Facile access to evodiakine enabled by aerobic copper-catalyzed oxidative rearrangement

Yiting Su, Gaofeng Huang, Fu Ye, Panpan Qiao, Jinxiang Ye, Yu Gao and Haijun Chen

Org. Biomol. Chem., 2019, 17, 8811
DOI: 10.1039/C9OB01832H

Synthesis of bioactive evodiamine and rutaecarpine analogues under ball milling conditions

Hao-Chun Hu, Szu-Yin Yu, Yi-Hong Tsai, Pei-Wen Hsieh, Hui-Chun Wang, Yan-Ning Chen, Ya-Ting Chuang, Min-Yu Lee, Hsueh-Wei Chang, Hao-Chun Hu, Yang-Chang Wu, Fang-Rong Chang, István Szatmári and Ferenc Fülöp

Org. Biomol. Chem., 2024, 22, 2620
DOI: 10.1039/D4OB00056K

Evodiamine: A review of its pharmacology, toxicity, pharmacokinetics and preparation researches

Qiang Sun, Long Xie, Jiawen Song and Xiaofang Li

Journal of Ethnopharmacology, 2020, 262, 113164
DOI: 10.1016/j.jep.2020.113164

A review of synthetic bioactive tetrahydro-β-carbolines: A medicinal chemistry perspective

Jiayun Wang, Feihu Gong, Ting Liang, Zhao Xie, Yingxiang Yang, Chenyu Cao, Jinming Gao, Tao Lu and Xin Chen

European Journal of Medicinal Chemistry, 2021, 225, 113815
DOI: 10.1016/j.ejmech.2021.113815

Identification of a novel 10-hydroxyevodiamine prodrug as a potent topoisomerase inhibitor with improved aqueous solubility for treatment of hepatocellular carcinoma

Xiuzhen Wei, Xi Zhang, Yan Peng, Junbo Wu, Hanxuan Mo, Zhigang An, Xinyu Deng, Ying Peng, Linyi Liu, Weifan Jiang, Jinjin Chen, Zecheng Hu, Zhen Wang and Linsheng Zhuo

European Journal of Medicinal Chemistry, 2024, 279, 116807
DOI: 10.1016/j.ejmech.2024.116807

The Design, Synthesis, and Evaluation of Evodiamine Derivatives with Hydroxy Groups

Zheng Yang, Hui Guo, Keyao Zhang, Zebo Jiang, Ruyi Jin, Dongyan Guo, Zhi Li, Yuwei Wang and Lingjie Meng

LDDD, 2023, 20, 1135
DOI: 10.2174/1570180819666220903150621

Evodiamine Boosts AR Expression to Trigger Senescence and Halt Proliferation in OSCC Cells

Gang Chen, Hong-Liang Du, Jia-Nan Liu, Jie Cheng, Jing Chen, Xiao-Yang Yin, Hu-Lai Wei and Jing Wang

CIMB, 2025, 47, 558
DOI: 10.3390/cimb47070558

Design, synthesis and bioactivity study of evodiamine derivatives as multifunctional agents for the treatment of hepatocellular carcinoma

Xiaohong Fan, Jiedan Deng, Tao Shi, Huaixiu Wen, Junfang Li, Ziyi Liang, Fang Lei, Dan Liu, Honghua Zhang, Yan Liang, Xiangyong Hao and Zhen Wang

Bioorganic Chemistry, 2021, 114, 105154
DOI: 10.1016/j.bioorg.2021.105154

Extraction and Determination of Evodiamine from Euodia Fructus with SPE-HPLC Based on a Homemade Phenyl-Based Monolithic Cartridge

Xiaoqian Shi, Fanrong Sun, Haiyan Liu, Hongyuan Yan and Ligai Bai

Journal of Chromatographic Science, 2023, 61, 579
DOI: 10.1093/chromsci/bmac062

Synthesis and evaluation of the anticancer activity of some semisynthetic derivatives of rutaecarpine and evodiamine

Serhii Patrykei, Yulia Korobko, Oleksandr Ogorodniichuk, Myroslav Garazd, Pavel Polishchuk, Petr Džubák, Soňa Gurská, Marián Hajdúch and Roman Lesyk

Synthetic Communications, 2021, 51, 3237
DOI: 10.1080/00397911.2021.1919712

Discovery of Novel Polycyclic Heterocyclic Derivatives from Evodiamine for the Potential Treatment of Triple-Negative Breast Cancer

Shengtao Xu, Hong Yao, Yangyi Qiu, Manzhen Zhou, Dahong Li, Liang Wu, Dong-Hua Yang, Zhe-Sheng Chen and Jinyi Xu

J. Med. Chem., 2021, 64, 17346
DOI: 10.1021/acs.jmedchem.1c01411

Evodiamine inhibits vasculogenic mimicry in HCT116 cells by suppressing hypoxia-inducible factor 1-alpha-mediated angiogenesis

Di Zeng, Peng Zhou, Rong Jiang, Xiao-peng Li, Shi-ying Huang, Dan-yang Li, Guo-li Li, Li-sha Li, Shuang Zhao, Ling Hu, Jian-hua Ran, Di-long Chen, Ya-ping Wang and Jing Li

Anti-Cancer Drugs, 2021, 32, 314
DOI: 10.1097/CAD.0000000000001030

Evodiamine: A Extremely Potential Drug Development Candidate of Alkaloids from Evodia rutaecarpa

Longfei Lin, Yuling Liu, Ruying Tang, Shilan Ding, Hongmei Lin and Hui Li

IJN, 2024, Volume 19, 9843
DOI: 10.2147/IJN.S459510

Design, synthesis and bioactivity study of N-salicyloyl tryptamine derivatives as multifunctional agents for the treatment of neuroinflammation

Xiaohong Fan, Junfang Li, Xuemei Deng, Yingmei Lu, Yiyue Feng, Shumeng Ma, Huaixiu Wen, Quanyi Zhao, Wen Tan, Tao Shi and Zhen Wang

European Journal of Medicinal Chemistry, 2020, 193, 112217
DOI: 10.1016/j.ejmech.2020.112217

Evodiamine Protects Against Inflammatory Response Via CaMKII and NF-κB Pathways in Osteoarthritis

Yan Gao, Sixiang Wang and Li Yang

SSRN Journal, 2022
DOI: 10.2139/ssrn.4193498

Palladium-Catalyzed Multistep Tandem Carbonylation/N-Dealkylation/Carbonylation Reaction: Access to Isatoic Anhydrides

Shoucai Wang, Xuan Li, Jiawang Zang, Meichen Liu, Siyu Zhang, Guangbin Jiang and Fanghua Ji

J. Org. Chem., 2020, 85, 2672
DOI: 10.1021/acs.joc.9b02771

The nanocomposite system comprising folic acid-modified graphene quantum dots loaded with evodiamine in the treatment of oral squamous cell carcinoma

Yu Ma, Yan Liu, Yurui Wang, Yanzhu Guo, Yuanyuan Li, Ruizhi Li, Xinzi Kong, Qize Han, Rong Wei and Jing Wang

Materials & Design, 2022, 220, 110838
DOI: 10.1016/j.matdes.2022.110838

Evodiamine suppresses non-small cell lung cancer by elevating CD8+ T cells and downregulating the MUC1-C/PD-L1 axis

Ze-Bo Jiang, Ju-Min Huang, Ya-Jia Xie, Yi- Zhong Zhang, Chan Chang, Huan-Ling Lai, Wenjun Wang, Xiao-Jun Yao, Xing-Xing Fan, Qi-Biao Wu, Chun Xie, Mei-Fang Wang and Elaine Lai-Han Leung

J Exp Clin Cancer Res, 2020, 39
DOI: 10.1186/s13046-020-01741-5

Design, synthesis and bioactivity evaluation of novel N-phenyl-substituted evodiamine derivatives as potent anti-tumor agents

Xiangyong Hao, Jiedan Deng, Honghua Zhang, Ziyi Liang, Fang Lei, Yuqing Wang, Xiaoyan Yang and Zhen Wang

Bioorganic & Medicinal Chemistry, 2022, 55, 116595
DOI: 10.1016/j.bmc.2021.116595

Synthesis of Quinazolinone-Fused Tetrahydroisoquinolines and Related Polycyclic Scaffolds by Iodine-Mediated sp3 C–H Amination

Manman Wang, Wenjun Ye, Nannan Sun, Wenquan Yu and Junbiao Chang

J. Org. Chem., 2023, 88, 1061
DOI: 10.1021/acs.joc.2c02509

Melatonin derivatives combat with inflammation-related cancer by targeting the Main Culprit STAT3

Shumeng Ma, Longqing Zhu, Xiaohong Fan, Tian Luo, Dan Liu, Ziyi Liang, Xiaoling Hu, Tao Shi, Wen Tan and Zhen Wang

European Journal of Medicinal Chemistry, 2021, 211, 113027
DOI: 10.1016/j.ejmech.2020.113027

Design, Synthesis, and Biological Evaluation of Novel Evodiamine Derivatives as Potential Antihepatocellular Carcinoma Agents

Fang Lei, Yongxia Xiong, Yuqing Wang, Honghua Zhang, Ziyi Liang, Junfang Li, Yiyue Feng, Xiangyong Hao and Zhen Wang

J. Med. Chem., 2022, 65, 7975
DOI: 10.1021/acs.jmedchem.2c00520

Discovery of evodiamine derivatives as potential lead antifungal agents for the treatment of superficial fungal infections

Yan Liang, Honghua Zhang, Xi Zhang, Ying Peng, Jiedan Deng, Yuqing Wang, Ranhui Li, Linyi Liu and Zhen Wang

Bioorganic Chemistry, 2022, 127, 105981
DOI: 10.1016/j.bioorg.2022.105981

Synthesis of Carboline Derivatives Using Domino Annulation Strategies

Cuiying Li, Haiyun Yang, Honglan Kang and Xin Lv

Adv Synth Catal, 2025
DOI: 10.1002/adsc.70146

Design, synthesis and bioactivity evaluation of novel evodiamine derivatives with excellent potency against gastric cancer

Ziyi Liang, Fang Lei, Jiedan Deng, Honghua Zhang, Yuqing Wang, Junfang Li, Tao Shi, Xiaoyan Yang and Zhen Wang

European Journal of Medicinal Chemistry, 2022, 228, 113960
DOI: 10.1016/j.ejmech.2021.113960

Design, synthesis and bioactivity evaluation of favorable evodiamine derivative scaffold for developing cancer therapy

Ziyi Liang, Yuqing Wang, Honghua Zhang, Jiedan Deng, Fang Lei, Junfang Li, Tao Shi, Shuzhi Wang, Ranhui Li and Zhen Wang

European Journal of Medicinal Chemistry, 2022, 239, 114530
DOI: 10.1016/j.ejmech.2022.114530

Molecular targets and anticancer potential of evodiamine

Yangyang Wang, Hongying Ma, Acharan Narula, Lian Liu and Kwang Seok Ahn

Phytochemistry Letters, 2022, 52, 92
DOI: 10.1016/j.phytol.2022.10.001

Natural STAT3 inhibitors: A mini perspective

Zhuo Wang, Chunngai Hui and Yusheng Xie

Bioorganic Chemistry, 2021, 115, 105169
DOI: 10.1016/j.bioorg.2021.105169

The Nanocomposite System Comprising Folic Acid-Modified Graphene Quantum Dots Loaded with Evodiamine in the Treatment of Oral Squamous Cell Carcinoma

Yu Ma, Yan Liu, Yurui Wang, Yanzhu Guo, Yuanyuan Li, Ruizhi Li, Xinzi Kong, Qize Han and Jing Wang

SSRN Journal, 2022
DOI: 10.2139/ssrn.4069237

The active ingredient of Evodia rutaecarpa reduces inflammation in knee osteoarthritis rats through blocking calcium influx and NF‐κB pathway

Yan Gao, Sixiang Wang, Yuehong Gao and Li Yang

Basic Clin Pharma Tox, 2024, 135, 705
DOI: 10.1111/bcpt.14096

Synthesis of evodiamine and its derivatives through a visible-light-driven intramolecular C N cross-coupling reaction

Linfeng Zhang, Dong Chen, Chao Zhou, Yutong Yin, Guixia Wang, Qiping Zhu, Shiqing Li and Xiangfei Kong

Tetrahedron Letters, 2023, 115, 154305
DOI: 10.1016/j.tetlet.2022.154305

Pd(II)-Catalyzed Annulation Reactions of Epoxides with Benzamides to Synthesize Isoquinolones

Huihong Wang, Fei Cao, Weiwei Gao, Xiaodong Wang, Yuhang Yang, Tao Shi and Zhen Wang

Org. Lett., 2021, 23, 863
DOI: 10.1021/acs.orglett.0c04097

Natural product evodiamine-inspired medicinal chemistry: Anticancer activity, structural optimization and structure-activity relationship

Zhen Wang, Yongxia Xiong, Ying Peng, Xi Zhang, Shuang Li, Yan Peng, Xue Peng, Linsheng Zhuo and Weifan Jiang

European Journal of Medicinal Chemistry, 2023, 247, 115031
DOI: 10.1016/j.ejmech.2022.115031

Structure-activity relationship study of novel evodiamine amino acid conjugates with potent anti-colorectal cancer efficacy

Shuting Chen, Xi Zhang, Hanxuan Mo, Ying Peng, Zhigang An, Junbo Wu, Xiuzhen Wei, Siyi Zhang, Yongxia Xiong, Weifan Jiang, Xue Peng, Linsheng Zhuo, Zhengwen Lei, Zhen Wang and Zecheng Hu

European Journal of Medicinal Chemistry, 2025, 283, 117132
DOI: 10.1016/j.ejmech.2024.117132

Synthesis and Antitumor Activity of Evodiamine Derivatives With Nitro, Amino, and Methoxy Groups

Ruolan Yang, Jingjing Ma, Hui Guo, Qinghua Meng, Yuwei Wang, Hao Yan, Ruyi Jin, Zhi Li and Lingjie Meng

Natural Product Communications, 2022, 17
DOI: 10.1177/1934578X211059645

Targeting YAP1 to improve the efficacy of immune checkpoint inhibitors in liver cancer: mechanism and strategy

Yuting Gao, Yi Gong, Junlan Lu, Huiqin Hao and Xinli Shi

Front. Immunol., 2024, 15
DOI: 10.3389/fimmu.2024.1377722

The Synthesis, Structural Modification and Mode of Anticancer Action of Evodiamine: A Review

Meixia Fan and Lei Yao

PRA, 2022, 17, 284
DOI: 10.2174/1574892817666211221165739