Xin Long Ni
Hexahomotrioxacalix[3]arene derivatives as ionophores for molecular recognition of dopamine, serotonin and phenylethylamine
Ni, Xin Long; Rahman, Shofiur; Wang, Shi; Jin, Cheng Cheng; Zeng, Xi; Hughes, David L.; Redshaw, Carl; Yamato, Takehiko
Authors
Shofiur Rahman
Shi Wang
Cheng Cheng Jin
Xi Zeng
David L. Hughes
Professor Carl Redshaw C.Redshaw@hull.ac.uk
Professor of Inorganic Materials Chemistry and REF Lead for Chemistry
Takehiko Yamato
Abstract
The lower rim functionalized hexahomotrioxacalix[3]arene derivatives cone-3 and cone-5 bearing three benzyl and three N,N-diethyl-2-aminoethoxy groups, respectively, were synthesized from triol 1. Their complexation with 2-(3,4-dihydroxyphenyl)ethylamine (dopamine), 5-hydroxytryptamine (serotonin), and 2-phenylethylamine (phenethylamine), which have biologically important activities, has been studied by 1H-NMR spectroscopy. The chemical shifts of the aromatic protons of the host and guest molecules and the up-field shifts of the ethyl protons of the guest molecules strongly suggest the formation of inclusion complexes in solution. The formation of the host-guest complexes is assisted by a hydrogen bond and/or an electrostatic interaction between the host and ammonium ion (RNH 3+) of the guest. The structures of receptors cone-3 and cone-5 have been determined by X-ray crystallography. © 2012 The Royal Society of Chemistry.
Citation
Ni, X. L., Rahman, S., Wang, S., Jin, C. C., Zeng, X., Hughes, D. L., Redshaw, C., & Yamato, T. (2012). Hexahomotrioxacalix[3]arene derivatives as ionophores for molecular recognition of dopamine, serotonin and phenylethylamine. Organic & biomolecular chemistry, 10(23), 4618-4626. https://doi.org/10.1039/c2ob25177a
Journal Article Type | Article |
---|---|
Acceptance Date | Apr 17, 2012 |
Online Publication Date | Apr 18, 2012 |
Publication Date | Jun 21, 2012 |
Deposit Date | Jun 8, 2022 |
Journal | Organic and Biomolecular Chemistry |
Print ISSN | 1477-0520 |
Publisher | Royal Society of Chemistry |
Peer Reviewed | Peer Reviewed |
Volume | 10 |
Issue | 23 |
Pages | 4618-4626 |
DOI | https://doi.org/10.1039/c2ob25177a |
Public URL | https://hull-repository.worktribe.com/output/3622227 |
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