Synthesis and Cytotoxicity of N,N-Bis(8-flavonmethyl)geranylamine Derivatives

doi:10.3724/SP.J.1095.2010.90334

Chinese Journal of Applied Chemistry ›› 2010, Vol. 27 ›› Issue (04): 398-403.DOI: 10.3724/SP.J.1095.2010.90334

• Full Papers • Previous Articles Next Articles

Synthesis and Cytotoxicity of N,N-Bis(8-flavonmethyl)geranylamine Derivatives

ZHAO Jin1, XIE Huan-Xu2, LIU Hong-Yu2, MA Hong-Xia2, XIE Song-Qiang3, WANG Chao-Jie1*

(1.Key Laboratory of Natural Medicine and Immune Engineering,Henan University,Kaifeng;
2.College of Chemistry and Chemical Engineering,Henan University,Kaifeng;
3.College of Pharmacy,Henan University,Kaifeng 475004)

Received:2009-05-08 Revised:2009-07-22 Published:2010-04-10 Online:2010-04-10

Abstract

Abstract:

Four N,N-bis(8-flavonmethyl)geranylamine derivatives were designed and synthesized. The structures of the synthesized compounds were determined from the results of 1H NMR, MS and elemental analysis. The prelimilary cytotoxicity was evaluated on K562 and SMMC7721 cell lines by MTT assay. The results demonstrated that all compounds possessed antitumor actitity and compound 1c is the best among them with an IC50 value of 5.78 μmol/L or 3.85 μmol/L against K562 or SMMC7721 cell lines, respectively. The in vitro antitumor activities of compounds 1a and 1c against K562 were better than that of the commercial drug Melphalan. The interaction of compound 1c with herring sperm DNA was explored with ethidium bromide(EB) as a fluorescence probe. The result of the study on fluorescence quenching by DNAEB confirms the strong interaction of compound 1c with Herring Sperm DNA.

Key words: N,N-bis(flavonmethyl)geranylamine, synthesis, bioactivity, fluorescence

CLC Number:

O621

ZHAO Jin1, XIE Huan-Xu2, LIU Hong-Yu2, MA Hong-Xia2, XIE Song-Qiang3, WANG Chao-Jie1*. Synthesis and Cytotoxicity of N,N-Bis(8-flavonmethyl)geranylamine Derivatives[J]. Chinese Journal of Applied Chemistry, 2010, 27(04): 398-403.

[1]	Xing-Mei HU, Jin-Hong ZHANG, Yu-Lin MO, Hai-Bin LIN. Designing Dual-output Digital Logic Circuits Based on the Combination of Bovine Serum Albumin and Schiff Base [J]. Chinese Journal of Applied Chemistry, 2023, 40(6): 904-915.
[2]	Jia-Zheng LI, Shu-Zhong HE. Research Progress of Total Synthesis of Polygalolides [J]. Chinese Journal of Applied Chemistry, 2023, 40(5): 615-624.
[3]	Hong-Li YU, Si-Yi ZHOU, Chen HONG, Wen LUO. A Flavone-based “Off-On” Fluorescence Probe for Detecting Butyrylcholinesterase in Living Cell [J]. Chinese Journal of Applied Chemistry, 2023, 40(4): 500-508.
[4]	Yue-Xia ZHANG, Xiao-Peng FAN, Yu-Juan CAO, Xin-Tong YANG, Zhong-Ping LI, Zhen-Hua YANG, Chuan DONG. Synthesis of Oil-soluble Carbon Quantum Dots by Pyrolysis Method for the Detection of Oxytetracycline [J]. Chinese Journal of Applied Chemistry, 2023, 40(4): 509-517.
[5]	Zhen-Bang LIU, Shuo ZHANG, Yu BAO, Ying-Ming MA, Wei-Qi LIANG, Wei WANG, Ying HE, Li NIU. Progress of Application Research on Cheminformatics in Deep Learning [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 360-373.
[6]	Lei WU, Ling-Yun LI, Yong-Zhen PENG. Determination of Trace Heavy Metal Elements in Sewage by Total Reflection X-Ray Fluorescence Spectrometry [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 404-412.
[7]	Jia-Mei GENG, Su-Fang MA, Wen LIU, Hai-Peng DIAO, Zhi-Fang WU, Si-Jin LI. Liver-Targeted Fluorescent Probes for Specific Detection of ONOO^- in HepG2 Cells [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 441-448.
[8]	Yang LIU, Hai-Bao ZHANG, Qiang CHEN. Optimization of Process Parameters for Ammonia Synthesis by Nanosecond Pulsed Dielectric Barrier Discharge Plasma [J]. Chinese Journal of Applied Chemistry, 2023, 40(2): 268-276.
[9]	Rong CAO, Jie-Zhen XIA, Man-Hua LIAO, Lu-Chao ZHAO, Chen ZHAO, Qi WU. Theoretical Research Progress of Single Atom Catalysts in Electrochemical Synthesis of Ammonia [J]. Chinese Journal of Applied Chemistry, 2023, 40(1): 9-23.
[10]	Feng-Zhou XU, Hua-Ying TANG, Wu-Hui LIU, Yi-Feng JIANG, Wen-Kai LI, Xian-Hai LU. A Visual Semi⁃quantitative Method for Rapid Detection of Copper Ion in Water [J]. Chinese Journal of Applied Chemistry, 2022, 39(8): 1303-1311.
[11]	Chen-Yi XUE, Lin-Jia LIU, Ting WANG, Lei GONG, Long JIN, Jian-Gang HAN, Tai-Hua LI. Research Progress on Fluorescence Detection of Heavy Metal Lead Ion [J]. Chinese Journal of Applied Chemistry, 2022, 39(7): 1039-1051.
[12]	Hai-Yan QI, Chen-Qi ZHANG, Jin-Long LI, Jun LI. Synthesis of Sulfur and Nitrogen Doped Carbon Dots for Cu（Ⅱ） Detection [J]. Chinese Journal of Applied Chemistry, 2022, 39(6): 980-989.
[13]	Song-Tao ZHANG, Ying-Hui WANG, Hong-Jie ZHANG. Nd³⁺ Sensitized Fluorescent Nanoprobes for Vascular Imaging in the Second Near Infrared Window [J]. Chinese Journal of Applied Chemistry, 2022, 39(4): 685-693.
[14]	Si-Wei YU, Liang-Peng WANG, Ri-Zhe JIN, Chuan-Qing KANG. Recognition of ClO^－ and Cellular Imaging with Xanthene-based Fluorescent Probes [J]. Chinese Journal of Applied Chemistry, 2022, 39(12): 1903-1911.
[15]	Jin-Ping SONG, Qi MA, Xiao-Min LIANG, Jian-Peng SHANG, Chuan DONG. Neodymium and Nitrogen Co‑doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging [J]. Chinese Journal of Applied Chemistry, 2022, 39(11): 1726-1734.

Synthesis and Cytotoxicity of N,N-Bis(8-flavonmethyl)geranylamine Derivatives

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments