Citrinin and α-pyrone derivatives with pancreatic lipase inhibitory activities from Penicillium sp. SCSIO 41302

Abstract

One new citrinin monomer derivative (1), and two new natural products α-pyrone analogues (2a and 2b), were isolated from the sponge derived fungus Penicillium sp. SCSIO 41302. Their structures were determined by extensive spectroscopic analysis, chiral-phase HPLC analysis, modified Mosher’s method, ECD calculations, and X-ray single-crystal diffraction. Bioactivity screening showed that compounds 2b and 8 exhibited obvious inhibitory activities against pancreatic lipase and acetyl cholinesterase with IC₅₀ values of 48.5 and 4.8 μM, respectively, which indicated that different chiral center between enantiomers (2a and 2b) might result in different biological activities (IC₅₀ value against PL for 2a >100 μg/ml).

Graphical Abstract

Keywords:

• Penicillium sp.
• citrinin
• α-pyrone
• antibacterial
• enzyme inhibitory activity

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was financially supported by the Guangdong MEPP Funds (No. GDNRC [2021]48, [2020]037), the Finance Science and Technology Project of Hainan Province (ZDKJ202018), National Natural Science Foundation of China (Nos. 41776169 and 21772210), Guangdong Basic and Applied Basic Research Foundation (2021A1515011523), the foundation from Shanxi Educational Committee (15JK1717), National Key Research and Development Program of China (2019YFC0312503), Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) (GML2019ZD0406). We are grateful to Dr. Zhi-Hui Xiao, Ai-Jun Sun, Xiao-Hong Zheng, Yun Zhang, and Xuan Ma in the analytical facility at SCSIO for recording spectroscopic data.