土壤真菌青霉产生的多氧化芳香聚酮。
Multioxidized aromatic polyketides produced by a soil-derived fungus Penicillium canescens.
机构信息
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China; Guangdong Provincial Key Laboratory of Microbial Culture Collection and Application, Key Laboratory of Agricultural Microbiomics and Precision Application, Ministry of Agriculture and Rural Affairs, State Key Laboratory of Applied Microbiology Southern China, Institute of Microbiology, Guangdong Academy of Sciences, Guangzhou, 510070, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan, 430030, People's Republic of China.
出版信息
Phytochemistry. 2022 Jan;193:113012. doi: 10.1016/j.phytochem.2021.113012. Epub 2021 Nov 10.
Under OSMAC strategy, seven unreported multioxidized aromatic polyketides, penicanesins A‒G, were discovered from a soil-derived fungus Penicillium canescens along with seven known compounds. Their structures were assigned by extensive 1D and 2D NMR spectra in combination with HRESIMS and single crystal X-ray diffraction. Absolute stereochemistry of penicanesins A and D were elucidated by theoretical ECD calculation. (±)-Penicanesins A and B are two pairs of racemic aromatic polyketides with an unusual 6/6/6/6 heterotetracyclic ring core. In bioassay, (-)-penicanesin A shows potential cytotoxicity against human cancer cell lines HL-60 and SW480 with IC values at 13.8 ± 0.6 and 12.5 ± 0.9 μM, respectively, whereas the enantiomer (+)-penicanesin A is less active.
在 OSMAC 策略下，从土壤来源的真菌青霉（Penicillium canescens）中发现了七种未报道的多氧化芳族聚酮化合物，即 penicanesin A-G，同时还发现了七种已知化合物。通过广泛的 1D 和 2D NMR 光谱结合 HRESIMS 和单晶 X 射线衍射，确定了它们的结构。通过理论 ECD 计算阐明了 penicanesin A 和 D 的绝对立体化学。(±)-Penicanesin A 和 B 是两对具有不寻常的 6/6/6/6 杂四环核的外消旋芳族聚酮化合物。在生物测定中，(-)-penicanesin A 对人癌细胞系 HL-60 和 SW480 表现出潜在的细胞毒性，IC 值分别为 13.8 ± 0.6 和 12.5 ± 0.9 μM，而对映异构体 (+)-penicanesin A 的活性较低。
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