FarFaR - Pharmacy Repository
University of Belgrade, Faculty of Pharmacy
    • English
    • Српски
    • Српски (Serbia)
  • English 
    • English
    • Serbian (Cyrillic)
    • Serbian (Latin)
  • Login
View Item 
  •   FarFaR
  • Pharmacy
  • Radovi istraživača / Researchers’ publications
  • View Item
  •   FarFaR
  • Pharmacy
  • Radovi istraživača / Researchers’ publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands

Thumbnail
2019
The_SF5_moiety_pub_2019.pdf (2.210Mb)
Authors
Elek, Milica
Frank, Annika
Đoković, Nemanja
Oljačić, Slavica
Živković, Aleksandra
Nikolić, Katarina
Stark, Holger
Conference object (Published version)
Metadata
Show full item record
Abstract
Dopamine receptors are divided into two subclasses: D1 like receptors (D1 and D5 subtypes) and D2 like receptors (D2, D3 and D4) [1]. Based on a general pharmacophore [2] we introduced the pentafluorosulfanyl moiety (SF5-) group as an interesting pharmacological tool to investigate D2 like receptors. This moiety displays high electronegativity and lipophilicity, while being thermally stable [3] and more resistant to hydrolysis in comparison to that of other polyfuorinated moieties (e.g. CF3 or OCF3). Four novel compounds with SF5 substituent have been synthesized, in silico and in vitro tested in order to examine their affinity and selectivity towards human dopamine D2 and D3 receptor subtypes. All compounds showed high affinity in the nanomolar concentration ranges at both receptors with ST 2200 expressing highest selectivity. In silico examination determined high values of coefficient of determination (R2) and Spearman correlation coefficient revealed good correlation betwee...n in silico parameters and experimentally obtained Ki values. These results show that pentafluorosulfanyl substituent is a highly suitable moiety for structural variations that has to be further investigated and could serve as novel substituent in numerous compound classes.

Source:
BOOK of ABSTRACTS MedChem19 Catanzaro, 2019, 66-66
Publisher:
  • Mu.Ta.Lig COST ACTION CA15135
  • Paul Ehrlich Euro-PhD Network
Funding / projects:
  • Mu.Ta.Lig COST ACTION CA15135
  • Synthesis, Quantitative Structure and Activity Relationship, Physico-Chemical Characterisation and Analysis of Pharmacologically Active Substances (RS-172033)
Note:
  • IV annual COST ACTION CA15135 meeting Paul Ehrlich Euro-PhD Network & MuTaLig COST Action meeting 2019, June 13th-15th 2019 Italy
[ Google Scholar ]
Handle
https://hdl.handle.net/21.15107/rcub_farfar_4861
URI
https://farfar.pharmacy.bg.ac.rs/handle/123456789/4861
Collections
  • Radovi istraživača / Researchers’ publications
Institution/Community
Pharmacy
TY  - CONF
AU  - Elek, Milica
AU  - Frank, Annika
AU  - Đoković, Nemanja
AU  - Oljačić, Slavica
AU  - Živković, Aleksandra
AU  - Nikolić, Katarina
AU  - Stark, Holger
PY  - 2019
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4861
AB  - Dopamine receptors are divided into two subclasses: D1 like receptors (D1 and D5 subtypes) and D2 like
receptors (D2, D3 and D4) [1]. Based on a general pharmacophore [2] we introduced the pentafluorosulfanyl
moiety (SF5-) group as an interesting pharmacological tool to investigate D2 like receptors. This moiety
displays high electronegativity and lipophilicity, while being thermally stable [3] and more resistant to
hydrolysis in comparison to that of other polyfuorinated moieties (e.g. CF3 or OCF3). Four novel compounds
with SF5 substituent have been synthesized, in silico and in vitro tested in order to examine their affinity
and selectivity towards human dopamine D2 and D3 receptor subtypes. All compounds showed high affinity
in the nanomolar concentration ranges at both receptors with ST 2200 expressing highest selectivity. In
silico examination determined high values of coefficient of determination (R2) and Spearman correlation
coefficient revealed good correlation between in silico parameters and experimentally obtained Ki values.
These results show that pentafluorosulfanyl substituent is a highly suitable moiety for structural variations
that has to be further investigated and could serve as novel substituent in numerous compound classes.
PB  - Mu.Ta.Lig COST ACTION CA15135
PB  - Paul Ehrlich Euro-PhD Network
C3  - BOOK of ABSTRACTS MedChem19 Catanzaro
T1  - The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands
SP  - 66
EP  - 66
UR  - https://hdl.handle.net/21.15107/rcub_farfar_4861
ER  - 
@conference{
author = "Elek, Milica and Frank, Annika and Đoković, Nemanja and Oljačić, Slavica and Živković, Aleksandra and Nikolić, Katarina and Stark, Holger",
year = "2019",
abstract = "Dopamine receptors are divided into two subclasses: D1 like receptors (D1 and D5 subtypes) and D2 like
receptors (D2, D3 and D4) [1]. Based on a general pharmacophore [2] we introduced the pentafluorosulfanyl
moiety (SF5-) group as an interesting pharmacological tool to investigate D2 like receptors. This moiety
displays high electronegativity and lipophilicity, while being thermally stable [3] and more resistant to
hydrolysis in comparison to that of other polyfuorinated moieties (e.g. CF3 or OCF3). Four novel compounds
with SF5 substituent have been synthesized, in silico and in vitro tested in order to examine their affinity
and selectivity towards human dopamine D2 and D3 receptor subtypes. All compounds showed high affinity
in the nanomolar concentration ranges at both receptors with ST 2200 expressing highest selectivity. In
silico examination determined high values of coefficient of determination (R2) and Spearman correlation
coefficient revealed good correlation between in silico parameters and experimentally obtained Ki values.
These results show that pentafluorosulfanyl substituent is a highly suitable moiety for structural variations
that has to be further investigated and could serve as novel substituent in numerous compound classes.",
publisher = "Mu.Ta.Lig COST ACTION CA15135, Paul Ehrlich Euro-PhD Network",
journal = "BOOK of ABSTRACTS MedChem19 Catanzaro",
title = "The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands",
pages = "66-66",
url = "https://hdl.handle.net/21.15107/rcub_farfar_4861"
}
Elek, M., Frank, A., Đoković, N., Oljačić, S., Živković, A., Nikolić, K.,& Stark, H.. (2019). The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands. in BOOK of ABSTRACTS MedChem19 Catanzaro
Mu.Ta.Lig COST ACTION CA15135., 66-66.
https://hdl.handle.net/21.15107/rcub_farfar_4861
Elek M, Frank A, Đoković N, Oljačić S, Živković A, Nikolić K, Stark H. The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands. in BOOK of ABSTRACTS MedChem19 Catanzaro. 2019;:66-66.
https://hdl.handle.net/21.15107/rcub_farfar_4861 .
Elek, Milica, Frank, Annika, Đoković, Nemanja, Oljačić, Slavica, Živković, Aleksandra, Nikolić, Katarina, Stark, Holger, "The SF5 moiety as promising substituent for the design of novel D2 and D3 receptors ligands" in BOOK of ABSTRACTS MedChem19 Catanzaro (2019):66-66,
https://hdl.handle.net/21.15107/rcub_farfar_4861 .

DSpace software copyright © 2002-2015  DuraSpace
About FarFaR - Pharmacy Repository | Send Feedback

OpenAIRERCUB
 

 

All of DSpaceCommunitiesAuthorsTitlesSubjectsThis institutionAuthorsTitlesSubjects

Statistics

View Usage Statistics

DSpace software copyright © 2002-2015  DuraSpace
About FarFaR - Pharmacy Repository | Send Feedback

OpenAIRERCUB