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CC BY-ND-NC 4.0 · SynOpen 2017; 01(01): 0147-0155
DOI: 10.1055/s-0036-1590963
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Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines

Yi-Qiu Yang
a   School of Pharmacy, Guangdong Medical University, 1 Xincheng Ave, Songshan Lake Technology Park, Dongguan, 523808, P. R. of China   Email: yshuang@gdmu.edu.cn
,
Long-Zhi Ke
b   Laboratory of Urology, Guangdong Medical University, ­Zhanjiang 524001, P. R. of China   Email: jianjunliulab@163.com
,
Gui-Fei Wang
a   School of Pharmacy, Guangdong Medical University, 1 Xincheng Ave, Songshan Lake Technology Park, Dongguan, 523808, P. R. of China   Email: yshuang@gdmu.edu.cn
,
Shu-Yong Song
a   School of Pharmacy, Guangdong Medical University, 1 Xincheng Ave, Songshan Lake Technology Park, Dongguan, 523808, P. R. of China   Email: yshuang@gdmu.edu.cn
,
Ming-Ning Qiu
b   Laboratory of Urology, Guangdong Medical University, ­Zhanjiang 524001, P. R. of China   Email: jianjunliulab@163.com
,
Jian-Jun Liu*
b   Laboratory of Urology, Guangdong Medical University, ­Zhanjiang 524001, P. R. of China   Email: jianjunliulab@163.com
,
Yun-Sheng Huang*
a   School of Pharmacy, Guangdong Medical University, 1 Xincheng Ave, Songshan Lake Technology Park, Dongguan, 523808, P. R. of China   Email: yshuang@gdmu.edu.cn
› Author AffiliationsThis project was financially supported by the National Natural ­Science Funds of China (Grant No. 81272833) and Guangdong Science Foundation (Grant No. 2016A030313676).
Further Information

Publication History

Received: 20 September 2017

Accepted after revision: 26 October 2017

Publication Date:
23 November 2017 (online)

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§ The authors contributed equally to this work

Abstract

Two N-(2-(bis(pyridin-2-ylmethyl)amino)ethyl)quinoline-2-carboxamides and two N-(2-(bis(quinolin-2-ylmethyl)amino)ethyl)quinoline-2-carboxamides have been synthesized. These structures contain five nitrogen atoms that can form coordinate bonds with metal ions such as Mn(II) and Fe(II). An additional coordinating bond can be formed between the metal ion and a neutral molecule of nitric oxide (NO). The resultant complexes are potentially useful agents for targeted delivery of NO to in vivo biological sites such as tumors, where the NO is released upon irradiation with long-wavelength light. Initial work involving the synthesis and characterization of these analogues is reported here.

Keywords

ligands - nitric oxide - donor - pyridine-2-ylmethyl - quinolin-2-ylmethyl

Supporting Information

    Supporting information of 1H NMR and 13C NMR spectra as well as some UV and fluorescence measurement for this article is available online at https://doi.org/10.1055/s-0036-1590963.
  • Supporting Information
 

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