Antiviral activity of furanocoumarins isolated from Angelica dahurica against influenza a viruses H1N1 and H9N2

Lee, Ba-Wool; Ha, Thi Kim Quy; Cho, Hyo-Moon; An, Ju‐Hyun; Kim, Seong Kyun; Choongsik, Kim; Kim, Eun‐Hee; Oh, Won Keun

doi:10.1016/j.jep.2020.112945

Cited by 42 publications

(25 citation statements)

References 55 publications

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“…Bizzarri et al exploited the regioselective oxidation of coumarin derivatives with 2-iodoxybenzoic acid (IBX) and found that pyrogallol derivatives 88 (IC 50 69.9 μg/ml) and 89 (IC 50 47.9 μg/ml) were more active than catechol derivatives 84 (IC 50 106.5 μg/ml) and 85 (IC 50 91.5 μg/ml) (Bizzarri et al, 2017). Previous studies reported that isoimperatorin exhibits strong anti-influenza virus (H1N1, H9N2) activities in vitro (Lee et al, 2020), with EC 50 values (7.67 ± 0.93 μM and 6.72 ± 0.51 μM, respectively) comparable to that of ribavirin. However, the antiviral mechanism of isoimperatorin is not clear.…”

Section: Discussionmentioning

confidence: 99%

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Antiviral Activity of Isoimperatorin Against Influenza A Virus in vitro and its Inhibition of Neuraminidase

et al. 2021

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Influenza A virus (IAV) poses a severe threat to human health and is a major public health problem worldwide. As global anti-influenza virus drug resistance has increased significantly, there is an urgent need to develop new antiviral drugs, especially drugs from natural products. Isoimperatorin, an active natural furanocoumarin, exhibits a broad range of pharmacologic activities including anticoagulant, analgesic, anti-inflammatory, antibacterial, anti-tumor, and other pharmacological effects, so it has attracted more and more attention. In this study, the antiviral and mechanistic effects of isoimperatorin on influenza A virus in vitro were studied. Isoimperatorin illustrated a broad-spectrum antiviral effect, especially against the A/FM/1/47 (H1N1), A/WSN/33 (H1N1, S31N, amantadine resistant), A/Puerto Rico/8/34 (H1N1), and A/Chicken/Guangdong/1996 (H9N2) virus strains. The experimental results of different administration modes showed that isoimperatorin had the best antiviral activity under the treatment mode. Further time-of-addition experiment results indicated that when isoimperatorin was added at the later stage of the virus replication cycle (6–8 h, 8–10 h), it exhibited an effective antiviral effect, and the virus yield was reduced by 81.4 and 84.6%, respectively. In addition, isoimperatorin had no effect on the expression of the three viral RNAs (mRNA, vRNA, and cRNA). Both the neuraminidase (NA) inhibition assay and CETSA demonstrated that isoimperatorin exerts an inhibitory effect on NA-mediated progeny virus release. The molecular docking experiment simulated the direct interaction between isoimperatorin and NA protein amino acid residues. In summary, isoimperatorin can be used as a potential agent for the prevention and treatment of influenza A virus.

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Section: Discussionmentioning

confidence: 99%

“…A recent study has shown that isoimperatorin may have antiviral effects on herpes simplex virus-1 and coxsackievirus B3 (Rajtar et al, 2017). Furthermore, it may could anti-H1N1 and H9N2 influenza virus in vitro (Lee et al, 2020). However, its antiviral mechanism of action is still unclear.…”

Section: Introductionmentioning

confidence: 99%

Antiviral Activity of Isoimperatorin Against Influenza A Virus in vitro and its Inhibition of Neuraminidase

et al. 2021

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“…Column chromatography on silica gel (CC) has been used for the isolation of OP from the root methanolic fraction of A. dahurica [ 16 , 17 , 18 ]. This compound has been isolated from ethanolic and n -butanol (BuOH)-soluble partitions of this species by exploiting CC [ 19 ] and recrystallization [ 20 ], respectively; as well as from the CHCl 3 and CH 2 Cl 2 soluble fractions using CC [ 21 ] and recrystallization methods [ 22 ], and CC on silica gel [ 23 , 24 ], respectively.…”

Section: Phytochemical Studies Of Oxypeucedaninmentioning

confidence: 99%

“…In this study, administration of OP (20 μM, after 2 h) considerably decreased the levels of viral proteins NP (nucleoprotein) and NA (neuraminidase) in the treated cells to less than 20% via inhibition of their synthesis. The EC 50 values were measured at 5.98 ± 0.71 and 4.52 ± 0.39 μM against influenza A-H1N1 and influenza A-H9N2, respectively; while ribavirin possessed 6.29 ± 0.89 and 6.13 ± 0.19 μM, respectively [ 20 ]. Nonetheless, in accordance with Shokoohinia et al [ 61 ], no anti-HSV (antiherpes) activity was detected for OP against the Vero cell line (African monkey kidney).…”

Section: Biological Activities Of Oxypeucedaninmentioning

confidence: 99%

Oxypeucedanin: Chemotaxonomy, Isolation, and Bioactivities

Mottaghipisheh

2021

Plants

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The present review comprehensively gathered phytochemical, bioactivity, and pharmacokinetic reports on a linear furanocoumarin, namely oxypeucedanin. Oxypeucedanin (OP), which structurally contains an epoxide ring, has been majorly isolated from ethyl acetate-soluble partitions of several genera, particularly Angelica, Ferulago, and Prangos of the Apiaceae family; and Citrus, belonging to the Rutaceae family. The methanolic extract of Angelica dahurica roots has been analytically characterized as the richest natural OP source. This naturally occurring secondary metabolite has been described to possess potent antiproliferative, cytotoxic, anti-influenza, and antiallergic activities, as assessed in preclinical studies. In order to explore potential drug candidates, oxypeucedanin, its derivatives, and semi-synthetically optimized analogues can be considered for the complementary assessments of biological assays.

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“…Currently, commonly used anticancer drugs such as paclitaxel and vincristine are extracted from natural plants [ 5 , 6 ]. The traditional Chinese medicine Angelica dahurica has antioxidant, anti-inflammatory, and antiviral activities [ 7 – 9 ]. It also shows anticancer activity in a variety of tumors [ 10 – 12 ].…”

Section: Introductionmentioning

confidence: 99%

Studies on the Mechanism of Alloimperatorin on the Proliferation and Apoptosis of HeLa Cells

Bai

Yang

Zhang

et al. 2021

Journal of Oncology

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Alloimperatorin is a compound extracted from the traditional Chinese medicine (Angelica dahurica), which has exhibited anticancer activity. However, its precise molecular mechanism of anticancer remains unclear. Alloimperatorin-induced apoptosis of cervical cancer cells and its molecular mechanism were investigated in the present study. Cholecystokinin octapeptide (CCK-8) was employed to evaluate the cytotoxicity of alloimperatorin on HeLa, SiHa, and MS-751 cells. Flow cytometry was used to assess apoptosis induced by alloimperatorin. The mechanism of apoptosis was verified by mitochondrial membrane potential, Western blotting, and fluorescent PCR. The results of the study showed that alloimperatorin reduced the activity of HeLa cells. The calculated IC50 at 48 hours was 116.9 μM. Compared with the control group, alloimperatorin increased the apoptotic rate of HeLa cells and reduced the mitochondrial membrane potential of HeLa cells. The Western blot results showed that alloimperatorin promotes the expression of caspase3, 8, 9 and that Bax apoptotic proteins reduce PARP expression, procaspase3, 8, 9, and BCL-2 proteins and reduces the cyt-c in the mitochondria expression. The results demonstrated that alloimperatorin can induce HeLa cell apoptosis through mitochondria and extrinsic apoptotic pathways.

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Antiviral activity of furanocoumarins isolated from Angelica dahurica against influenza a viruses H1N1 and H9N2

Cited by 42 publications

References 55 publications

Antiviral Activity of Isoimperatorin Against Influenza A Virus in vitro and its Inhibition of Neuraminidase

Antiviral Activity of Isoimperatorin Against Influenza A Virus in vitro and its Inhibition of Neuraminidase

Oxypeucedanin: Chemotaxonomy, Isolation, and Bioactivities

Studies on the Mechanism of Alloimperatorin on the Proliferation and Apoptosis of HeLa Cells

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