Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines

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 a...

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Main Authors: Yi-Qiu Yang, Long-Zhi Ke, Gui-Fei Wang, Shu-Yong Song, Ming-Ning Qiu, Jian-Jun Liu, Yun-Sheng Huang
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2017-03-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1590963
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author Yi-Qiu Yang
Long-Zhi Ke
Gui-Fei Wang
Shu-Yong Song
Ming-Ning Qiu
Jian-Jun Liu
Yun-Sheng Huang
author_facet Yi-Qiu Yang
Long-Zhi Ke
Gui-Fei Wang
Shu-Yong Song
Ming-Ning Qiu
Jian-Jun Liu
Yun-Sheng Huang
author_sort Yi-Qiu Yang
collection DOAJ
description 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.
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spelling doaj.art-48eede8da61b46fabb0f4738486071962022-12-22T00:02:38ZengGeorg Thieme Verlag KGSynOpen2509-93962017-03-0101010147015510.1055/s-0036-1590963Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diaminesYi-Qiu Yang0Long-Zhi Ke1Gui-Fei Wang2Shu-Yong Song3Ming-Ning Qiu4Jian-Jun Liu5Yun-Sheng Huang6School of Pharmacy, Guangdong Medical UniversityLaboratory of Urology, Guangdong Medical UniversitySchool of Pharmacy, Guangdong Medical UniversitySchool of Pharmacy, Guangdong Medical UniversityLaboratory of Urology, Guangdong Medical UniversityLaboratory of Urology, Guangdong Medical UniversitySchool of Pharmacy, Guangdong Medical UniversityAbstract 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.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1590963ligandsnitric oxidedonorpyridine-2-ylmethylquinolin-2-ylmethyl
spellingShingle Yi-Qiu Yang
Long-Zhi Ke
Gui-Fei Wang
Shu-Yong Song
Ming-Ning Qiu
Jian-Jun Liu
Yun-Sheng Huang
Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
SynOpen
ligands
nitric oxide
donor
pyridine-2-ylmethyl
quinolin-2-ylmethyl
title Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
title_full Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
title_fullStr Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
title_full_unstemmed Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
title_short Synthesis of N-Pyridin-2-ylmethyl and N-Quinolin-2-ylmethyl ­Substituted Ethane-1,2-diamines
title_sort synthesis of n pyridin 2 ylmethyl and n quinolin 2 ylmethyl substituted ethane 1 2 diamines
topic ligands
nitric oxide
donor
pyridine-2-ylmethyl
quinolin-2-ylmethyl
url http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1590963
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