Bioactive Azaphilone Derivatives from the Fungus Talaromyces aculeatus

Six new azaphilone derivatives, talaraculones A–F (1–6), together with five known analogues (7–11), were obtained from the saline soil-derived fungus Talaromyces aculeatus. The absolute configurations of 1 and 6 were assigned by quantum chemical calculations of the electronic circular dichroism (ECD...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2017-08, Vol.80 (8), p.2199-2203
Main Authors: Ren, Jie, Ding, Shuang-Shuang, Zhu, Ao, Cao, Fei, Zhu, Hua-Jie
Format: Article
Language:English
Subjects:
Acarbose - chemistry
alpha-Glucosidases - chemistry
alpha-Glucosidases - metabolism
Benzopyrans - chemistry
Benzopyrans - isolation & purification
Benzopyrans - pharmacology
Circular Dichroism
Inhibitory Concentration 50
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Pigments, Biological - chemistry
Pigments, Biological - isolation & purification
Pigments, Biological - pharmacology
Talaromyces - chemistry
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Summary:Six new azaphilone derivatives, talaraculones A–F (1–6), together with five known analogues (7–11), were obtained from the saline soil-derived fungus Talaromyces aculeatus. The absolute configurations of 1 and 6 were assigned by quantum chemical calculations of the electronic circular dichroism (ECD) spectra. Compounds 1 and 5 represent the first reported azaphilone derivatives with a C4 aliphatic side chain and a methylal group at C-3, respectively. Talaraculones A and B (1 and 2) exhibited stronger inhibitory activity against α-glucosidase than the positive control acarbose (IC50 = 101.5 μM), with IC50 values of 78.6 and 22.9 μM, respectively.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.7b00032