Synthesis and Antitumor Activity of Diosgenin Hydroxamic Acid and Quaternary Phosphonium Salt Derivatives

被引：7

作者：

Wang, Lin ^{[1
]}

Yao, Maoling ^{[1
]}

Hu, Yuegao ^{[1
]}

Chen, Congdi ^{[2
]}

Jin, Liming ^{[1
]}

Ma, Xiaodong ^{[2
]}

Yang, Hongjun ^{[1
]}

机构：

[1] Southwest Minzu Univ, Sch Chem & Environm, Natl Ethn Affairs Commiss, Key Lab Gen Chem, Chengdu 610041, Peoples R China

[2] Dalian Med Univ, Coll Pharm, Dalian 116044, Peoples R China

来源：

ACS MEDICINAL CHEMISTRY LETTERS | 2022年 / 13卷 / 05期

关键词：

Diosgenin; antitumor; derivatives; quaternary phosphonium salt; hydroxamic acid; BIOLOGICAL EVALUATION; SARSASAPOGENIN DERIVATIVES; STEROIDAL DERIVATIVES; DESIGN; AGENTS;

D O I：

10.1021/acsmedchemlett.1c00581

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Diosgenin, a component separated from Dioscorea plants, is an important starting material for steroid hormone drugs and semisynthetic steroids. In the work, two series of diosgenin derivatives were designed, synthesized, and evaluated for their cellular anticancer activities. Most of the target compounds exhibited good inhibitory activities against four cell lines, Aspc-1 (human and SW620 (human metastatic pancreatic cancer cells). Among them, the representative compound 2.2f exhibited 7.9-341.7-fold antiproliferative activities against the above-mentioned four cell lines compared with the lead compound diosgenin.

引用

页码：786 / 791

页数：6

共 38 条

[31] Design, Synthesis, and Cancer Cell Growth Inhibitory Activity of Triphenylphosphonium Derivatives of the Triterpenoid Betulin [J].

Tsepaeva, Olga V. ;

Nemtarev, Andrey V. ;

Abdullin, Timur I. ;

Grigor'eva, Leysan R. ;

Kuznetsova, Elena V. ;

Akhmadishina, Rezeda A. ;

Ziganshina, Liliya E. ;

Cong, Hanh H. ;

Mironov, Vladimir F. .

JOURNAL OF NATURAL PRODUCTS, 2017, 80 (08) :2232-2239

[32] Clinical impact of subclonal EGFR T790M mutations in advanced-stage EGFR-mutant non-small-cell lung cancers [J].

Vaclova, Tereza ;

Grazini, Ursula ;

Ward, Lewis ;

O'Neill, Daniel ;

Markovets, Aleksandra ;

Huang, Xiangning ;

Chmielecki, Juliann ;

Hartmaier, Ryan ;

Thress, Kenneth S. ;

Smith, Paul D. ;

Barrett, J. Carl ;

Downward, Julian ;

de Bruin, Elza C. .

NATURE COMMUNICATIONS, 2021, 12 (01)

[33] Synthesis of diosgenyl quaternary ammonium derivatives and their antitumor activity [J].

Xia, Xi ;

Chen, Yu ;

Wang, Lin ;

Yang, Zhi-Gang ;

Ma, Xiao-Dong ;

Zhao, Zhi-Gang ;

Yang, Hong-Jun .

STEROIDS, 2021, 166

[34] Design, synthesis and evaluation of diosgenin carbamate derivatives as multitarget anti-Alzheimer's disease agents [J].

Yang, Gui-Xiang ;

Huang, Yan ;

Zheng, Lu-Lu ;

Zhang, Li ;

Su, Lin ;

Wu, Yu-Hang ;

Li, Jie ;

Zhou, Li-Cheng ;

Huang, Jin ;

Tang, Yun ;

Wang, Rui ;

Ma, Lei .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 187

[35] Design, synthesis and biological evaluation of 3-piperazinecarboxylate sarsasapogenin derivatives as potential multifunctional anti-Alzheimer agents [J].

Yang, Gui-Xiang ;

Ge, Song-Lan ;

Wu, Yan ;

Huang, Jin ;

Li, Shi-Liang ;

Wang, Rui ;

Ma, Lei .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 156 :206-215

[36] Mitochondria-Targeted Lupane Triterpenoid Derivatives and Their Selective Apoptosis-Inducing Anticancer Mechanisms [J].

Ye, Yaqing ;

Zhang, Tao ;

Yuan, Huiqing ;

Li, Defeng ;

Lou, Hongxiang ;

Fan, Peihong .

JOURNAL OF MEDICINAL CHEMISTRY, 2017, 60 (14) :6353-6363

[37]

Zhang Yiqiang Z.X., 2019, ChemicChem Engineeral Engineer, V33, P53

[38] Network Pharmacology to Unveil the Biological Basis of Health-Strengthening Herbal Medicine in Cancer Treatment [J].

Zheng, Jiahui ;

Wu, Min ;

Wang, Haiyan ;

Li, Shasha ;

Wang, Xin ;

Li, Yan ;

Wang, Dong ;

Li, Shao .

CANCERS, 2018, 10 (11)

← 1 2 3 4 →