Synthesis and Biological Activity of Novel Spin Labeled Derivatives of 4'-Demethyl-4-deoxypodophyllotoxin

Chemical Research in Chinese Universities ›› 2010, Vol. 26 ›› Issue (5): 753-756.

• Articles • Previous Articles Next Articles

Synthesis and Biological Activity of Novel Spin Labeled Derivatives of 4'-Demethyl-4-deoxypodophyllotoxin

XU Jing, SUN Xiao-hua, ZHANG Jia-qiang, ZHANG Zhi-wei and TIAN Xuan*

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, P. R. China

Received:2009-10-26 Revised:2010-03-15 Online:2010-09-25 Published:2010-11-26
Contact: TIAN Xuan. E-mail: xuant@lzu.edu.cn
Supported by:
Supported by the State Key Laboratory of Applied Organic Chemistry, Lanzhou University, China(2009).

Abstract

Abstract: Seven novel spin labeled derivatives of 4'-demethyl-4-deoxypodophyllotoxin with nitroxyl radicals(TMHPO and TMPRO) were prepared and their cytotoxic and antioxidative activities were tested. Their cytotoxic activities were tested against two tumor cell lines(A-549 and HL-60) in vitro. Among them, five compounds show higher inhibition activity against A-549 cells compared with the clinical drug VP-16(2) and parent compound 4'-demethyl-4-deoxypodophyllotoxin(DDPT, 6). Compounds 8, 10 and 13 show excellent inhibition activity against HL-60 cells. Furthermore, the antioxidative activities of them were tested. All the seven spin labeled compounds show stronger antioxidative activity compared with VP-16(2) and DDPT(6). The partition coefficients P of these derivatives were determined.

Key words: 4'-Demethyl-4-deoxypodophyllotoxin, Nitroxyl radical, Antitumor activity, Antioxidative activity

XU Jing, SUN Xiao-hua, ZHANG Jia-qiang, ZHANG Zhi-wei and TIAN Xuan*. Synthesis and Biological Activity of Novel Spin Labeled Derivatives of 4'-Demethyl-4-deoxypodophyllotoxin[J]. Chemical Research in Chinese Universities, 2010, 26(5): 753-756.

[1]	ZHANG Xiulan, ZHANG Huan, MA Jinlong, YU Shujing, LI Zhengming. Design, Synthesis and Biological Activities of Novel N-Aryl-1H-pyrazole-5-carboxylate Derivatives [J]. Chemical Research in Chinese Universities, 2020, 36(5): 853-858.
[2]	ZHANG Xiulan, ZHANG Huan, LIU Jingbo, XIONG Lixia, LI Zhengming. Synthesis and Biological Evaluation of Novel Anthranilic Diamides Containing N-H/CH₃-1H-Pyrazole [J]. Chemical Research in Chinese Universities, 2020, 36(5): 829-834.
[3]	TIAN Ye, YU Simiao, CAI Lude, GONG Guowei, WU Guodong, QI Hongxia, ZHAO Yanfang, QIN Mingze. Synthesis and Antitumor Activity of Sorafenib Analogs Containing a Tetrazole Moiety [J]. Chemical Research in Chinese Universities, 2019, 35(1): 41-46.
[4]	LI Hongshuang, WANG Xinran, DUAN Guiyun, XIA Chengcai, XIAO Yuliang, LI Furong, GE Yanqing, YOU Guirong, HAN Junfen, FU Xiaopan, TAN Shanhui, WANG Rongwei. Synthesis, Antitumor Activity and Preliminary Structure-activity Relationship of 2-Aminothiazole Derivatives [J]. Chemical Research in Chinese Universities, 2016, 32(6): 929-937.
[5]	MA Junjie, HU Gang, XIE Lijun, CHEN Lei, XU Boxuan, GONG Ping. Design, Synthesis and Biological Evaluation of Novel Benzothiazole Derivatives Bearing Semicarbazone Moiety as Antitumor Agents [J]. Chemical Research in Chinese Universities, 2015, 31(6): 958-963.
[6]	SUN Bing, YIN Xiu'e, ZHANG Jin, HUANG Jian, XU Yue, ZHANG Furong, WANG Jinhui, WANG Guoqing, HU Chun. Synthesis, Characterization and Biological Activity of Tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidine Derivatives asEpidermal Growth Factor Receptor Inhibitors [J]. Chemical Research in Chinese Universities, 2015, 31(6): 936-941.
[7]	SHEN Lihong, HU Junping, WANG Haixian, WANG Aibing, LAI Yisheng, KANG Yanhui. Synthesis and Biological Evaluation of Novel Uracil and 5-Fluorouracil-1-yl Acetic Acid-Colchicine Conjugate [J]. Chemical Research in Chinese Universities, 2015, 31(3): 367-371.
[8]	JIA Xuedong, LIU Xiujun, WANG Jian, WANG Minghua, GUO Huiyuan, LIU Mingliang. Synthesis and Antitumor Activity of Capecitabine Derivatives [J]. Chemical Research in Chinese Universities, 2015, 31(1): 78-83.
[9]	LIAO Huimin, CHONG Lian'e, TAN Li, CHEN Xiaodan, YOU Rui, GONG Ping. Synthesis and Biological Evaluation of Novel 5,7-Diphenylimidazo[1,2-a]pyridine Derivatives [J]. Chemical Research in Chinese Universities, 2014, 30(5): 759-763.
[10]	ZHAO Jie, XUAN Lina, ZHAO Haichuan, CHENG Ji, FU Xiaoyun, LI Sha, JING Fen, LIU Yuming, CHEN Baoquan. Synthesis and Antitumor Activities of 1,3,4-Thiadiazole Derivatives Possessing Benzisoselenazolone Scaffold [J]. Chemical Research in Chinese Universities, 2014, 30(5): 764-769.
[11]	YE Jiao, QIU Shenyi, HU Aixi, PENG Junmei, QIN Zhi. Synthesis and Antitumor Activity of 4-tert-Butyl-5-benzyl-2-benzyliminothiazoles [J]. Chemical Research in Chinese Universities, 2014, 30(1): 49-54.
[12]	SONG Kaizhen, MA Junjie, WANG Xiao, GONG Ping, ZHAO Yanfang. Synthesis and Antitumor Activities of Novel 4-Morpholinothieno[3,2-d]pyrimidine Derivatives [J]. Chemical Research in Chinese Universities, 2014, 30(1): 75-81.
[13]	LIU Zhi-hui, LI De-jun, JIANG Dan, XIAO Chuan, SONG Zhi-guang, JIN Ying-hua. Design, Synthesis and Antitumor Activity in vitro of a Series of 3-Arylcoumarins [J]. Chemical Research in Chinese Universities, 2013, 29(6): 1125-1128.
[14]	ZHANG Xiu-lan, LIU Ai-lin, ZHAO Yu, XIONG Li-xia, LI Zheng-ming. Synthesis and Biological Activity of Novel Anthranilic Diamides Containing N-Substituted Arylmethylene Moieties [J]. Chemical Research in Chinese Universities, 2013, 29(6): 1134-1139.
[15]	ZHANG Hao, ZHENG Yu-qiong, GUO Jing, WANG Xiao-ming, YANG Yong-hua. Synthesis, Docking and Biological Evaluation of Isoquinolonic Acid Derivatives [J]. Chemical Research in Chinese Universities, 2013, 29(6): 1110-1114.

Synthesis and Biological Activity of Novel Spin Labeled Derivatives of 4'-Demethyl-4-deoxypodophyllotoxin

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments