Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data
Zavisnost lipofilnosti i vezivanja za proteine plazme inhibitora angiotenzin konvertujućeg enzima
Abstract
Angiotensin-converting enzyme (ACE) inhibitors represent a significant group of drugs primarily used in the treatment of hypertension and congestive heart failure. In this research, seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the relationship between their protein binding and calculated (logP values) or ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) lipophilicity data (φ0, CHI or C0 parameters, respectively). Their protein binding data varied from negligible (lisinopril) to 99% (fosinopril), while calculated logPKOWWIN values ranged from -0.94 (lisinopril) to 6.61 (fosinopril). The good correlations were established between protein binding values and logPKOWWIN data (R2=0.7520) as well as between protein binding and chromatographic hydrophobicity data, φ0, CHI or C0 parameters (R2 were 0.6160, 0.6242 and 0.6547, respe...ctively). The possible application of hydrophobicity data in drugs protein binding evaluation can be of great importance in drug bioavailability.
Inhibitori angiotenzin konvertujućeg enzima (ACE inhibitori) predstavljaju veliku grupu lekova koji nalaze primenu u lečenju hipertenzije. U ovom radu analizirano je sedam ACE inhibitora (enalapril, kvinapril, fosinopril, lizinopril, cilazapril, ramipril i benazepril) kako bi se ispitala zavisnost između njihovog vezivanja za proteine plazme i lipofilnosti. Korelisane su vrednosti izračunatih (logPKOWWIN) ili hromatografski (UHPLC-MS i RP-TLC) dobijenih (φ0, CHI ili C0) hidrofobnih parametara. Procenat vezivanja za proteine plazme ispitivanih ACE inhibitora kretao se u opsegu od 0% do 99%, dok su vrednosti izračunatih logPKOWWIN vrednosti iznosile od -0.94 do 6.61. Dobijene su zadovoljavajuće korelacije između vrednosti vezivanja ACE inhibitora za proteine plazme i izračunatih logPKOWWIN vrednosti (R2=0,7520) kao i hromatografski dobijenih parametara hidrofobnosti, φ0, CHI, C0 (R2: 0,6160; 0,6242; 0,6547). PR Projekat Ministarstva nauke Republike Srbije, br. TR 34031.
Keywords:
angiotensin-converting enzyme inhibitors (ACE inhibitors) / protein binding / lipophilicity / inhibitori angiotenzin-konvertujućeg enzima (ACE inhibitori) / vezivanje za proteine plazme / lipofilnostSource:
Acta medica Medianae, 2012, 51, 4, 13-18Publisher:
- Univerzitet u Nišu - Medicinski fakultet, Niš
Funding / projects:
- Development of micro- and nanosystems as carriers for drugs with anti-inflammatory effect and methods for their characterization (RS-MESTD-Technological Development (TD or TR)-34031)
Collections
Institution/Community
PharmacyTY - JOUR AU - Odović, Jadranka AU - Trbojević-Stanković, Jasna PY - 2012 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1826 AB - Angiotensin-converting enzyme (ACE) inhibitors represent a significant group of drugs primarily used in the treatment of hypertension and congestive heart failure. In this research, seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the relationship between their protein binding and calculated (logP values) or ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) lipophilicity data (φ0, CHI or C0 parameters, respectively). Their protein binding data varied from negligible (lisinopril) to 99% (fosinopril), while calculated logPKOWWIN values ranged from -0.94 (lisinopril) to 6.61 (fosinopril). The good correlations were established between protein binding values and logPKOWWIN data (R2=0.7520) as well as between protein binding and chromatographic hydrophobicity data, φ0, CHI or C0 parameters (R2 were 0.6160, 0.6242 and 0.6547, respectively). The possible application of hydrophobicity data in drugs protein binding evaluation can be of great importance in drug bioavailability. AB - Inhibitori angiotenzin konvertujućeg enzima (ACE inhibitori) predstavljaju veliku grupu lekova koji nalaze primenu u lečenju hipertenzije. U ovom radu analizirano je sedam ACE inhibitora (enalapril, kvinapril, fosinopril, lizinopril, cilazapril, ramipril i benazepril) kako bi se ispitala zavisnost između njihovog vezivanja za proteine plazme i lipofilnosti. Korelisane su vrednosti izračunatih (logPKOWWIN) ili hromatografski (UHPLC-MS i RP-TLC) dobijenih (φ0, CHI ili C0) hidrofobnih parametara. Procenat vezivanja za proteine plazme ispitivanih ACE inhibitora kretao se u opsegu od 0% do 99%, dok su vrednosti izračunatih logPKOWWIN vrednosti iznosile od -0.94 do 6.61. Dobijene su zadovoljavajuće korelacije između vrednosti vezivanja ACE inhibitora za proteine plazme i izračunatih logPKOWWIN vrednosti (R2=0,7520) kao i hromatografski dobijenih parametara hidrofobnosti, φ0, CHI, C0 (R2: 0,6160; 0,6242; 0,6547). PR Projekat Ministarstva nauke Republike Srbije, br. TR 34031. PB - Univerzitet u Nišu - Medicinski fakultet, Niš T2 - Acta medica Medianae T1 - Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data T1 - Zavisnost lipofilnosti i vezivanja za proteine plazme inhibitora angiotenzin konvertujućeg enzima VL - 51 IS - 4 SP - 13 EP - 18 UR - https://hdl.handle.net/21.15107/rcub_farfar_1826 ER -
@article{ author = "Odović, Jadranka and Trbojević-Stanković, Jasna", year = "2012", abstract = "Angiotensin-converting enzyme (ACE) inhibitors represent a significant group of drugs primarily used in the treatment of hypertension and congestive heart failure. In this research, seven ACE inhibitors (enalapril, quinapril, fosinopril, lisinopril, cilazapril, ramipril, benazepril) were studied to evaluate the relationship between their protein binding and calculated (logP values) or ultra-high performance liquid chromatography-tandem mass spectrometry (UHPLC-MS) and reversed-phase thin-layer chromatography (RP-TLC) lipophilicity data (φ0, CHI or C0 parameters, respectively). Their protein binding data varied from negligible (lisinopril) to 99% (fosinopril), while calculated logPKOWWIN values ranged from -0.94 (lisinopril) to 6.61 (fosinopril). The good correlations were established between protein binding values and logPKOWWIN data (R2=0.7520) as well as between protein binding and chromatographic hydrophobicity data, φ0, CHI or C0 parameters (R2 were 0.6160, 0.6242 and 0.6547, respectively). The possible application of hydrophobicity data in drugs protein binding evaluation can be of great importance in drug bioavailability., Inhibitori angiotenzin konvertujućeg enzima (ACE inhibitori) predstavljaju veliku grupu lekova koji nalaze primenu u lečenju hipertenzije. U ovom radu analizirano je sedam ACE inhibitora (enalapril, kvinapril, fosinopril, lizinopril, cilazapril, ramipril i benazepril) kako bi se ispitala zavisnost između njihovog vezivanja za proteine plazme i lipofilnosti. Korelisane su vrednosti izračunatih (logPKOWWIN) ili hromatografski (UHPLC-MS i RP-TLC) dobijenih (φ0, CHI ili C0) hidrofobnih parametara. Procenat vezivanja za proteine plazme ispitivanih ACE inhibitora kretao se u opsegu od 0% do 99%, dok su vrednosti izračunatih logPKOWWIN vrednosti iznosile od -0.94 do 6.61. Dobijene su zadovoljavajuće korelacije između vrednosti vezivanja ACE inhibitora za proteine plazme i izračunatih logPKOWWIN vrednosti (R2=0,7520) kao i hromatografski dobijenih parametara hidrofobnosti, φ0, CHI, C0 (R2: 0,6160; 0,6242; 0,6547). PR Projekat Ministarstva nauke Republike Srbije, br. TR 34031.", publisher = "Univerzitet u Nišu - Medicinski fakultet, Niš", journal = "Acta medica Medianae", title = "Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data, Zavisnost lipofilnosti i vezivanja za proteine plazme inhibitora angiotenzin konvertujućeg enzima", volume = "51", number = "4", pages = "13-18", url = "https://hdl.handle.net/21.15107/rcub_farfar_1826" }
Odović, J.,& Trbojević-Stanković, J.. (2012). Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data. in Acta medica Medianae Univerzitet u Nišu - Medicinski fakultet, Niš., 51(4), 13-18. https://hdl.handle.net/21.15107/rcub_farfar_1826
Odović J, Trbojević-Stanković J. Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data. in Acta medica Medianae. 2012;51(4):13-18. https://hdl.handle.net/21.15107/rcub_farfar_1826 .
Odović, Jadranka, Trbojević-Stanković, Jasna, "Correlation between angiotensin-converting enzyme inhibitors lipophilicity and protein binding data" in Acta medica Medianae, 51, no. 4 (2012):13-18, https://hdl.handle.net/21.15107/rcub_farfar_1826 .