Review of Research on Quantitative Structure-Retention Relationships in Thin-Layer Chromatography

Wang, Q. S.; Zhang, Lihai

doi:10.1081/jlc-100101639

Cited by 36 publications

(12 citation statements)

References 52 publications

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“…The hydrophobic effect is assumed to be one of the driving forces for passive transport of xenobiotics through bio-membranes and, to a certain degree, responsible for interactions with receptors. This property determining the biological activity of substances was first recognized by Overton, Meyer and Baum [2, 4], and since that time hundreds of articles, among them some review papers, on the lipophilic properties of different bioactive compounds in medicine, agriculture or environmental chemistry have appeared [9–16]. …”

Section: Introductionmentioning

confidence: 99%

Quantification of Lipophilicity of 1,2,4-Triazoles Using Micellar Chromatography

2012

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High-performance liquid chromatography (HPLC), over-pressured-layer chromatography (OPLC) and thin-layer chromatography (TLC) techniques with micellar mobile phases were proposed to evaluate the lipophilicity of 21 newly synthesized 1,2,4-triazoles, compounds of potential importance in medicine or agriculture as fungicides. Micellar parameters log k m were compared with extrapolated R M 0 values determined from reversed-phase (RP) TLC experimental data obtained on RP-8 stationary phases as well as with log P values (Alog Ps , AClog P , Alog P , Mlog P , KowWin, xlog P 2 and xlog P 3) calculated from molecular structures of solutes tested. The results obtained by applying principal component analysis (PCA) and linear regression showed considerable similarity between partition and retention parameters as alternative lipophilicity descriptors, and indicated micellar chromatography as a suitable technique to study lipophilic properties of organic substances. In micellar HPLC, RP-8e column (Purospher) was applied, whereas in OPLC and TLC, RP-CN plates were applied, which was the novelty of this study and allowed the use of micellar effluents in planar chromatography measurements.

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Section: Introductionmentioning

confidence: 99%

Quantification of Lipophilicity of 1,2,4-Triazoles Using Micellar Chromatography

2012

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“…According to Dewanjee et al (2015), the low diffusion rate usually occurred to water-insoluble compounds since they are difficult to naturally diffuse from the TLC plate into the agar. The compounds that sharing similar Rf values indicated that they have the same physicochemical properties and also lipophilicity that attributed to the same intermolecular attraction formed between the eluent and the compound (Wang and Zhang 1999;Komsta 2007).…”

Section: Gas Chromatography-mass Spectrometry (Gc-ms)mentioning

confidence: 92%

Volatile Bioactive Compounds from Lasiodiplodia pseudotheobromae IBRL OS-64, an Endophytic Fungus Residing in the Leaf of Ocimum sanctum

Jalil

Demirtaş

2022

HAYATI J Biosci

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Endophytic fungi are known as potential novel compound producers with promising antimicrobial activities. Hence, the present study aimed to investigate the possible bioactive compounds present in the ethyl acetate extract of Lasiodiplodia pseudotheobromae IBRL OS-64. The ethyl acetate extract exhibited significant antibacterial activity against both Gram-positive and Gram-negative bacteria in disc diffusion assay. Thin-layer chromatography (TLC) was performed with chloroform, acetone and ethyl acetate (1:2:1, respectively) used as a solvent system and nine spots with diverse polarities were obtained. The TLC chromatogram with the active spot was localized with bioautography assay and the finding revealed that the dark spot with an Rf value of 0.5882 showed good antibacterial activity against all test bacteria. The fraction F5 exhibited promising antibacterial activity upon partial purification of dark spot via column chromatography and the GC-MS analysis of fraction F5 resulted in the detection of a major compound, 2-Benzenedicarboxylic acid, mono (2-ethylhexyl) ester with 90% matching factor. Thus, this compound may greatly contribute to the antibacterial activity of the fraction and has the potential to be developed as an antibiotic. The findings indirectly indicate that fungal endophytes from the medicinal plant could be a potential candidate for bioactive compounds with pharmaceutical properties.

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“…[11] In QSRR method, retention behavior is related to physicochemical and structural descriptors such as distribution coefficient between 1-octanol and water. As a relatively old and reliable analytical technique TLC is applied in the various QSRR studies of organic molecules.…”

Section: Introductionmentioning

confidence: 99%

Structure–Retention Relationship Study of 2,4-dioxotetrahydro-1,3-thiazole Derivatives

Karadžić

Jevrić

Podunavac‐Kuzmanović

et al. 2015

Journal of Liquid Chromatography & Related Technologies

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In this paper correlations between molecular lipophilicity of a twelve 2,4-dioxotetrahydro-1,3-thiazole derivatives and their retention characteristics obtained by reversed-phase thin-layer chromatography are presented. The regression models were defined applying two chemometric approaches: linear regression and multiple linear regression. The studied thizole derivatives were described with molecular lipophilicity descriptors that were used for prediction of their retention characteristic R M . Statistically significant and physically meaningful structure-retention relationships were obtained and cross-validated. The predicted results are very well correlated with the experimental data. Very good predictive ability of the established mathematical models allows us to estimate the retention behavior of structurally similar compounds.

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Review of Research on Quantitative Structure-Retention Relationships in Thin-Layer Chromatography

Cited by 36 publications

References 52 publications

Quantification of Lipophilicity of 1,2,4-Triazoles Using Micellar Chromatography

Quantification of Lipophilicity of 1,2,4-Triazoles Using Micellar Chromatography

Volatile Bioactive Compounds from Lasiodiplodia pseudotheobromae IBRL OS-64, an Endophytic Fungus Residing in the Leaf of Ocimum sanctum

Structure–Retention Relationship Study of 2,4-dioxotetrahydro-1,3-thiazole Derivatives

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