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

被引：24

作者：

Zhao, Yong ^{[1
]}

Geng, Chang-An ^{[1
]}

Chen, Hao ^{[1
]}

Ma, Yun-Bao ^{[1
]}

Huang, Xiao-Yan ^{[1
]}

Cao, Tuan-Wu ^{[1
]}

He, Kang ^{[1
]}

Wang, Hao ^{[1
]}

Zhang, Xue-Mei ^{[1
]}

Chen, Ji-Jun ^{[1
]}

机构：

[1] Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Peoples R China

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2015年 / 25卷 / 07期

基金：

美国国家科学基金会; 中国国家自然科学基金;

关键词：

Artemisia capillaris; p-Hydroxyacetophenone derivatives; Anti-HBV activity; Structure-activity relationships; ANTIVIRAL ACTIVITY; CONSTITUENTS; INHIBITORS; ANALOGS; ACID;

D O I：

10.1016/j.bmcl.2015.02.024

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

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 Artemisia 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 mu M. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：1509 / 1514

页数：6

共 50 条

[41] Isolation and Characterization of Two Chalcone Derivatives with Anti-Hepatitis B Virus Activity from the Endemic Socotraen Dracaena cinnabari (Dragon's Blood Tree)
Mothana, Ramzi A.
Arbab, Ahmed H.
ElGamal, Ali A.
Parvez, Mohammad K.
Al-Dosari, Mohammed S.
MOLECULES, 2022, 27 (03):
[42] Sesquiterpenes from the fruits of Illicium jiadifengpi and their anti-hepatitis B virus activities
Liu, Ji-Feng
Wang, Lei
Wang, Ya-Feng
Song, Xu
Yang, Li-Jia
Zhang, Yan-Bing
FITOTERAPIA, 2015, 104 : 41 - 44
[43] Anti-hepatitis B virus constituents from the stem bark of Streblus asper
Li, Jun
Huang, Yan
Guan, Xin-Lan
Li, Jian
Deng, Sheng-Ping
Wu, Qiang
Zhang, Yan-Jun
Su, Xiao-Jian
Yang, Rui-Yun
PHYTOCHEMISTRY, 2012, 82 : 100 - 109
[44] Cytotoxicity and anti-hepatitis B virus activities of saikosaponins from Bupleurum species
Chiang, LC
Ng, LT
Liu, LT
Shieh, DE
Lin, CC
PLANTA MEDICA, 2003, 69 (08) : 705 - 709
[45] In vitro and in vivo anti-hepatitis B virus activities of novel 2-pyridone derivatives
Li, Ke
Lv, Zhiliang
Li, Qisheng
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
[46] In vitro and in vivo anti-hepatitis B virus activities of novel 2-pyridone derivatives
Li, Ke
Lv, Zhiliang
Li, Qisheng
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[47] Anti-hepatitis B virus activities of friedelolactones from Viola diffusa Ging
Dai, Jiao-Jiao
Tao, Hua-Ming
Min, Qing-Xi
Zhu, Quan-Hong
PHYTOMEDICINE, 2015, 22 (7-8) : 724 - 729
[48] Novel Anti-Hepatitis B Virus Activity of Euphorbia schimperi and Its Quercetin and Kaempferol Derivatives
Parvez, Mohammad K.
Ahmed, Sarfaraz
Al-Dosari, Mohammed S.
Abdelwahid, Mazin A. S.
Arbab, Ahmed H.
Al-Rehaily, Adnan J.
Al-Oqail, Mai M.
ACS OMEGA, 2021, 6 (43): : 29100 - 29110
[49] Anti-hepatitis B virus effects of wogonin isolated from Scutellaria baicalensis
Huang, RL
Chen, CC
Huang, HL
Chang, CG
Chen, CF
Chang, CM
Hsieh, MT
PLANTA MEDICA, 2000, 66 (08) : 694 - 698
[50] Synthesis and Anti-Hepatitis B Virus Activity of Glucosylated 2-O-Ethyluracils
Adel A.-H. Abdel-Rahman
Monatshefte für Chemie / Chemical Monthly, 2003, 134 : 929 - 939

← 1 2 3 4 5 →