Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

Li-Jun Wang; Chang-An Geng; Yun-Bao Ma; Xiao-Yan Huang; Jie Luo; Hao Chen; Xue-Mei Zhang; Ji-Jun Chen

doi:10.1016/j.bmcl.2012.03.081

Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

Bioorg Med Chem Lett. 2012 May 15;22(10):3473-9. doi: 10.1016/j.bmcl.2012.03.081. Epub 2012 Mar 28.

Authors

Li-Jun Wang¹, Chang-An Geng, Yun-Bao Ma, Xiao-Yan Huang, Jie Luo, Hao Chen, Xue-Mei Zhang, Ji-Jun Chen

Affiliation

¹ State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.

PMID: 22520261
DOI: 10.1016/j.bmcl.2012.03.081

Abstract

Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC(50) values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Antiviral Agents / chemical synthesis*
Antiviral Agents / chemistry
Antiviral Agents / pharmacology*
DNA Replication / drug effects
DNA, Viral / biosynthesis
DNA, Viral / drug effects
Glycyrrhetinic Acid / chemical synthesis*
Glycyrrhetinic Acid / chemistry
Glycyrrhetinic Acid / pharmacology*
Hepatitis B virus / drug effects*
Hepatitis B virus / genetics
Hepatitis B virus / physiology
Structure-Activity Relationship
Virus Replication / drug effects

Substances

Antiviral Agents
DNA, Viral
Glycyrrhetinic Acid