Design, Synthesis, and Biological Evaluation of Novel Pyrazolo[1,5-a]pyrimidine and 1,3-Benzodiazine Derivatives as Potent Antitumor Agents

被引：2

作者：

Chi, Liang-liang ^{[1
]}

Hao, Lin-lin ^{[1
]}

Cai, Zhi-qiang ^{[1
]}

Kong, Du-lin ^{[2
]}

Wang, Ya-nan ^{[1
]}

Qin, Wei-tao ^{[1
]}

Gao, Yang ^{[1
]}

Qu, Zhi-zhuo ^{[1
]}

机构：

[1] Shenyang Univ Technol, Liaoning Prov Profess & Tech Innovat Ctr Fine Chem, Sch Petrochem Engn, Liaoyang 111003, Peoples R China

[2] Hainan Med Univ, Sch Pharm, Key Lab Trop Translat Med, Hainan Prov Key Lab Res & Dev Trop Herbs,Minist Ed, Haikou 571199, Peoples R China

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2022年 / 92卷 / 12期

关键词：

larotrectinib; antitumor activity; molecular docking; ADME; CRYSTAL-STRUCTURE; INHIBITORS;

D O I：

10.1134/S1070363222120209

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Based on the molecular docking simulation and structure of larotrectinib, some larotrectinib derivatives as antitumor compounds were designed and synthesized. The antitumor activities of the synthesized compounds were tested by A549 and H1975 cell lines with larotrectinib as the positive control drugs. The molecular docking of the selected compounds with protein was carried out to further explain the binding modes and the ADME data of the compounds were predicted, which showed that the compounds had good physicochemical property and biological characteristics. The results showed that the selected compounds had further research potential.

引用

页码：2698 / 2707

页数：10

共 38 条

[1] Synthesis, antibacterial activity and cytotoxicity of new fused pyrazolo [1,5-a]pyrimidine and pyrazolo[5,1-c][1,2,4]triazine derivatives from new 5-aminopyrazoles [J].

Al-Adiwish, Wedad M. ;

Tahir, M. I. M. ;

Siti-Noor-Adnalizawati, A. ;

Hashim, Siti Farah ;

Ibrahim, Nazlina ;

Yaacob, W. A. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 64 :464-476

[2] Pyrazolo[1,5-a]pyrimidines: A Close Look into their Synthesis and Applications [J].

Al-Azmi, Amal .

CURRENT ORGANIC CHEMISTRY, 2019, 23 (06) :721-743

[3] Synthesis of a new series of pyrazolo [1,5-a]pyrimidines as CDK2 inhibitors and anti-leukemia [J].

Almehmadi, Samar J. ;

Alsaedi, Amani M. R. ;

Harras, Marwa F. ;

Farghaly, Thoraya A. .

BIOORGANIC CHEMISTRY, 2021, 117

[4] Recent advances in the pharmacological diversification of quinazoline/quinazolinone hybrids [J].

Auti, Prashant S. ;

George, Ginson ;

Paul, Atish T. .

RSC ADVANCES, 2020, 10 (68) :41353-41392

[5] Ultrasound Assisted Synthesis of 2-alkynyl Pyrazolo[1,5-a] pyrimidines as Potential Anti-cancer Agents [J].

Bharath, Yarlagadda ;

Rao, Mandava V. Basaveswara ;

Pal, Manojit .

LETTERS IN DRUG DESIGN & DISCOVERY, 2017, 14 (10) :1206-1214

[6] Facile Synthesis and Anticancer Evaluation of Novel 1-(Thiazol-2-yl)-3-(thiazol-5-yl)-5-(thiophen-2-yl) Pyrazolines [J].

Bondock, Samir ;

Albormani, Omeer ;

Fouda, Ahmed M. .

RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2022, 92 (06) :1098-1108

[7] Synthesis, crystal structure and biological activity of 6-(3-chloropropoxy)-4-(2-fluorophenylamino)-7-methoxyquinazoline [J].

Cai, Zhi-Qiang ;

Zhao, Chen-kang ;

Li, Meng-Yao ;

Shuai, Xiao-Min ;

Ding, Hai-Guan ;

Wang, Qing-Lin ;

Fu, Jia ;

Jin, Zheng-Sheng ;

Li, Shuai ;

Zhao, Le-Jing .

JOURNAL OF CHEMICAL RESEARCH, 2019, 43 (3-4) :97-100

[8] Transition-Metal-Free O-, S-, and N-Arylation of Alcohols, Thiols, Amides, Amines, and Related Heterocycles [J].

Cano, Rafael ;

Ramon, Diego J. ;

Yus, Miguel .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (02) :654-660

[9] An insight on synthetic and medicinal aspects of pyrazolo[1,5-a] pyrimidine scaffold [J].

Cherukupalli, Srinivasulu ;

Karpoormath, Rajshekhar ;

Chandrasekaran, Balakumar ;

Hampannavar, Girish. A. ;

Thapliyal, Neeta ;

Palakollu, Venkata Narayana .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 126 :298-352

[10] iLOGP: A Simple, Robust, and Efficient Description of n-Octanol/Water Partition Coefficient for Drug Design Using the GB/SA Approach [J].

Daina, Antoine ;

Michielin, Olivier ;

Zoete, Vincent .

JOURNAL OF CHEMICAL INFORMATION AND MODELING, 2014, 54 (12) :3284-3301

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