Issue 18, 2020
From the journal:

Organic Chemistry Frontiers

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

Baosong Chen,‡ab   Junjie Han,‡ab   Mengmeng Wang,ab   Huanqin Dai, ORCID logo a   Jinjin Zhang,ab   Lei Cai,a   Shenglong Wei,c   Xue Zhang*d  and  Hongwei Liu ORCID logo *abd  

* Corresponding authors

a State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences, Beijing, People's Republic of China
E-mail: liuhw@im.ac.cn

b Savaid Medical School, University of Chinese Academy of Sciences, Beijing, People's Republic of China

c Gansu Engineering Laboratory of Applied Mycology, Hexi University, Zhangye, People's Republic of China

d Key Laboratory of Structure-Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang, People's Republic of China
E-mail: syzxalice@163.com

Abstract

Five new chromone methide polymers, (±)-amplisins A–D (1–4) and amplisin E (5), were isolated from a new fungicolous fungus Amplistroma fungicola. Compounds 1–5 were 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 of 1–5. Compounds 1 and 2 showed inhibition of PTP1B and stimulation of glucose uptake in insulin-resistant HepG2 cells. Compounds 3–5 exhibited strong NO inhibition of LPS-activated macrophages.

Graphical abstract: Amplisins A–E, chromone methide polymers with hypoglycemic activity from a new fungicolous fungus Amplistroma fungicola

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Article information

DOI
https://doi.org/10.1039/D0QO00851F
Article type
Research Article
Submitted
17 Jul 2020
Accepted
20 Aug 2020
First published
20 Aug 2020

Org. Chem. Front., 2020,7, 2761-2769

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

B. Chen, J. Han, M. Wang, H. Dai, J. Zhang, L. Cai, S. Wei, X. Zhang and H. Liu, Org. Chem. Front., 2020, 7, 2761 DOI: 10.1039/D0QO00851F

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