期刊
MARINE DRUGS
卷 17, 期 9, 页码 -出版社
MDPI
DOI: 10.3390/md17090522
关键词
ascidian-derived fungus; quinazolinone alkaloid; Penicillium; anti-inflammatory
资金
- National Natural Science Foundation of China [41806155]
- Guangdong MEPP Fund [GDOE (2019) A21]
- Special Fund for Economic Development of Guangdong Province (Uses for Marine Economic Development) [GDME-2018C004]
- Natural Science Foundation of Guangdong Province [2018A030310304]
- China-ASEAN Center for Joint Research and Promotion of Marine Aquaculture Technology
Previously unreported N,N '-ketal quinazolinone enantiomers [(-)-1 and (+)-1] and a new biogenetically related compound (2), along with six known compounds, 2-pyrovoylaminobenzamide (3), N-(2-hydroxypropanoyl)-2 amino benzoic acid amide (4), pseurotin A (5), niacinamide (6), citreohybridonol (7), citreohybridone C (8) were isolated from the ascidian-derived fungus Penicillium sp. 4829 in wheat solid-substrate medium culture. Their structures were elucidated by a combination of spectroscopic analyses (1D and 2D NMR and Electron Circular Dichroism data) and X-ray crystallography. The enantiomeric pair of 1 is the first example of naturally occurring N,N '-ketal quinazolinone possessing a unique tetracyclic system having 4-quinazolinone fused with tetrahydroisoquinoline moiety. The enantiomeric mixtures of 1 displayed an inhibitory effect on NO production in lipopolysaccharide-activated RAW264.7 cells, while the optically pure (-)-1 showed better inhibitory effect than (+)-1.
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