2. Academic Validation
  3. Isolation, synthesis and anti-hepatitis B virus evaluation of p-hydroxyacetophenone derivatives from Artemisia capillaris

Isolation, synthesis and anti-hepatitis B virus evaluation of p-hydroxyacetophenone derivatives from Artemisia capillaris

  • Bioorg Med Chem Lett. 2015 Apr 1;25(7):1509-14. doi: 10.1016/j.bmcl.2015.02.024.
Yong Zhao 1,  Chang-An Geng 1,  Hao Chen 1,  Yun-Bao Ma 1,  Xiao-Yan Huang 1,  Tuan-Wu Cao 1,  Kang He 1,  Hao Wang 1,  Xue-Mei Zhang 1,  Ji-Jun Chen 2
Affiliations

Affiliations

  • 1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China.
  • 2 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, PR China. Electronic address: chenjj@mail.kib.ac.cn.
PMID: 25737008 DOI: 10.1016/j.bmcl.2015.02.024
Abstract

p-Hydroxyacetophenone (p-HAP), as a main hepatoprotective and choleretic constituent of Artemisia capillaris, was revealed with anti-hepatitis B virus (HBV) effects in recent investigation. In addition to p-HAP, four derivatives of p-HAP were also isolated from A. capillaris by various chromatographic methods. Subsequent structural modification on p-HAP and its glycoside led to the synthesis of 28 additional derivatives, of which 13 compounds showed activity inhibiting hepatitis B surface antigen (HBsAg) secretion; and 18 compounds possessed inhibition on HBV DNA replication. The primary structure-activity relationships (SARs) suggested that the conjugated derivatives of p-HAP glycoside and substituted cinnamic acids (2a-2i) obviously enhanced the activity against HBV DNA replication with IC50 values ranged from 5.8 to 74.4 μM.

Keywords

Anti-HBV activity; Artemisia capillaris; Structure–activity relationships; p-Hydroxyacetophenone derivatives.

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