Synthesis and Anti-phosphorylation Activity of 4-Substitutedanilinoquinazoline Compounds

Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (10): 1429-1433. Previous Articles Next Articles

Reports

4-(N-取代苯基)氨基喹唑啉类化合物的合成及抗磷酸化活性研究

杨松，刘刚，宋宝安*，金林红，胡德禹，张素梅

(贵州大学精细化工研究开发中心绿色农药和农业生物工程教育部重点实验室贵阳 550025)

收稿日期:2006-01-05 修回日期:2006-03-16 发布日期:2006-09-19
通讯作者: 宋宝安

Synthesis and Anti-phosphorylation Activity of 4-Substitutedanilinoquinazoline Compounds

YANG Song,LIU Gang,SONG Bao-An*,JIN Lin-Hong
HU De-Yu,ZHANG Su-Mei

(Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Center for
Research and Development of Fine Chemicals, Guizhou University, Guiyang 550025)

Received:2006-01-05 Revised:2006-03-16 Published:2006-09-19
Contact: SONG Bao-An

Abstract

Eight new 4-substitutedquinazoline compounds were synthesized by three-step reaction using 4-chloroquinazoline as starting material. The structures of the title compounds were characterized by elemental analyses, IR, ¹H NMR, ¹³C NMR and MS spectra. The results of bioassay showed that compound 1f had good antiproliferation activity against cancer cell PC3 with rate of 88.6% at the concentration of 1 μmol•L^－1 and inhibits ERK (extracellular sig-nal-regulated kinase) phosphorylation in cells PC3 induced by EGFR (epidermal growth factor receptor).

Key words: biological activity, anti-phosphorylation, quinazoline

Cite this article

YANG Song,LIU Gang,SONG Bao-An*,JIN Lin-Hong
HU De-Yu,ZHANG Su-Mei. Synthesis and Anti-phosphorylation Activity of 4-Substitutedanilinoquinazoline Compounds[J]. Chin. J. Org. Chem., 2006, 26(10): 1429-1433.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Mingjia Guang, Shuo Jiang, Baoyu Zhu, Rusong Zhang, Kunpeng Wang, Minghui Wang, Liangzhong Xu. Design, Synthesis and Insecticidal, Acaricidal Activities of Novel Pyrrole-2-carboxylic Acid and Their Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(8): 2895-2904.
[2]	Qifan Wang, Yuanquan Zhang, Li Xing, Yuanxiang Zhou, Chenyu Gong, Bangcan He, Nian Zhang, Yongjun Wu, Wei Xue. Design, Synthesis and Biological Activity of Myricetin Derivatives Containing 1,2,4-Triazolo[3,4-b]-1,3,4-thiadiazole [J]. Chinese Journal of Organic Chemistry, 2023, 43(4): 1525-1536.
[3]	Guangping Liang, Wei Wang, Xuxiu Zhu, Guangyan Liang, Jun Yang, Daoping Wang. Synthesis and in Vitro Anti-tumor Activity of Novel Spliced Compounds of Zidovudine and 4-Anilinoquinazolines [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2793-2805.
[4]	Can Yong, Yun Li, Tao Bi, Guofeng Chen, Dongxia Zheng, Zhouyu Wang, Yuanyuan Zhang. Research Progress on the Synthesis and Activity of D-Galactose Derived Small Galectin Inhibitors [J]. Chinese Journal of Organic Chemistry, 2022, 42(5): 1307-1325.
[5]	Jie Luo, Yaqian Yan, Haoxin Wang, Yaoyao Li. Discovery of a New Polycyclic Tetramate Macrolactam Clifednamide K [J]. Chinese Journal of Organic Chemistry, 2022, 42(4): 1224-1228.
[6]	Xiaojing Tian, Zhenzhen Fan, Si Jiang, Zhiwei Li, Jiangsheng Li, Yuefei Zhang, Cuihong Lu, Weidong Liu. Metal-Free Synthesis of Benzimidazo[1,2-c]quinazolines from N-Cyanobenzimidazoles via Double C—H Functionalizations [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3684-3692.
[7]	Long Zhao, Maolin Yang, Haoran Chen, Mingwu Ding. One-Pot Three-Component Synthesis of 3,4-Dihydroquinazoline Derivatives [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3740-3746.
[8]	Yajun Mao, Xiangmin Shao, Yangjie Li, Ruimei Cao, Yali Feng, Guangyu Zhai. Research Progress on the Synthesis of Quercetin Derivatives [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3588-3605.
[9]	Honglin Dai, Xiaojie Si, Lingling Chi, Hao Wang, Chao Gao, Zhengjie Wang, Limin Liu, Jiajie Ma, Fuqiang Yu, Hongmin Liu, Yu Ke, Qiurong Zhang. Synthesis and Antitumor Activity Evaluation of 2,4,6-Trisubstituted Quinazoline Derivatives Containing Thiazole Structure [J]. Chinese Journal of Organic Chemistry, 2022, 42(11): 3853-3862.
[10]	Zhengjie Wang, Honglin Dai, Xiaojie Si, Chao Gao, Limin Liu, Luye Zhang, Yang Zhang, Yadan Song, Peirong Zhao, Jiaxin Zheng, Yu Ke, Hongmin Liu, Qiurong Zhang. Synthesis and Antitumor Activity of 2,4,6-Trisubstituted Novel Quinazoline Derivatives Containing Trifluoromethyl [J]. Chinese Journal of Organic Chemistry, 2022, 42(1): 249-256.
[11]	Hongliang Xu, Jing Su, Zishi Wang, Chenxin Hou, Pengchong Wu, Yue Xing, Xiangshuai Li, Xiaolei Zhu, Yuncai Lu, Lijian Xu. Synthesis, Design and Three-Dimensional Quantitative Structure Activity Relationship (3D-QSAR) Research of Phenylpyrrole Fungicides [J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3560-3570.
[12]	Ting Jiang, Hong Pu, Yanwen Duan, Xiaohui Yan, Yong Huang. New Natural Products of Streptomyces Sourced from Deep-Sea, Desert, Volcanic, and Polar Regions from 2009 to 2020 [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 1804-1820.
[13]	Xiaotian Qin, Junchao Zhang, Yuqing He, Rui Zhang, Hua Cheng, Cheng Chen, Xin Qin. Synthesis and Biological Activities of Coenzyme Q Derivatives Containing (4-Aryloxylaryl)amino Moiety [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 2045-2054.
[14]	Meng Xu, Shenyuan Gao, Yuanxu Zeng, Anhui Gao, Lixin Gao, Lei Xu, Yubo Zhou, Jianrong Gao, Qing Ye, Jia Li. Synthesis and Evaluation of 3-(Indol-3-yl)-4-(pyrazolo[3,4- c]pyridazin-3-yl)maleimides as Potent Mutant Isocitrate Dehydrogenase-1 Inhibitors [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 1991-2000.
[15]	Jun Shi, Na Luo, Muhan Ding, Chuanhui Li, Suran Wan, Peijia Li, Junhong Li, Xiaoping Bao. Synthesis and Antimicrobial Activities of Novel 1,3,4-Oxa(Thia)- diazole Derivatives Containing 6-Fluoroquinazoline Moiety [J]. Chinese Journal of Organic Chemistry, 2021, 41(2): 738-756.

4-(N-取代苯基)氨基喹唑啉类化合物的合成及抗磷酸化活性研究

Synthesis and Anti-phosphorylation Activity of 4-Substitutedanilinoquinazoline Compounds

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments