, nuclear magnetic resonance spectroscopy, secondary metabolites
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.