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Keywords = Penicillium cellarum

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16 pages, 3185 KB  
Article
Exploring Verrucosidin Derivatives with Glucose-Uptake-Stimulatory Activity from Penicillium cellarum Using MS/MS-Based Molecular Networking
by Junjie Han, Baosong Chen, Rui Zhang, Jinjin Zhang, Huanqin Dai, Tao Wang, Jingzu Sun, Guoliang Zhu, Wei Li, Erwei Li, Xueting Liu, Wenbing Yin and Hongwei Liu
J. Fungi 2022, 8(2), 143; https://doi.org/10.3390/jof8020143 - 30 Jan 2022
Cited by 7 | Viewed by 3941
Abstract
Under the guidance of LC-MS/MS-based molecular networking, seven new verrucosidin derivatives, penicicellarusins A-G (39), were isolated together with three known analogues from the fungus Penicillium cellarum. The structures of the new compounds were determined by a combination of [...] Read more.
Under the guidance of LC-MS/MS-based molecular networking, seven new verrucosidin derivatives, penicicellarusins A-G (39), were isolated together with three known analogues from the fungus Penicillium cellarum. The structures of the new compounds were determined by a combination of NMR, mass and electronic circular dichroism spectral data analysis. The absolute configuration of penicyrone A (10) was corrected based on X-ray diffraction analyses. Bioactivity screening indicated that compounds 1, 2, and 4 showed much stronger promising hypoglycemic activity than the positive drug (rosiglitazone) in the range of 25–100 μM, which represents a potential new class of hypoglycemic agents. Preliminary structure-activity relationship analysis indicates that the formation of epoxy ring on C6-C7 in the structures is important for the glucose uptake-stimulating activity. The gene cluster for the biosynthesis of 1–12 is identified by sequencing the genome of P. cellarum and similarity analysis with the gene cluster of verrucosidins in P. polonicum. Full article
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