Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers
The RP-HPLC retention constants of several newly synthesized cytotoxic styryl lactone stereoisomers were determined as parameters of their lipophilicity. Stereochemistry of the compounds has an effect on the retention behavior of only tricyclic isomers. For them, the difference in retention...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Faculty of Technology, Novi Sad
2017-01-01
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| Series: | Acta Periodica Technologica |
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| Online Access: | http://www.doiserbia.nb.rs/img/doi/1450-7188/2017/1450-71881748197L.pdf |
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| author | Lоnčаr Dаvоr М. Мilоšеvić Nаtаšа P. Vitas Jasmina S. Karadžić Milica Ž. Jevrić Lidija R. Benedeković Goran |
| author_facet | Lоnčаr Dаvоr М. Мilоšеvić Nаtаšа P. Vitas Jasmina S. Karadžić Milica Ž. Jevrić Lidija R. Benedeković Goran |
| author_sort | Lоnčаr Dаvоr М. |
| collection | DOAJ |
| description | The RP-HPLC retention constants of several newly synthesized cytotoxic styryl
lactone stereoisomers were determined as parameters of their lipophilicity.
Stereochemistry of the compounds has an effect on the retention behavior of
only tricyclic isomers. For them, the difference in retention and
chromatographic lipophilic parameters are significant. The chromatographic
lipophilic parameters of all compounds were correlated with a fourteen
computer calculated lipophilic parameters, log P, and pharmacokinetic
parameters. Significant linear correlations (R2 adj>0.90) were obtained
between MLog P and affinity for plasma proteins binding. The correrelations
for the other pharmacokinetic parameters were improved by introducing some
more molecular descriptors. Multiple linear regression analysis suggested
that the volume of distribution depended on the lipopholicity and Ka HSA
(HSA-human serum albumin) and the absorption through membrane and
permeability in the jejunum depend on the lipophilicity and hydrogen bond
donors. The tested compounds showed a potent to moderate cytotoxic activity
toward several human cancer cells and poor permeation through the blood brain
barrier. [Project of the Serbian Ministry of Education, Science and
Technological Development, Grant no. OI 1612036] |
| first_indexed | 2024-12-23T19:49:26Z |
| format | Article |
| id | doaj.art-95fbf53fd063466d86b3c054c8194c21 |
| institution | Directory Open Access Journal |
| issn | 1450-7188 2406-095X |
| language | English |
| last_indexed | 2024-12-23T19:49:26Z |
| publishDate | 2017-01-01 |
| publisher | Faculty of Technology, Novi Sad |
| record_format | Article |
| series | Acta Periodica Technologica |
| spelling | doaj.art-95fbf53fd063466d86b3c054c8194c212022-12-21T17:33:25ZengFaculty of Technology, Novi SadActa Periodica Technologica1450-71882406-095X2017-01-0120174819720910.2298/APT1748197L1450-71881748197LChromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomersLоnčаr Dаvоr М.0Мilоšеvić Nаtаšа P.1Vitas Jasmina S.2Karadžić Milica Ž.3Jevrić Lidija R.4Benedeković Goran5Faculty of Technology, Novi SadFaculty of Medicine, Department of Pharmacy, Novi SadFaculty of Technology, Novi SadFaculty of Technology, Novi SadFaculty of Technology, Novi SadFaculty of Sciences, Department of Chemistry, Biochemistry and Environmental Protection, Novi SadThe RP-HPLC retention constants of several newly synthesized cytotoxic styryl lactone stereoisomers were determined as parameters of their lipophilicity. Stereochemistry of the compounds has an effect on the retention behavior of only tricyclic isomers. For them, the difference in retention and chromatographic lipophilic parameters are significant. The chromatographic lipophilic parameters of all compounds were correlated with a fourteen computer calculated lipophilic parameters, log P, and pharmacokinetic parameters. Significant linear correlations (R2 adj>0.90) were obtained between MLog P and affinity for plasma proteins binding. The correrelations for the other pharmacokinetic parameters were improved by introducing some more molecular descriptors. Multiple linear regression analysis suggested that the volume of distribution depended on the lipopholicity and Ka HSA (HSA-human serum albumin) and the absorption through membrane and permeability in the jejunum depend on the lipophilicity and hydrogen bond donors. The tested compounds showed a potent to moderate cytotoxic activity toward several human cancer cells and poor permeation through the blood brain barrier. [Project of the Serbian Ministry of Education, Science and Technological Development, Grant no. OI 1612036]http://www.doiserbia.nb.rs/img/doi/1450-7188/2017/1450-71881748197L.pdfstyryl lactone isomerschromatographic lipophilicitypharmacokinetic parameters |
| spellingShingle | Lоnčаr Dаvоr М. Мilоšеvić Nаtаšа P. Vitas Jasmina S. Karadžić Milica Ž. Jevrić Lidija R. Benedeković Goran Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers Acta Periodica Technologica styryl lactone isomers chromatographic lipophilicity pharmacokinetic parameters |
| title | Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| title_full | Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| title_fullStr | Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| title_full_unstemmed | Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| title_short | Chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| title_sort | chromatographic lipophilicity and pharmacokinetic behavior of some newly synthesized styryl lactone stereoisomers |
| topic | styryl lactone isomers chromatographic lipophilicity pharmacokinetic parameters |
| url | http://www.doiserbia.nb.rs/img/doi/1450-7188/2017/1450-71881748197L.pdf |
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