Multioxidized aromatic polyketides produced by a soil-derived fungus Penicillium canescens

作者：Zang, Yi; Gong, Yihua; Shi, Zhengyi; Qi, Changxing; Chen, Chunmei; Tong, Qingyi; Liu, Junjun; Wang, Jianping; Zhu, Hucheng^*; Zhang, Yonghui^*

来源：Phytochemistry, 2022, 193: 113012.

DOI：10.1016/j.phytochem.2021.113012

• Penicillium canescens
• Trichocomaceae
• OSMAC
• Aromatic polyketides
• Cytotoxicity

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 IC50 values at 13.8 +/- 0.6 and 12.5 +/- 0.9 mu M, respectively, whereas the enantiomer (+)-penicanesin A is less active.

• 单位
  华中科技大学