Amplisins A-E, chromone methide polymers with hypoglycemic activity from a new fungicolous fungus Amplistroma fungicola

Five new chromone methide polymers, (+/-)-amplisins A-D (1-4) and amplisin E (5), were isolated from a new fungicolous fungusAmplistroma fungicola. Compounds1-5were determined to have unusual chemical skeletons with two or three chromone methide groups linked with different polyketides. A non-enzyma...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 7; no. 18; pp. 2761 - 2769
Main Authors Chen, Baosong, Han, Junjie, Wang, Mengmeng, Dai, Huanqin, Zhang, Jinjin, Cai, Lei, Wei, Shenglong, Zhang, Xue, Liu, Hongwei
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 21.09.2020
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANALOGS
ASCOMYCETE
INHIBITORY-ACTIVITY
POLYKETIDES
INFERENCE
MRBAYES
ISOLATE
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Summary:Five new chromone methide polymers, (+/-)-amplisins A-D (1-4) and amplisin E (5), were isolated from a new fungicolous fungusAmplistroma fungicola. Compounds1-5were determined to have unusual chemical skeletons with two or three chromone methide groups linked with different polyketides. A non-enzymatic 1,4-Michael addition of chromone methide was verified in the biosynthesis of1-5. Compounds1and2showed inhibition of PTP1B and stimulation of glucose uptake in insulin-resistant HepG2 cells. Compounds3-5exhibited strong NO inhibition of LPS-activated macrophages.
ISSN:2052-4129
DOI:10.1039/d0qo00851f