Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus

Chih Chun Wen; Yueh Hsiung Kuo; Jia Tsrong Jan; Po Huang Liang; Sheng Yang Wang; Hong Gi Liu; Ching Kuo Lee; Shang Tzen Chang; Chih Jung Kuo; Shoei Sheng Lee; Chia Chung Hou; Pei Wen Hsiao; Shih Chang Chien; Lie Fen Shyur; Ning Sun Yang

doi:10.1021/jm070295s

Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus

Chih Chun Wen, Yueh Hsiung Kuo, Jia Tsrong Jan, Po Huang Liang, Sheng Yang Wang, Hong Gi Liu, Ching Kuo Lee, Shang Tzen Chang, Chih Jung Kuo, Shoei Sheng Lee, Chia Chung Hou, Pei Wen Hsiao, Shih Chang Chien, Lie Fen Shyur, Ning Sun Yang

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Abstract

In this study, 221 phytocompounds were evaluated for activity against anti-severe acute respiratory syndrome associated coronavirus (SARS-CoV) activities using a cell-based assay measuring SARS-CoV-induced cytopathogenic effect on Vero E6 cells. Ten diterpenoids (1-10), two sesquiterpenoids (11 and 12), two triterpenoids (13 and 14), five lignoids (15-19), curcumin (20), and reference controls niclosamide (21) and valinomycin (22) were potent inhibitors at concentrations between 3.3 and 10 μM. The concentrations of the 22 compounds to inhibit 50% of Vero E6 cell proliferation (CC₅₀) and viral replication (EC₅₀) were measured. The selective index values (SI = CC₅₀/EC₅₀) of the most potent compounds 1, 5, 6, 8, 14, and 16 were 58, >510, 111, 193, 180, and >667, respectively. Betulinic acid (13) and savinin (16) were competitive inhibitors of SARS-CoV 3CL protease with K_i values = 8.2 ± 0.7 and 9.1 ± 2.4 μM, respectively. Our findings suggest that specific abietane-type diterpenoids and lignoids exhibit strong anti-SARS-CoV effects.

Original language	English
Pages (from-to)	4087-4095
Number of pages	9
Journal	Journal of Medicinal Chemistry
Volume	50
Issue number	17
DOIs	https://doi.org/10.1021/jm070295s
Publication status	Published - Aug 23 2007

ASJC Scopus subject areas

Drug Discovery
Molecular Medicine

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Wen, C. C., Kuo, Y. H., Jan, J. T., Liang, P. H., Wang, S. Y., Liu, H. G., Lee, C. K., Chang, S. T., Kuo, C. J., Lee, S. S., Hou, C. C., Hsiao, P. W., Chien, S. C., Shyur, L. F., & Yang, N. S. (2007). Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus. Journal of Medicinal Chemistry, 50(17), 4087-4095. https://doi.org/10.1021/jm070295s

Wen, CC, Kuo, YH, Jan, JT, Liang, PH, Wang, SY, Liu, HG, Lee, CK, Chang, ST, Kuo, CJ, Lee, SS, Hou, CC, Hsiao, PW, Chien, SC, Shyur, LF & Yang, NS 2007, 'Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus', Journal of Medicinal Chemistry, vol. 50, no. 17, pp. 4087-4095. https://doi.org/10.1021/jm070295s

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title = "Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus",

abstract = "In this study, 221 phytocompounds were evaluated for activity against anti-severe acute respiratory syndrome associated coronavirus (SARS-CoV) activities using a cell-based assay measuring SARS-CoV-induced cytopathogenic effect on Vero E6 cells. Ten diterpenoids (1-10), two sesquiterpenoids (11 and 12), two triterpenoids (13 and 14), five lignoids (15-19), curcumin (20), and reference controls niclosamide (21) and valinomycin (22) were potent inhibitors at concentrations between 3.3 and 10 μM. The concentrations of the 22 compounds to inhibit 50% of Vero E6 cell proliferation (CC50) and viral replication (EC50) were measured. The selective index values (SI = CC50/EC50) of the most potent compounds 1, 5, 6, 8, 14, and 16 were 58, >510, 111, 193, 180, and >667, respectively. Betulinic acid (13) and savinin (16) were competitive inhibitors of SARS-CoV 3CL protease with Ki values = 8.2 ± 0.7 and 9.1 ± 2.4 μM, respectively. Our findings suggest that specific abietane-type diterpenoids and lignoids exhibit strong anti-SARS-CoV effects.",

author = "Wen, {Chih Chun} and Kuo, {Yueh Hsiung} and Jan, {Jia Tsrong} and Liang, {Po Huang} and Wang, {Sheng Yang} and Liu, {Hong Gi} and Lee, {Ching Kuo} and Chang, {Shang Tzen} and Kuo, {Chih Jung} and Lee, {Shoei Sheng} and Hou, {Chia Chung} and Hsiao, {Pei Wen} and Chien, {Shih Chang} and Shyur, {Lie Fen} and Yang, {Ning Sun}",

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doi = "10.1021/jm070295s",

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AU - Wen, Chih Chun

AU - Kuo, Yueh Hsiung

AU - Jan, Jia Tsrong

AU - Liang, Po Huang

AU - Wang, Sheng Yang

AU - Liu, Hong Gi

AU - Lee, Ching Kuo

AU - Chang, Shang Tzen

AU - Kuo, Chih Jung

AU - Lee, Shoei Sheng

AU - Hou, Chia Chung

AU - Hsiao, Pei Wen

AU - Chien, Shih Chang

AU - Shyur, Lie Fen

AU - Yang, Ning Sun

PY - 2007/8/23

Y1 - 2007/8/23

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AB - In this study, 221 phytocompounds were evaluated for activity against anti-severe acute respiratory syndrome associated coronavirus (SARS-CoV) activities using a cell-based assay measuring SARS-CoV-induced cytopathogenic effect on Vero E6 cells. Ten diterpenoids (1-10), two sesquiterpenoids (11 and 12), two triterpenoids (13 and 14), five lignoids (15-19), curcumin (20), and reference controls niclosamide (21) and valinomycin (22) were potent inhibitors at concentrations between 3.3 and 10 μM. The concentrations of the 22 compounds to inhibit 50% of Vero E6 cell proliferation (CC50) and viral replication (EC50) were measured. The selective index values (SI = CC50/EC50) of the most potent compounds 1, 5, 6, 8, 14, and 16 were 58, >510, 111, 193, 180, and >667, respectively. Betulinic acid (13) and savinin (16) were competitive inhibitors of SARS-CoV 3CL protease with Ki values = 8.2 ± 0.7 and 9.1 ± 2.4 μM, respectively. Our findings suggest that specific abietane-type diterpenoids and lignoids exhibit strong anti-SARS-CoV effects.

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Specific plant terpenoids and lignoids possess potent antiviral activities against severe acute respiratory syndrome coronavirus

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