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来自内生地衣真菌物种的新型苯酚和色酮衍生物及其抗病毒活性。

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

作者信息

Zhang Dewu, Gu Guowei, Zhang Bingyuan, Wang Yujia, Bai Jinglin, Fang Yuang, Zhang Tao, Dai Shengjun, Cen Shan, Yu Liyan

机构信息

Division for Medicinal Microorganisms Related Strains CAMS Collection Center of Pathogenic Microorganisms, Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences, Peking Union Medical College Beijing 100050 P. R. China

School of Pharmacy, Yantai University Yantai 264005 P. R. China.

出版信息

RSC Adv. 2021 Jun 29;11(36):22489-22494. doi: 10.1039/d1ra03754d. eCollection 2021 Jun 21.

Abstract

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.

摘要

从内生地衣真菌sp. CPCC 400770中分离出三种新的酚类代谢产物,daldispols A - C(1 - 3),两种新的色酮衍生物,(5,7)-5,7 - 二羟基 - 2 - 甲基 - 5,6,7,8 - 四氢 - 4 - 色原酮(9)和(5,7)-5,7 - 二羟基 - 2 - 丙基 - 5,6,7,8 - 四氢 - 4 - 色原酮(10),以及五种已知的酚类化合物(4 - 8)和两种已知的色酮化合物(11和12)。通过光谱方法、电子圆二色光谱(ECD)并与报道数据进行比较,阐明了它们的结构。化合物1、3、4、9和11表现出显著的抗甲型流感病毒(IAV)活性,IC值分别为12.7、6.4、12.5、16.1和9.0 μM,化合物8在10 μM时表现出显著的抗寨卡病毒(ZIKV)活性,抑制率为42.7%。结果表明,真菌sp. CPCC 400770可能是发现抗IAV次生代谢产物作为潜在新型先导化合物的丰富来源。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9c4b/9034232/c0af6db2510f/d1ra03754d-f1.jpg

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