Anti-influenza mechanism of phenolic phytochemicals from Canarium album (Lour.) DC. leaf extract

Xiao，Mengjie1; Lim-Ho Kong，Bobby1; Zhang，Yahui3; Yang，Yinhua5; Lu，Jiaqi1; Lee，Hung Kay4; Cao，Fei3; Shaw，Pang Chui1,2,6

2022-06-28

10.1016/j.jep.2022.115175

JOURNAL OF ETHNOPHARMACOLOGY   影响因子和分区

0378-8741

1872-7573

Ethnopharmacological relevance: Canarium album (Lour.) DC. belongs to the Burseraceae family. Its leaf, named as Ganlanye (GLY), was recorded to treat warm disease symptoms via clearing lung heat and toxicants in medical classics. Its aqueous extract had anti-influenza activity in our previous phenotypic screening. However, its active components and mechanism were not identified. Aim: We aim to isolate the anti-influenza phytochemicals from GLY extract and explore its anti-flu mechanism. Material and methods: Influenza A virus infected MDCK cells were used to test the compounds and fractions. Structural analyses of new compounds were performed via NMR calculation with the combination of DP4plus probability method and computed electronic circular dichroism (ECD). Hemagglutination inhibitory assay and neuraminidase inhibitory assay were performed to find the target protein. Molecular docking and recombinant virus were used to confirm the action site of the three new canaroleosides. Results: Three new phenolic glycosides, canaroleosides A−C (1–3), and three known flavonoids (4–6), were isolated from the GLY aqueous extract and their anti-influenza virus mechanism was revealed. The absolute configurations of 1−3 were determined by ECD method, with the structure of the 2,5-dihydroxybenzoic acid moiety in 1 assigned by NMR calculation. Compound 1 was found to suppress both hemagglutinin and neuraminidase activities. Compounds 2, 3 4 and 6 inhibited neuraminidase, while compound 5 inhibited hemagglutinin. 1–3 could interact with Arg152 of the viral neuraminidase based on the result of molecular docking and reverse genetics. Conclusion: Six phytochemicals were isolated from GLY aqueous extract and found to inhibit influenza A strains. They were found to interact with hemagglutinin or neuraminidase and canaroleosides 1–3 could interact with Arg152 of the viral neuraminidase. This study provided more evidence on the anti-influenza effect of Ganlan and laid the foundation for further generation of potent NA inhibitors.

Canarium album (Lour.) DC Hemagglutinin Influenza virus Neuraminidase

SCI

英语

其他

Health and Medical Research Fund of HKSAR[19180302] ; Hong Kong Scholars Programme[XJ2020041]

Plant Sciences ; Pharmacology & Pharmacy ; Integrative & Complementary Medicine

Plant Sciences ; Chemistry, Medicinal ; Integrative & Complementary Medicine ; Pharmacology & Pharmacy

WOS:000792574300001

ELSEVIER IRELAND LTD

PHARMACOLOGY & TOXICOLOGY

2-s2.0-85126578365

Scopus

1.School of Life Sciences,The Chinese University of Hong Kong,999077,Hong Kong
2.State Key Laboratory of Research on Bioactivities and Clinical Applications of Medicinal Plants and Institute of Chinese Medicine,The Chinese University of Hong Kong,999077,Hong Kong
3.College of Pharmaceutical Sciences,Hebei University,Baoding,077000,China
4.Department of Chemistry,The Chinese University of Hong Kong,999077,Hong Kong
5.SUSTech Core Research Facilities,Southern University of Science and Technology,Shenzhen,518000,China
6.Li Dak Sum Yip Yio Chin R&D Centre for Chinese Medicine,The Chinese University of Hong Kong,999077,Hong Kong

Xiao，Mengjie,Lim-Ho Kong，Bobby,Zhang，Yahui,et al. Anti-influenza mechanism of phenolic phytochemicals from Canarium album (Lour.) DC. leaf extract[J]. JOURNAL OF ETHNOPHARMACOLOGY,2022,292.

Xiao，Mengjie.,Lim-Ho Kong，Bobby.,Zhang，Yahui.,Yang，Yinhua.,Lu，Jiaqi.,...&Shaw，Pang Chui.(2022).Anti-influenza mechanism of phenolic phytochemicals from Canarium album (Lour.) DC. leaf extract.JOURNAL OF ETHNOPHARMACOLOGY,292.

Xiao，Mengjie,et al."Anti-influenza mechanism of phenolic phytochemicals from Canarium album (Lour.) DC. leaf extract".JOURNAL OF ETHNOPHARMACOLOGY 292(2022).