Chromatographic characterization of new spirohydantoins derived from β-tetralone

A series of spirohydantoin derivatives synthesized in our laboratory have been analyzed by reversed-phase liquid chromatography. Retention data obtained in two chromatographic modes (TLC and HPLC) were used to evaluate the lipophilicity. Quantitative-structure-retention relationship modeling and mul...

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Published in:Journal of liquid chromatography & related technologies 2024-03, Vol.47 (1-5), p.26-34
Main Authors: Djaković Sekulić, Tatjana, Mandić, Anamarija, Lazić, Anita
Format: Article
Language:English
Subjects:
High performance liquid chromatography
Hydrogen bonding
Liquid chromatography
molecular descriptors
Molecular properties
multiple linear regression
Principal components analysis
quantitative-structure-retention relationships
Retention
β-tetralinohydantoins
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creator Djaković Sekulić, Tatjana
Mandić, Anamarija
Lazić, Anita
description A series of spirohydantoin derivatives synthesized in our laboratory have been analyzed by reversed-phase liquid chromatography. Retention data obtained in two chromatographic modes (TLC and HPLC) were used to evaluate the lipophilicity. Quantitative-structure-retention relationship modeling and multiple linear regression were applied with the purpose to quantify different types of interactions that govern chromatographic retention. The obtained model showed high predicting power of the R M 0 values on the basis of partition coefficient and the ability of molecule to take part in the hydrogen bonding. In addition, the evaluation of the biological profile of spirohydantoins investigated involved the theoretical screening of their drug-likeness. Similarities and dissimilarities between the chromatographic data and significant molecular properties responsible for the activity of the investigated spirohydantoins were considered using principal component analysis.
doi_str_mv 10.1080/10826076.2024.2301720
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subjects High performance liquid chromatography
Hydrogen bonding
Liquid chromatography
molecular descriptors
Molecular properties
multiple linear regression
Principal components analysis
quantitative-structure-retention relationships
Retention
β-tetralinohydantoins
title Chromatographic characterization of new spirohydantoins derived from β-tetralone
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