Lipophilicity of Selected Steroid Compounds. I. Investigations on RP18W Stationary Phase by RP‐HPTLC

Pyka, Alina; Babuska, M.

doi:10.1080/10826070600757748

Cited by 22 publications

(12 citation statements)

References 21 publications

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“…The plates were spotted with 1 μL samples of 2 mg/mL solutes for each compound (in methanol), and developed at room temperature by the ascending technique. The detection of the zones was performed by spraying the plates with sulfuric acid reagent (Pyka and Babuska, 2006) and heating until the spots became visible. The R F values were determined as an average of the three chromatograms.…”

Section: Experimental Isolation Proceduresmentioning

confidence: 99%

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Atrrog

Natić

Tosti

et al. 2008

Biomedical Chromatography

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In this study 10 guaianolide-type sesquiterpene gamma-lactones named amphoricarpolides, isolated from the aerial parts of two endemic subspecies of Amphoricarpos neumayeri (ssp. neumayeri and ssp. murbeckii Bosnjak), were investigated by means of reversed-phase thin-layer chromatography. Methanol-water and tetrahydrofuran-water binary mixtures were used as mobile phase in order to determine lipophilicity parameters R (0) (M) and C(0). Some of the investigated compounds were screened for their cytotoxic activity against HeLa and B16 cells. Chromatographically obtained lipophilicity parameters were correlated with calculated logP values and IC(50) values. Principal component analysis identified the dominant pattern in the chromatographically obtained data.

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Section: Experimental Isolation Proceduresmentioning

confidence: 99%

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Atrrog

Natić

Tosti

et al. 2008

Biomedical Chromatography

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“…These include some sex-hormones, stigmasterol, b-sitosterol, hydrocortisone and cholesterol, using methanol-water, or acetonitrile-water mobile phases (Pyka and Babuska, 2006), more polar steroid derivatives like bile acids (Sarbu et al, 2001), and some measurements of retention parameters of androstene derivatives with normal-phase HPTLC (Perišić-Janjić et al, 2005).…”

Section: Discussionmentioning

confidence: 99%

Synthesis of betulin derivatives and the determination of their relative lipophilicities using reversed‐phase thin‐layer chromatography

Achrem-Achremowicz

Kępczyńska

Zylewski

et al. 2009

Biomedical Chromatography

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A series of superlipophilic or highly lipophilic semisynthetic betulin derivatives was prepared and their relative lipophilicity was measured by reversed-phase thin-layer chromatography (RP-TLC) at different pH values using 1,4-dioxane-acetate buffer mixtures as mobile phases. Cholesterol, 17beta-estradiol and pure betulin were used as the reference compounds. Linear relationships were found between R(M) values and 1,4-dioxane concentrations in the mobile phases. LogP values were also calculated with computer programs ACD/LogP (ChemSketch 11.0, Advanced Chemistry Development Inc.) and ClogP (Daylight Chemical Information Systems Inc.). The empirical and theoretical data were compared, and the R(M0) values correlated well with logP. Two of the synthesized betulin derivatives are reported for the first time.

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“…The calculated R M values with different volume fractions of organic solvent were used for checking the linearity of their relationship with the volume fraction of the modifier according to the equation [15][16][17]:…”

Section: Rp-hptlcmentioning

confidence: 99%

“…The compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15) are from Sigma, New Zealand, 98%. Cholic (4), deoxycholic (2), chenodeoxycholic (3) and hyodeoxycholic acids (7) were used as starting compounds for the synthesis of the oxoderivatives (16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27). The synthesis of oxo-derivatives was carried out according to these procedures [14].…”

Section: Chemicals and Reagentsmentioning

confidence: 99%

Estimation of chromatographic lipophilicity of bile acids and their derivatives by reversed‐phase thin layer chromatography

Onişor

Poša

Kevrešan

et al. 2010

J of Separation Science

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The main goal of this study was to estimate the lipophilicity and investigate the molecular mechanism of retention of bile acids and their derivatives in order to find an objective manner of quantitative comparison of different chemically bonded stationary phases for high performance TLC in terms of their (dis)similarities. Highly significant correlations were obtained between different experimental indices of lipophilicity (R(M0), S and the scores corresponding to the first principal component) estimated on CN(F254s) and RP-18(F254s) and some computed log P values that combine electronic and topological aspects. The most statistically significant quantitative structure-property relationship models, using descriptors from Dragon software, multiple linear regression and genetic algorithm, were also obtained in the case of CN(F254s) and RP-18(F254s) stationary phases. Cross-validation suggests a good reliability of the results. The contribution of 2D and 3D descriptors, which are related to atomic mass, together with reactivity parameters such as polarizability and electronegativity seem to control the chromatographic mechanism (lipophilicity) on all stationary phases.

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Lipophilicity of Selected Steroid Compounds. I. Investigations on RP18W Stationary Phase by RP‐HPTLC

Cited by 22 publications

References 21 publications

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Synthesis of betulin derivatives and the determination of their relative lipophilicities using reversed‐phase thin‐layer chromatography

Estimation of chromatographic lipophilicity of bile acids and their derivatives by reversed‐phase thin layer chromatography

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