Journal
JOURNAL OF NATURAL PRODUCTS
Volume 82, Issue 10, Pages 2925-2930Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.9b00188
Keywords
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Funding
- Program for Changjiang Scholars of the Ministry of Education of the People's Republic of China [T2016088]
- National Natural Science Foundation for Distinguished Young Scholars [81725021]
- National Science and Technology Project of China [2018ZX09201001-001-003]
- Innovative Research Groups of the National Natural Science Foundation of China [81721005]
- National Natural Science Foundation of China [31700294]
- Academic Frontier Youth Team of HUST
- Integrated Innovative Team for Major Human Diseases Program of Tongji Medical College (HUST)
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A pyridone alkaloid, asperpyridone A (1), which possesses an unusual pyrano[3,2-c]pyridine scaffold, was isolated from solid cultures of the endophytic fungus Aspergillus sp. TJ23. Its structure, including its absolute configuration, was determined using a combination of nuclear magnetic resonance, high-resolution electrospray ionization mass spectrometry, quantum chemical calculations (electronic circular dichroism), and X-ray crystallography. In vitro bioassays demonstrated that asperpyridone A (1) could function as a potential hypoglycemic agent, which exhibited pronounced glucose uptake effect in liver HepG2 cells, under both normal and insulin-resistant conditions, with higher efficacy than metformin. The underlying mechanism of asperpyridone A was elucidated by analyzing the genes expressed, the Gene Ontology (GO) function enrichment, the protein interaction network, and real-time quantitative reverse transcription polymerase chain reaction, which suggested that asperpyridone A exhibits hypoglycemic activity by activating the insulin signaling pathway. Moreover, on the basis of the hypoglycemic potency, fibroblast growth factor 21 (FGF21) was determined to be a potential target for asperpyridone A.
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