Synthesis and Cytotoxicity of E-Hesperetin Oximes against SGC-7901

doi:10.6023/cjoc201304014

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (9): 1970-1974.DOI: 10.6023/cjoc201304014 Previous Articles Next Articles

Articles

E-橙皮素肟类化合物的合成及对SGC-7901的细胞活性

刘志平^a,b, 韦万兴^b, 甘春芳^a, 黄燕敏^a, 刘盛^b, 崔建国^a

a 广西师范学院化学与生命科学学院南宁 530001;
b 广西大学化学化工学院南宁 530004

收稿日期:2013-04-12 修回日期:2013-05-04 发布日期:2013-05-13
通讯作者: 韦万兴 E-mail:chewxwei@yahoo.com.cn
基金资助:
国家自然科学基金(No. 81060261);广西自然科学基金(Nos. 2011GXNSFD018016, 2012GXNSFAA053021)资助项目

Synthesis and Cytotoxicity of E-Hesperetin Oximes against SGC-7901

Liu Zhiping^a,b, Wei Wanxing^b, Gan Chunfang^a, Huang Yanmin^a, Liu Sheng^b, Cui Jianguo^a

a Chemistry and Life Science, Guangxi Teachers Education University, Nanning 530001;
b College of Chemistry and Chemical Engineer, Guangxi University, Nanning 530004

Received:2013-04-12 Revised:2013-05-04 Published:2013-05-13
Supported by:
Project supported by the National Natural Science Foundation of China (No. 81060261) and the Natural Science Foundation of Guangxi Province (Nos. 2011GXNSFD018016, 2012GXNSFAA053021)

Used natural hesperetin (1) as raw material, persicogenin (2) and 7-O-isopentenyl hesperetin (3) were obtained by the mothod of selective methylation and selective O-prenylation. Nine E-hesperetin oximes 4～12 were synthesiszed by reaction of 1～3 with hydroxylamine hydrochloride, methoxylamine hydrochloride and benzyloxygen amine hydrochloride, respectively. Their structures were confirmed by NMR and HR-ESI-MS. The synthesized compounds were evaluated for cytotoxicity against human cancer cell line SGC-7901. The result showed that compounds 4～6 exhibited dictinct cytotoxicity against SGC-7901.

Key words: hesperetin, hesperetin oximes, synthesis, cytotoxicity

Cite this article

Liu Zhiping, Wei Wanxing, Gan Chunfang, Huang Yanmin, Liu Sheng, Cui Jianguo. Synthesis and Cytotoxicity of E-Hesperetin Oximes against SGC-7901[J]. Chin. J. Org. Chem., 2013, 33(9): 1970-1974.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Fakai Zou, Nengzhong Wang, Hui Yao, Hui Wang, Mingguo Liu, Nianyu Huang. Regio- and Stereo-selective Synthesis of 1β-/3R-Aryl Thiosugar [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 593-604.
[2]	Luyao Li, Zhongwen He, Zhenguo Zhang, Zhenhua Jia, Teck-Peng Loh. Application of Triaryl Carbenium in Organic Synthesis [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 421-437.
[3]	Qinggang Mei, Qinghan Li. Recent Progress of Visible Light-Induced the Synthesis of C(3) (Hetero)arylthio Indole Compounds [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 398-408.
[4]	Penghui Li, Qingyang Xie, Fuxian Wan, Yuanhong Zhang, Lin Jiang. Synthesis and Fungicidal Activity of Novel Substituted Pyrimidine-5-carboxamides Bearing Cyclopropyl Moiety [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 650-656.
[5]	Weiqing Yang, Yanbing Ge, Yuanyuan Chen, Ping Liu, Haiyan Fu, Menglin Ma. Design and Synthesis of Fluorescent 1,8-Napthalimide Derivatives and Their Identification of Cysteine [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 180-194.
[6]	Qianfan Zhao, Yongzheng Chen, Shiming Zhang. Application and Mechanism Study of Carbon-Based Metal-Free Catalysts in Organic Synthesis [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 137-147.
[7]	Shan Chen, Zhilin Chen, Qiong Hu, Yanshuang Meng, Yue Huang, Pingfang Tao, Liru Lu, Guobao Huang. Recognition of Bis-thiourea Tweezers to Neutral Molecules in Non-Polar Solvent [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 277-281.
[8]	Huakun Wang, Xiaolong Ren, Yining Xuan. Study of the Halide Salt Catalyzed [3＋2] Cycloaddition of α,β-Epoxy Carboxylate with Isocyanate [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 251-258.
[9]	Yukun Jin, Baoyi Ren, Fushun Liang. Visible Light-Mediated Selective C—F Bond Cleavage of Trifluoromethyl Groups and Its Application in Synthesizing gem-Difluoro-Containing Compounds [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 85-110.
[10]	Cuiyun Ma, Hailan Luo, Fuhua Zhang, Dan Guo, Shuxing Chen, Fei Wang. Green Biosynthesis, Photophysical Properties and Application of 3-Pyrrolyl BODIPY [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 216-223.
[11]	Bozhen Wang, Jie Zhang, Chunhui Nian, Mingming Jin, Miaomiao Kong, Wulan Li, Wenfei He, Jianzhang Wu. Synthesis and Antitumor Activity of 3,4-Dichlorophenyl Amides [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 232-241.
[12]	Shihang Yu, Jiawei Liu, Biyu An, Qinghua Bian, Min Wang, Jiangchun Zhong. Asymmetric Synthesis of the Contact Sex Pheromone of Neoclytus acuminatus acuminatus (Fabricius) [J]. Chinese Journal of Organic Chemistry, 2024, 44(1): 301-308.
[13]	Yang Li, Jinding Yuan, Di Zhao. Deep Eutectic Solvent of 1,3-Dimethylurea/L-(+)-Tartaric Acid for the Green Synthesis of (E)-2-Styrylquinoline-3-carboxylic Acid Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3268-3276.
[14]	Dandan Sui, Nannan Cen, Ruoqu Gong, Yang Chen, Wenbo Chen. Supporting-Electrolyte-Free Electrochemical Synthesis of Trifluoromethylated Oxindoles in Continuous Flow [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3239-3245.
[15]	Ruixia Cao, Yuping Jia. Synthesis and Biological Activity of Novel Pyrrolo[2,3-d]pyrimidine Derivatives Containing Coumarin [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3304-3311.

E-橙皮素肟类化合物的合成及对SGC-7901的细胞活性

Synthesis and Cytotoxicity of E-Hesperetin Oximes against SGC-7901

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments