Phenolic phytochemical displaying SARS-CoV papain-like protease inhibition from the seeds of Psoralea corylifolia

Dae Wook Kim; Kyung Hye Seo; Marcus J. Curtis-Long; Kyeong Yeol Oh; Jong Won Oh; Jung Keun Cho; Kon Ho Lee; Ki Hun Park

doi:10.3109/14756366.2012.753591

Phenolic phytochemical displaying SARS-CoV papain-like protease inhibition from the seeds of Psoralea corylifolia

Dae Wook Kim, Kyung Hye Seo, Marcus J. Curtis-Long, Kyeong Yeol Oh, Jong Won Oh, Jung Keun Cho, Kon Ho Lee, Ki Hun Park

Research output: Contribution to journal › Article › peer-review

152 Citations (Scopus)

Abstract

Severe acute respiratory syndrome coronavirus (SARS-CoV) papain-like protease (PLpro) is a key enzyme that plays an important role in SARS virus replication. The ethanol extract of the seeds of Psoralea corylifolia showed high activity against the SARS-CoV PLpro with an IC50 of value of 15 μg/ml. Due to its potency, subsequent bioactivity-guided fractionation of the ethanol extract led to six aromatic compounds (1-6), which were identified as bavachinin (1), neobavaisoflavone (2), isobavachalcone (3), 4′-O-methylbavachalcone (4), psoralidin (5) and corylifol A (6). All isolated flavonoids (1-6) inhibited PLpro in a dose-dependent manner with IC50 ranging between 4.2 and 38.4 μM. Lineweaver-Burk and Dixon plots and their secondary replots indicated that inhibitors (1-6) were mixed inhibitors of PLpro. The analysis of KI and KIS values proved that the two most promising compounds (3 and 5) had reversible mixed type I mechanisms.

Original language	English
Pages (from-to)	59-63
Number of pages	5
Journal	Journal of Enzyme Inhibition and Medicinal Chemistry
Volume	29
Issue number	1
DOIs	https://doi.org/10.3109/14756366.2012.753591
Publication status	Published - 2014 Feb

Bibliographical note

Funding Information:
This study was supported by National Research Foundation Grant founded by Korea government (MEST; no. 2012-0001112) and Technology Development Program for Agriculture and Forestry (308025-05-4-HD110), Ministry for Food, Agriculture, Forestry and Fisheries, Republic of Korea. All students were supported by BK21 program.

All Science Journal Classification (ASJC) codes

Pharmacology
Drug Discovery

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10.3109/14756366.2012.753591

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title = "Phenolic phytochemical displaying SARS-CoV papain-like protease inhibition from the seeds of Psoralea corylifolia",

abstract = "Severe acute respiratory syndrome coronavirus (SARS-CoV) papain-like protease (PLpro) is a key enzyme that plays an important role in SARS virus replication. The ethanol extract of the seeds of Psoralea corylifolia showed high activity against the SARS-CoV PLpro with an IC50 of value of 15 μg/ml. Due to its potency, subsequent bioactivity-guided fractionation of the ethanol extract led to six aromatic compounds (1-6), which were identified as bavachinin (1), neobavaisoflavone (2), isobavachalcone (3), 4′-O-methylbavachalcone (4), psoralidin (5) and corylifol A (6). All isolated flavonoids (1-6) inhibited PLpro in a dose-dependent manner with IC50 ranging between 4.2 and 38.4 μM. Lineweaver-Burk and Dixon plots and their secondary replots indicated that inhibitors (1-6) were mixed inhibitors of PLpro. The analysis of KI and KIS values proved that the two most promising compounds (3 and 5) had reversible mixed type I mechanisms.",

author = "Kim, {Dae Wook} and Seo, {Kyung Hye} and Curtis-Long, {Marcus J.} and Oh, {Kyeong Yeol} and Oh, {Jong Won} and Cho, {Jung Keun} and Lee, {Kon Ho} and Park, {Ki Hun}",

note = "Funding Information: This study was supported by National Research Foundation Grant founded by Korea government (MEST; no. 2012-0001112) and Technology Development Program for Agriculture and Forestry (308025-05-4-HD110), Ministry for Food, Agriculture, Forestry and Fisheries, Republic of Korea. All students were supported by BK21 program.",

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doi = "10.3109/14756366.2012.753591",

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AU - Oh, Kyeong Yeol

AU - Oh, Jong Won

AU - Cho, Jung Keun

AU - Lee, Kon Ho

AU - Park, Ki Hun

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N2 - Severe acute respiratory syndrome coronavirus (SARS-CoV) papain-like protease (PLpro) is a key enzyme that plays an important role in SARS virus replication. The ethanol extract of the seeds of Psoralea corylifolia showed high activity against the SARS-CoV PLpro with an IC50 of value of 15 μg/ml. Due to its potency, subsequent bioactivity-guided fractionation of the ethanol extract led to six aromatic compounds (1-6), which were identified as bavachinin (1), neobavaisoflavone (2), isobavachalcone (3), 4′-O-methylbavachalcone (4), psoralidin (5) and corylifol A (6). All isolated flavonoids (1-6) inhibited PLpro in a dose-dependent manner with IC50 ranging between 4.2 and 38.4 μM. Lineweaver-Burk and Dixon plots and their secondary replots indicated that inhibitors (1-6) were mixed inhibitors of PLpro. The analysis of KI and KIS values proved that the two most promising compounds (3 and 5) had reversible mixed type I mechanisms.

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Phenolic phytochemical displaying SARS-CoV papain-like protease inhibition from the seeds of Psoralea corylifolia

Abstract

Bibliographical note

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