Several tertiary 2-phenylethyl, 2-(1-naphthyl)ethyl and 2-(2-naphthyl)ethyl amines were synthesized and their binding affinities for dopamine D(1), D(2) and serotonin 5-HT(1A) receptors evaluated in radioligand binding assays. All compounds were inactive in D(1) dopamine radioligand binding assay. The 2-(1-naphthyl)ethyl analogues expressed a low but significant binding affinity for the D(2) and moderate one for the 5-HT(1A) receptor subtypes. Most of the remaining compounds expressed binding affinity at the 5-HT(1A) receptor subtype but were inactive in D(2) receptor binding assay. Based on these results and considering the chemical characteristics of the compounds synthesized and evaluated for dopaminergic and serotonergic activity throughout the present study it can be concluded that hydrophobic type of interaction (stacking or edge-to-face) plays a significant role in the formation of receptor-ligand complexes of 2-(1-naphthyl)ethyl amines. This structural motive can be applied to ...design and synthesize new, more potent dopaminergic/serotonergic ligands by slight chemical modifications.
TY - JOUR
AU - Šukalović, Vladimir
AU - Roglić, Goran
AU - Husinec, Suren
AU - Kostić Rajačić, Slađana
AU - Andrić, Deana
AU - Šoškić, Vukić
PY - 2003
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2827
AB - Several tertiary 2-phenylethyl, 2-(1-naphthyl)ethyl and 2-(2-naphthyl)ethyl amines were synthesized and their binding affinities for dopamine D(1), D(2) and serotonin 5-HT(1A) receptors evaluated in radioligand binding assays. All compounds were inactive in D(1) dopamine radioligand binding assay. The 2-(1-naphthyl)ethyl analogues expressed a low but significant binding affinity for the D(2) and moderate one for the 5-HT(1A) receptor subtypes. Most of the remaining compounds expressed binding affinity at the 5-HT(1A) receptor subtype but were inactive in D(2) receptor binding assay. Based on these results and considering the chemical characteristics of the compounds synthesized and evaluated for dopaminergic and serotonergic activity throughout the present study it can be concluded that hydrophobic type of interaction (stacking or edge-to-face) plays a significant role in the formation of receptor-ligand complexes of 2-(1-naphthyl)ethyl amines. This structural motive can be applied to design and synthesize new, more potent dopaminergic/serotonergic ligands by slight chemical modifications.
PB - Wiley-Blackwell, Malden
T2 - Archiv der Pharmazie
T1 - D(2) dopaminergic and 5-HT(1A) serotonergic activity of 2-(1-naphthyl)ethyl- and 2-(2-naphthyl)ethyl amines
VL - 336
IS - 11
SP - 514
EP - 522
DO - 10.1002/ardp.200300776
ER -
@article{
author = "Šukalović, Vladimir and Roglić, Goran and Husinec, Suren and Kostić Rajačić, Slađana and Andrić, Deana and Šoškić, Vukić",
year = "2003",
abstract = "Several tertiary 2-phenylethyl, 2-(1-naphthyl)ethyl and 2-(2-naphthyl)ethyl amines were synthesized and their binding affinities for dopamine D(1), D(2) and serotonin 5-HT(1A) receptors evaluated in radioligand binding assays. All compounds were inactive in D(1) dopamine radioligand binding assay. The 2-(1-naphthyl)ethyl analogues expressed a low but significant binding affinity for the D(2) and moderate one for the 5-HT(1A) receptor subtypes. Most of the remaining compounds expressed binding affinity at the 5-HT(1A) receptor subtype but were inactive in D(2) receptor binding assay. Based on these results and considering the chemical characteristics of the compounds synthesized and evaluated for dopaminergic and serotonergic activity throughout the present study it can be concluded that hydrophobic type of interaction (stacking or edge-to-face) plays a significant role in the formation of receptor-ligand complexes of 2-(1-naphthyl)ethyl amines. This structural motive can be applied to design and synthesize new, more potent dopaminergic/serotonergic ligands by slight chemical modifications.",
publisher = "Wiley-Blackwell, Malden",
journal = "Archiv der Pharmazie",
title = "D(2) dopaminergic and 5-HT(1A) serotonergic activity of 2-(1-naphthyl)ethyl- and 2-(2-naphthyl)ethyl amines",
volume = "336",
number = "11",
pages = "514-522",
doi = "10.1002/ardp.200300776"
}
Šukalović, V., Roglić, G., Husinec, S., Kostić Rajačić, S., Andrić, D.,& Šoškić, V.. (2003). D(2) dopaminergic and 5-HT(1A) serotonergic activity of 2-(1-naphthyl)ethyl- and 2-(2-naphthyl)ethyl amines. in Archiv der Pharmazie
Wiley-Blackwell, Malden., 336(11), 514-522.
https://doi.org/10.1002/ardp.200300776
Šukalović V, Roglić G, Husinec S, Kostić Rajačić S, Andrić D, Šoškić V. D(2) dopaminergic and 5-HT(1A) serotonergic activity of 2-(1-naphthyl)ethyl- and 2-(2-naphthyl)ethyl amines. in Archiv der Pharmazie. 2003;336(11):514-522.
doi:10.1002/ardp.200300776 .
Šukalović, Vladimir, Roglić, Goran, Husinec, Suren, Kostić Rajačić, Slađana, Andrić, Deana, Šoškić, Vukić, "D(2) dopaminergic and 5-HT(1A) serotonergic activity of 2-(1-naphthyl)ethyl- and 2-(2-naphthyl)ethyl amines" in Archiv der Pharmazie, 336, no. 11 (2003):514-522,
https://doi.org/10.1002/ardp.200300776 . .
