Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin
Defining the interaction of newly synthesized compounds with plasma proteins is an important step in the drug development process. Chromatographic techniques can be successfully used in predicting the biopharmaceutical and pharmacokinetic properties of newly synthesized compounds. The aim of this st...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2023-01-01
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| Series: | Journal of the Serbian Chemical Society |
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| Online Access: | https://doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392300033T.pdf |
| _version_ | 1797680729924042752 |
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| author | Turković Nemanja Anđelković Nastasija Obradović Darija Vujić Zorica Ivković Branka |
| author_facet | Turković Nemanja Anđelković Nastasija Obradović Darija Vujić Zorica Ivković Branka |
| author_sort | Turković Nemanja |
| collection | DOAJ |
| description | Defining the interaction of newly synthesized compounds with plasma proteins is an important step in the drug development process. Chromatographic techniques can be successfully used in predicting the biopharmaceutical and pharmacokinetic properties of newly synthesized compounds. The aim of this study is to investigate and isolate the most important molecular properties that affect the interaction of 20 newly synthesized chalcones and commercial compounds (lopinavir, ritonavir, darunavir and ivermectin) with human serum albumin (HSA). The retention behaviour of the selected compounds was tested on a CHIRALPAK®HSA column. A mixture of phosphate buffer (pH 7.0) and isopropanol (80:20 volume ratio) was used as the mobile phase, and the support vector method was used to form the quantitative structure retention relationship (QSRR) model. Based on the obtained values of retention parameters, it was observed that halogenated derivatives show the strongest, and methylated chalcone derivatives the weakest interaction with HSA. By correlating the retention and physicochemical properties of the tested compounds, it was shown that the structural (SDSCH) and electronic properties (MAXQ, EEM_F1) groups have the greatest influence on the retention behaviour and the interaction of the tested compounds with HSA. The obtained QSRR model can be applied in the prediction of the retention characteristics of new, structurally related chalcone derivatives on HSA stationary phase. |
| first_indexed | 2024-03-11T23:34:20Z |
| format | Article |
| id | doaj.art-e778c953499d4becab65cbde452982cf |
| institution | Directory Open Access Journal |
| issn | 0352-5139 1820-7421 |
| language | English |
| last_indexed | 2024-03-11T23:34:20Z |
| publishDate | 2023-01-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-e778c953499d4becab65cbde452982cf2023-09-20T06:03:00ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51391820-74212023-01-01887-876577610.2298/JSC221212033T0352-51392300033TApplication of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albuminTurković Nemanja0https://orcid.org/0000-0002-3320-2966Anđelković Nastasija1https://orcid.org/0009-0002-0071-9640Obradović Darija2https://orcid.org/0000-0001-5678-034XVujić Zorica3https://orcid.org/0000-0003-0714-4755Ivković Branka4https://orcid.org/0000-0001-7350-3483Institute for Medicines and Medical Devices of Montenegro (CInMED), Podgorica, Montenegro + Faculty of Medicine, Study program Pharmacy, University of Montenegro, Podgorica, MontenegroFaculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Belgrade, Belgrade, SerbiaInnovation Centar, Institute of Physics Belgrade, Zemun, Belgrade, SerbiaFaculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Belgrade, Belgrade, SerbiaFaculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Belgrade, Belgrade, SerbiaDefining the interaction of newly synthesized compounds with plasma proteins is an important step in the drug development process. Chromatographic techniques can be successfully used in predicting the biopharmaceutical and pharmacokinetic properties of newly synthesized compounds. The aim of this study is to investigate and isolate the most important molecular properties that affect the interaction of 20 newly synthesized chalcones and commercial compounds (lopinavir, ritonavir, darunavir and ivermectin) with human serum albumin (HSA). The retention behaviour of the selected compounds was tested on a CHIRALPAK®HSA column. A mixture of phosphate buffer (pH 7.0) and isopropanol (80:20 volume ratio) was used as the mobile phase, and the support vector method was used to form the quantitative structure retention relationship (QSRR) model. Based on the obtained values of retention parameters, it was observed that halogenated derivatives show the strongest, and methylated chalcone derivatives the weakest interaction with HSA. By correlating the retention and physicochemical properties of the tested compounds, it was shown that the structural (SDSCH) and electronic properties (MAXQ, EEM_F1) groups have the greatest influence on the retention behaviour and the interaction of the tested compounds with HSA. The obtained QSRR model can be applied in the prediction of the retention characteristics of new, structurally related chalcone derivatives on HSA stationary phase.https://doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392300033T.pdfhigh performance affinity chromatographysupport vector methodquantitative structure retention relationshipchalconehuman serum albumin |
| spellingShingle | Turković Nemanja Anđelković Nastasija Obradović Darija Vujić Zorica Ivković Branka Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin Journal of the Serbian Chemical Society high performance affinity chromatography support vector method quantitative structure retention relationship chalcone human serum albumin |
| title | Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| title_full | Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| title_fullStr | Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| title_full_unstemmed | Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| title_short | Application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| title_sort | application of liquid chromatography in defining the interaction of newly synthesized chalcones and related compounds with human serum albumin |
| topic | high performance affinity chromatography support vector method quantitative structure retention relationship chalcone human serum albumin |
| url | https://doiserbia.nb.rs/img/doi/0352-5139/2023/0352-51392300033T.pdf |
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