New phenol and chromone derivatives from the endolichenic fungus Daldinia species and their antiviral activities

Three new phenolic metabolites, daldispols A-C (1-3), two new chromone derivatives, (5 ,7 )-5,7-dihydroxy-2-methyl-5,6,7,8-tetrahydro-4 -chromen-4-one (9) and (5 ,7 )-5,7-dihydroxy-2-propyl-5,6,7,8-tetrahydro-4 -chromen-4-one (10), together with five known phenolic compounds (4-8) and two known chro...

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Bibliographic Details
Published in:RSC advances 2021-06, Vol.11 (36), p.22489-22494
Main Authors: Zhang, Dewu, Gu, Guowei, Zhang, Bingyuan, Wang, Yujia, Bai, Jinglin, Fang, Yuang, Zhang, Tao, Dai, Shengjun, Cen, Shan, Yu, Liyan
Format: Article
Language:English
Subjects:
Chemistry
Dichroism
Fungi
Metabolites
NMR
Nuclear magnetic resonance
Phenols
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Summary:Three new phenolic metabolites, daldispols A-C (1-3), two new chromone derivatives, (5 ,7 )-5,7-dihydroxy-2-methyl-5,6,7,8-tetrahydro-4 -chromen-4-one (9) and (5 ,7 )-5,7-dihydroxy-2-propyl-5,6,7,8-tetrahydro-4 -chromen-4-one (10), together with five known phenolic compounds (4-8) and two known chromone compounds (11 and 12) were isolated from the endolichenic fungus sp. CPCC 400770. Their structures were elucidated on the basis of spectroscopic methods, electronic circular dichroism (ECD), and comparison with reported data. Compounds 1, 3, 4, 9, and 11 exhibited significant anti-influenza A virus (IAV) activities with IC values of 12.7, 6.4, 12.5, 16.1, and 9.0 μM, respectively, and compound 8 displayed significant anti-ZIKV activity with inhibitory ratio of 42.7% at 10 μM. The results demonstrated that the fungus sp. CPCC 400770 might be a rich source for discovering anti-IAV secondary metabolites as potential novel leading compounds.
ISSN:2046-2069
2046-2069
DOI:10.1039/d1ra03754d