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SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii.

ABSTRACT: Quinone-methide triterpenes, celastrol (1), pristimerin (2), tingenone (3), and iguesterin (4) were isolated from Triterygium regelii and dihydrocelastrol (5) was synthesized by hydrogenation under palladium catalyst. Isolated quinone-methide triterpenes (1-4) and 5 were evaluated for SARS-CoV 3CL(pro) inhibitory activities and showed potent inhibitory activities with IC(50) values of 10.3, 5.5, 9.9, and 2.6 microM, respectively, whereas the corresponding 5 having phenol moiety was observed in low activity (IC(50)=21.7 microM). As a result, quinone-methide moiety in A-ring and more hydrophobic E-ring assist to exhibit potent activity. Also, all quinone-methide triterpenes 1-4 have proven to be competitive by the kinetic analysis.

SUBMITTER: Ryu YB

PROVIDER: S-EPMC7127101 | biostudies-literature | 2010 Mar

REPOSITORIES: biostudies-literature

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SARS-CoV 3CLpro inhibitory effects of quinone-methide triterpenes from Tripterygium regelii.

Ryu Young Bae YB Park Su-Jin SJ Kim Young Min YM Lee Ju-Yeon JY Seo Woo Duck WD Chang Jong Sun JS Park Ki Hun KH Rho Mun-Chual MC Lee Woo Song WS

Bioorganic & medicinal chemistry letters 20100204 6

Quinone-methide triterpenes, celastrol (1), pristimerin (2), tingenone (3), and iguesterin (4) were isolated from Triterygium regelii and dihydrocelastrol (5) was synthesized by hydrogenation under palladium catalyst. Isolated quinone-methide triterpenes (1-4) and 5 were evaluated for SARS-CoV 3CL(pro) inhibitory activities and showed potent inhibitory activities with IC(50) values of 10.3, 5.5, 9.9, and 2.6 microM, respectively, whereas the corresponding 5 having phenol moiety was observed in l ...[more]

PMID: 20167482

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