A review of structural modification and biological activities of oleanolic acid

被引:14
作者
Yang, Huali [1 ,2 ]
Deng, Minghui [2 ]
Jia, Hongwei [2 ]
Zhang, Kaicheng [2 ]
Liu, Yang [2 ]
Cheng, Maosheng [2 ]
Xiao, Wei [1 ]
机构
[1] Jiangsu Kanion Pharmaceut Co Ltd, State Key Lab New Tech Chinese Med Pharmaceut Proc, State Key Lab New tech Chinese Med Pharmaceut Proc, Lianyungang 222001, Peoples R China
[2] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Key Lab Struct Based Drug Design & Discovery, Minist Educ, Shenyang 110016, Peoples R China
关键词
Oleanolic acid; Derivatives; Pentacyclic triterpenoid; Structural modification; Biological activities; OXIDE-RELEASING DERIVATIVES; HEPATOCELLULAR-CARCINOMA ACTIVITY; OLEANANE-TYPE TRITERPENES; ACTIVATED PROTEIN-KINASE; IN-VITRO; CANCER-CELLS; ANTIOXIDANT ACTIVITY; ALZHEIMERS-DISEASE; BIOACTIVE SAPONINS; CYTOTOXIC ACTIVITY;
D O I
10.1016/S1875-5364(24)60559-5
中图分类号
R [医药、卫生];
学科分类号
10 ;
摘要
Oleanolic acid (OA), a pentacyclic triterpenoid, exhibits a broad spectrum of biological activities, including antitumor, antiviral, antibacterial, anti-inflammatory, hepatoprotective, hypoglycemic, and hypolipidemic effects. Since its initial isolation and identification, numerous studies have reported on the structural modifications and pharmacological activities of OA and its derivatives. Despite this, there has been a dearth of comprehensive reviews in the past two decades, leading to challenges in subsequent research on OA. Based on the main biological activities of OA, this paper comprehensively summarized the modification strategies and structureactivity relationships (SARs) of OA and its derivatives to provide valuable reference for future investigations into OA.
引用
收藏
页码:15 / 30
页数:16
相关论文
共 112 条
[11]   Fragment-based discovery of novel pentacyclic triterpenoid derivatives as cholesteryl ester transfer protein inhibitors [J].
Chang, Yongzhi ;
Zhou, Shuxi ;
Li, Enqin ;
Zhao, Wenfeng ;
Ji, Yanpeng ;
Wen, Xiaoan ;
Sun, Hongbin ;
Yuan, Haoliang .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 126 :143-153
[12]   Design, synthesis, and antihepatocellular carcinoma activity of nitric oxide releasing derivatives of oleanolic acid [J].
Chen, Li ;
Zhang, Yihua ;
Kong, Xiangwen ;
Lan, Edward ;
Huang, Zhangjian ;
Peng, Sixun ;
Kaufman, Daniel L. ;
Tian, Jide .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (15) :4834-4838
[13]   Identification of a cytochrome P450 from Tripterygium hypoglaucum (Levl.) Hutch that catalyzes polpunonic acid formation in celastrol biosynthesis [J].
Chen Xiao-Chao ;
Lu Yun ;
Liu Yuan ;
Zhou Jia-Wei ;
Zhang Yi-Feng ;
Gao Hai-Yun ;
Li Dan ;
Gao Wei .
CHINESE JOURNAL OF NATURAL MEDICINES, 2022, 20 (09) :691-700
[14]   Discovery of an Oleanolic Acid/Hederagenin-Nitric Oxide Donor Hybrid as an EGFR Tyrosine Kinase Inhibitor for Non-Small-Cell Lung Cancer [J].
Chen, Zhong ;
Huang, Kuo-Yen ;
Ling, Yong ;
Goto, Masuo ;
Duan, Hua-Qing ;
Tong, Xiao-Hang ;
Liu, Yan-Li ;
Cheng, Yung-Yi ;
Morris-Natschke, Susan L. ;
Yang, Pan-Chyr ;
Yang, Shi-Lin ;
Lee, Kuo-Hsiung .
JOURNAL OF NATURAL PRODUCTS, 2019, 82 (11) :3065-3073
[15]   Lipoxygenase inhibiting activity of some Malaysian plants [J].
Chung, Lip Yong ;
Soo, Wei Kwan ;
Chan, Kit Yee ;
Mustafa, Mohd Rais ;
Goh, Swee Hock ;
Imiyabir, Zamrie .
PHARMACEUTICAL BIOLOGY, 2009, 47 (12) :1142-1148
[16]   ALZHEIMERS-DISEASE - A DISORDER OF CORTICAL CHOLINERGIC INNERVATION [J].
COYLE, JT ;
PRICE, DL ;
DELONG, MR .
SCIENCE, 1983, 219 (4589) :1184-1190
[17]   Cinnamic Acid Derivatives as Anticancer Agents-A Review [J].
De, P. ;
Baltas, M. ;
Bedos-Belval, F. .
CURRENT MEDICINAL CHEMISTRY, 2011, 18 (11) :1672-1703
[18]   Ursolic, oleanolic and betulinic acids: Antibacterial spectra and selectivity indexes [J].
Fontanay, Stephane ;
Grare, Marion ;
Mayer, Josephine ;
Finance, Chantal ;
Duval, Raphael Emmanuel .
JOURNAL OF ETHNOPHARMACOLOGY, 2008, 120 (02) :272-276
[19]   Identification of nitric oxide-releasing derivatives of oleanolic acid as potential anti-colon cancer agents [J].
Fu, Junjie ;
Zou, Yu ;
Huang, Zhangjian ;
Yan, Chang ;
Zhou, Qimeng ;
Zhang, Huibin ;
Lai, Yisheng ;
Peng, Sixun ;
Zhang, Yihua .
RSC ADVANCES, 2015, 5 (25) :19445-19454
[20]   Hybrid Molecule from O2-(2,4-Dinitrophenyl)diazeniumdiolate and Oleanolic Acid: A Glutathione S-Transferase π-Activated Nitric Oxide Prodrug with Selective Anti-Human Hepatocellular Carcinoma Activity and Improved Stability [J].
Fu, Junjie ;
Liu, Ling ;
Huang, Zhangjian ;
Lai, Yisheng ;
Ji, Hui ;
Peng, Sixun ;
Tian, Jide ;
Zhang, Yihua .
JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (11) :4641-4655