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Nitrobenzoyl Sesquiterpenoids with Cytotoxic Activities from a Marine-Derived Aspergillus ochraceus Fungus
Journal of Natural Products ( IF 5.1 ) Pub Date : 2018-01-03 00:00:00 , DOI: 10.1021/acs.jnatprod.7b00698
Yanhui Tan 1, 2 , Bin Yang 1 , Xiuping Lin 1 , Xiaowei Luo 1 , Xiaoyan Pang 1 , Lan Tang 2 , Yonghong Liu 1 , Xiaojuan Li 2 , Xuefeng Zhou 1
Affiliation  

Nitrobenzoyl sesquiterpenoids are rare from natural sources. Two new nitrobenzoyl sesquiterpenoids, insulicolide B (1) and insulicolide C (3), and the new natural product 14-O-acetylinsulicolide A (2) were isolated from culture extracts of the marine-derived fungus Aspergillus ochraceus Jcma1F17, together with three known nitrobenzoyl sesquiterpenoids (46) and a derivative sesquiterpenoid (7). The structures of the new compounds, including their absolute configurations, were determined by NMR and MS spectroscopic data analyses and comparison between the calculated and experimental ECD spectra. The nitrobenzoyl sesquiterpenoids (16) were evaluated for their cytotoxicities against three renal carcinoma cell lines, ACHN, OS-RC-2, and 786-O cells, and compounds 2, 4, and 5 displayed activities with IC50 values of 0.89 to 8.2 μM. Further studies indicated that 2 arrested the cell cycle at the G0/G1 phase at a concentration of 1 μM and induced late apoptosis at a concentration of 2 μM after a 72 h treatment of 786-O cells.

中文翻译:

硝基苯倍半萜从一个来自海洋的细胞毒活性赭曲霉真菌

硝基苯甲酰倍半萜类化合物很少来自天然来源。从海洋真菌曲霉Jcma1F17的培养提取物中分离出两种新的硝基苯甲酰倍半萜类化合物:insulicolide B(1)和insulicolide C(3),以及新的天然产物14- O-乙酰胰岛素内酯A(2)。硝基苯甲酰倍半萜(46)和衍生物倍半萜(7)。新化合物的结构,包括其绝对构型,通过NMR和MS光谱数据分析以及计算出的ECD和实验ECD光谱之间的比较来确定。硝基苯甲酰倍半萜(1 - 6)它们对3个肾癌细胞系,ACHN,OS-RC-2,和786-O细胞毒活性进行评价,和化合物24,和5显示的活动与IC 50点的0.89的值至8.2μM。进一步的研究表明2在786-O细胞处理72小时后,以1μM的浓度将细胞周期停滞在G0 / G1期,并以2μM的浓度诱导了晚期凋亡。
更新日期:2018-01-03
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