QSAR study of selective I1-imidazoline receptor ligands
Samo za registrovane korisnike
2009
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Selective imidazoline1-receptor (I1-R) ligands are used clinically to reduce blood pressure. Thus, there is significant interest in developing new imidazoline analogs with high selectivity and affinity for I1 receptors. A quantitative structure-activity relationship (QSAR) study was carried out on 11 potent I1-R ligands (derivatives of imidazoline, oxazoline and pyrroline) using a multiple linear regression (MLR) procedure. The selected compounds have been studied using B3LYP/3-21G(d, p) and B3LYP/6-31G(d, p) methods. Among the 42 descriptors that were considered in generating the QSAR model, three descriptors (partial atomic charges of nitrogen in the heterocyclic moiety (N-2 charge), log D and the dipole moment of the ligands) resulted in a statistically significant model with r2 0.874 and [image omitted] 0.802. The QSAR models were validated through cross-validation and external test set prediction. The aim of the developed MLR models for the I1-R ligands was to link the structures ...to their reported I1-R binding affinity log(1/Ki). The proposed QSAR models indicate that an increase in log D and the dipole moment value and a decrease in N-2 charge in the heterocyclic moiety are predictors of better selectivity and affinity for I1 receptors. The developed QSAR model is intended to predict the I1-R binding affinity of related compounds and aid in the rational design of new potent and selective I1-R ligands.
Ključne reči:
I1-receptor / I1-R ligands / centrally acting antihypertensives / QSARIzvor:
Saudi Pharmaceutical Journal, 2009, 20, 1-2, 133-144Izdavač:
- Taylor & Francis Ltd, Abingdon
Finansiranje / projekti:
- Sinteza, kvantitativni odnosi između strukture/osobina i aktivnosti, fizičko-hemijska karakterizacija i analiza farmakološki aktivnih supstanci (RS-MESTD-MPN2006-2010-142071)
DOI: 10.1080/10629360902726015
ISSN: 1062-936X
PubMed: 19343588
WoS: 000264827500007
Scopus: 2-s2.0-67650921118
Institucija/grupa
PharmacyTY - JOUR AU - Nikolić, Katarina AU - Filipić, Slavica AU - Agbaba, Danica PY - 2009 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1221 AB - Selective imidazoline1-receptor (I1-R) ligands are used clinically to reduce blood pressure. Thus, there is significant interest in developing new imidazoline analogs with high selectivity and affinity for I1 receptors. A quantitative structure-activity relationship (QSAR) study was carried out on 11 potent I1-R ligands (derivatives of imidazoline, oxazoline and pyrroline) using a multiple linear regression (MLR) procedure. The selected compounds have been studied using B3LYP/3-21G(d, p) and B3LYP/6-31G(d, p) methods. Among the 42 descriptors that were considered in generating the QSAR model, three descriptors (partial atomic charges of nitrogen in the heterocyclic moiety (N-2 charge), log D and the dipole moment of the ligands) resulted in a statistically significant model with r2 0.874 and [image omitted] 0.802. The QSAR models were validated through cross-validation and external test set prediction. The aim of the developed MLR models for the I1-R ligands was to link the structures to their reported I1-R binding affinity log(1/Ki). The proposed QSAR models indicate that an increase in log D and the dipole moment value and a decrease in N-2 charge in the heterocyclic moiety are predictors of better selectivity and affinity for I1 receptors. The developed QSAR model is intended to predict the I1-R binding affinity of related compounds and aid in the rational design of new potent and selective I1-R ligands. PB - Taylor & Francis Ltd, Abingdon T2 - Saudi Pharmaceutical Journal T1 - QSAR study of selective I1-imidazoline receptor ligands VL - 20 IS - 1-2 SP - 133 EP - 144 DO - 10.1080/10629360902726015 ER -
@article{ author = "Nikolić, Katarina and Filipić, Slavica and Agbaba, Danica", year = "2009", abstract = "Selective imidazoline1-receptor (I1-R) ligands are used clinically to reduce blood pressure. Thus, there is significant interest in developing new imidazoline analogs with high selectivity and affinity for I1 receptors. A quantitative structure-activity relationship (QSAR) study was carried out on 11 potent I1-R ligands (derivatives of imidazoline, oxazoline and pyrroline) using a multiple linear regression (MLR) procedure. The selected compounds have been studied using B3LYP/3-21G(d, p) and B3LYP/6-31G(d, p) methods. Among the 42 descriptors that were considered in generating the QSAR model, three descriptors (partial atomic charges of nitrogen in the heterocyclic moiety (N-2 charge), log D and the dipole moment of the ligands) resulted in a statistically significant model with r2 0.874 and [image omitted] 0.802. The QSAR models were validated through cross-validation and external test set prediction. The aim of the developed MLR models for the I1-R ligands was to link the structures to their reported I1-R binding affinity log(1/Ki). The proposed QSAR models indicate that an increase in log D and the dipole moment value and a decrease in N-2 charge in the heterocyclic moiety are predictors of better selectivity and affinity for I1 receptors. The developed QSAR model is intended to predict the I1-R binding affinity of related compounds and aid in the rational design of new potent and selective I1-R ligands.", publisher = "Taylor & Francis Ltd, Abingdon", journal = "Saudi Pharmaceutical Journal", title = "QSAR study of selective I1-imidazoline receptor ligands", volume = "20", number = "1-2", pages = "133-144", doi = "10.1080/10629360902726015" }
Nikolić, K., Filipić, S.,& Agbaba, D.. (2009). QSAR study of selective I1-imidazoline receptor ligands. in Saudi Pharmaceutical Journal Taylor & Francis Ltd, Abingdon., 20(1-2), 133-144. https://doi.org/10.1080/10629360902726015
Nikolić K, Filipić S, Agbaba D. QSAR study of selective I1-imidazoline receptor ligands. in Saudi Pharmaceutical Journal. 2009;20(1-2):133-144. doi:10.1080/10629360902726015 .
Nikolić, Katarina, Filipić, Slavica, Agbaba, Danica, "QSAR study of selective I1-imidazoline receptor ligands" in Saudi Pharmaceutical Journal, 20, no. 1-2 (2009):133-144, https://doi.org/10.1080/10629360902726015 . .