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Hexahomotrioxacalix[3]arene derivatives as ionophores for molecular recognition of dopamine, serotonin and phenylethylamine.
| Content Provider | Semantic Scholar |
|---|---|
| Author | Ni, Xin-Long Rahman, Shofiur Wang, Shi Jin, Cheng-Cheng Zeng, Xi Rui Hughes, David L. Redshaw, Carl Yamato, Takehiko |
| Copyright Year | 2012 |
| 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 (1)H-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. |
| File Format | PDF HTM / HTML |
| DOI | 10.1039/c2ob25177a |
| Alternate Webpage(s) | http://www.rsc.org/suppdata/ob/c2/c2ob25177a/c2ob25177a.pdf |
| PubMed reference number | 22588291 |
| Alternate Webpage(s) | https://doi.org/10.1039/c2ob25177a |
| Journal | Medline |
| Volume Number | 10 |
| Issue Number | 23 |
| Journal | Organic & biomolecular chemistry |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |