Determination of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides using chromatographic and computational methods

2008
journal article
article
12
cris.lastimport.wos2024-04-10T03:15:15Z
dc.abstract.enThis paper describes the evaluation of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. We employed reversed-phase thin-layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) as experimental methods, using mixtures of acetonitrile and water as the mobile phases with addition of 0.1%TFA in the HPLC experiments. Retention parameters (RM) and capacity factors (log k) determined by applying these methods were linearly dependent on the acetonitrile concentration and enabled us to estimate the relative lipophilicity factors: RM0 and log k0. These factors were compared with the calculated partition coefficients C log P obtained using several software packages. The results indicate that both experimental methods (RP-TLC and RP-HPLC) yielded similar results, and these methods enable determining the lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. Significant correlations were found between log P values calculated by Pallas, ALOGPS and C log P Chem3D programs and the experimental data.pl
dc.affiliationWydział Farmaceutyczny : Zakład Fizykochemicznej Analizy Lekupl
dc.affiliationWydział Farmaceutyczny : Zakład Technologii Postaci Leku i Biofarmacjipl
dc.affiliationWydział Farmaceutyczny : Zakład Chemii Lekówpl
dc.contributor.authorBajda, Marek - 165281 pl
dc.contributor.authorBucki, Adam - 140601 pl
dc.contributor.authorSzlęk, Jakub - 162262 pl
dc.contributor.authorSzwaczkiewicz, Martapl
dc.contributor.authorŚwierczek, Maciejpl
dc.contributor.authorMalawska, Barbara - 130819 pl
dc.date.accessioned2015-02-10T09:11:16Z
dc.date.available2015-02-10T09:11:16Z
dc.date.issued2008pl
dc.description.number4pl
dc.description.physical428-432pl
dc.identifier.doi10.1002/bmc.951pl
dc.identifier.eissn1099-0801pl
dc.identifier.issn0269-3879pl
dc.identifier.urihttp://ruj.uj.edu.pl/xmlui/handle/item/2947
dc.languageengpl
dc.language.containerengpl
dc.rightsDodaję tylko opis bibliograficzny*
dc.rights.uri*
dc.subject.enlipophilicitypl
dc.subject.enRP-TLC and HPLCpl
dc.subject.enretention parameters RM0pl
dc.subject.enlog k0 capacity factorspl
dc.subject.encalculated partition coefficientpl
dc.subject.enN-benzylamidespl
dc.subject.enderivatives of 4-phenylpiperazinepl
dc.subtypeArticlepl
dc.titleDetermination of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides using chromatographic and computational methodspl
dc.title.journalBiomedical Chromatographypl
dc.title.volume22pl
dc.typeJournalArticlepl
dspace.entity.typePublication
cris.lastimport.wos
2024-04-10T03:15:15Z
dc.abstract.enpl
This paper describes the evaluation of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. We employed reversed-phase thin-layer chromatography (RP-TLC) and reversed-phase high performance liquid chromatography (RP-HPLC) as experimental methods, using mixtures of acetonitrile and water as the mobile phases with addition of 0.1%TFA in the HPLC experiments. Retention parameters (RM) and capacity factors (log k) determined by applying these methods were linearly dependent on the acetonitrile concentration and enabled us to estimate the relative lipophilicity factors: RM0 and log k0. These factors were compared with the calculated partition coefficients C log P obtained using several software packages. The results indicate that both experimental methods (RP-TLC and RP-HPLC) yielded similar results, and these methods enable determining the lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides. Significant correlations were found between log P values calculated by Pallas, ALOGPS and C log P Chem3D programs and the experimental data.
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Fizykochemicznej Analizy Leku
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Technologii Postaci Leku i Biofarmacji
dc.affiliationpl
Wydział Farmaceutyczny : Zakład Chemii Leków
dc.contributor.authorpl
Bajda, Marek - 165281
dc.contributor.authorpl
Bucki, Adam - 140601
dc.contributor.authorpl
Szlęk, Jakub - 162262
dc.contributor.authorpl
Szwaczkiewicz, Marta
dc.contributor.authorpl
Świerczek, Maciej
dc.contributor.authorpl
Malawska, Barbara - 130819
dc.date.accessioned
2015-02-10T09:11:16Z
dc.date.available
2015-02-10T09:11:16Z
dc.date.issuedpl
2008
dc.description.numberpl
4
dc.description.physicalpl
428-432
dc.identifier.doipl
10.1002/bmc.951
dc.identifier.eissnpl
1099-0801
dc.identifier.issnpl
0269-3879
dc.identifier.uri
http://ruj.uj.edu.pl/xmlui/handle/item/2947
dc.languagepl
eng
dc.language.containerpl
eng
dc.rights*
Dodaję tylko opis bibliograficzny
dc.rights.uri*
dc.subject.enpl
lipophilicity
dc.subject.enpl
RP-TLC and HPLC
dc.subject.enpl
retention parameters RM0
dc.subject.enpl
log k0 capacity factors
dc.subject.enpl
calculated partition coefficient
dc.subject.enpl
N-benzylamides
dc.subject.enpl
derivatives of 4-phenylpiperazine
dc.subtypepl
Article
dc.titlepl
Determination of lipophilicity of α-(4-phenylpiperazine) derivatives of N-benzylamides using chromatographic and computational methods
dc.title.journalpl
Biomedical Chromatography
dc.title.volumepl
22
dc.typepl
JournalArticle
dspace.entity.type
Publication

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