Chromatographic determination of the association constant between 8-methoxypsoralen and modified β-cyclodextrin: protective effect of hydroxypropyl-β-cyclodextrin on 8-methoxypsoralen toxicity in human keratinocytes

Guillaume, Yves Claude; André, Carl; Simon, Nicolas; Gehin, Audrey; Guyon, Catherine; Thomassin, Mireille; Ismaïli, Lhassane; Aubin, F.; Nicod, Laurence

doi:10.1016/j.jchromb.2003.09.045

Cited by 6 publications

(3 citation statements)

References 47 publications

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“…Ultraviolet visible spectrometry, [4][5][6] high-performance liquid chromatography, 7 fluorescence spectrometry, [8][9][10][11][12][13] nuclear magnetic resonance 14 and other techniques [15][16] were used to study the interaction between CD and ligand.…”

Section: Introductionmentioning

confidence: 99%

Determination of Dissociation Constants of Cyclodextrin—Ligand Inclusion Complexes by Electrospray Ionization Mass Spectrometry

Zhang

Jin

et al. 2006

Eur J Mass Spectrom (Chichester)

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The inclusion complexes of four ligands binding to cyclodextrins (CDs) were studied by electrospray ionization mass spectrometry (ESI-MS) and the dissociation constants of the complexes were obtained. The 1:1 stoichiometric inclusion complex was found in the system of CD and fenbufen or aspirin. The obtained KD values of the inclusion complexes of fenbufen binding to alpha-CD and to beta-CD are 4.38x10(-4) mol L(-1) and 2.12x10(-4) mol L(-1), respectively. The KD values of the inclusion complexes of alpha-CD-aspirin and beta-CD-aspirin are 3.33x10(-4) mol L(-1) and 1.83x10(-4) mol L(-1), respectively. A non-linear least squares regression method was applied to validate the results which were consistent with each other. For the system of tetracycline hydrochloride and CD, the 1:1 and 1:2 stoichiometric inclusion complexes were found in the mass spectra. The KD,1 and KD,2 values of the 1:1 and 1:2 stoichiometric inclusion complexes of alpha-CD and tetracycline hydrochloride are 4.47x10(-4) mol L(-1) and 6.51x10(-4) mol L(-1), respectively, and those of beta-CD and tetracycline hydrochloride are 2.26x10(-4) mol L(-1) and 8.57x10(-4) mol L(-1), respectively. For the system of norfloxacin and CD, besides the 1:1 and 1:2 inclusion complexes, the 1:3 stoichiometric inclusion complex was also found. The KD,1, KD,2 and KD,3 of alpha-CD and norfloxacin inclusion complexes are 4.61x10(-4) mol L(-1), 6.05x10(-4) mol L(-1) and 1.45x10(-3) mol L(-1), respectively. The three KD values of beta-CD and norfloxacin are 1.96x10(-4) mol L(-1), 4.93x10(-4) mol L(-1) and 1.15x10(-3) mol L(-1), respectively.

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Section: Introductionmentioning

confidence: 99%

Determination of Dissociation Constants of Cyclodextrin—Ligand Inclusion Complexes by Electrospray Ionization Mass Spectrometry

Zhang

Jin

et al. 2006

Eur J Mass Spectrom (Chichester)

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“…The apparent formation constant K F between compound and CD can be determined by using the well-known equation: [39][40][41][42][43][44][45][46][47][48] …”

Section: Equilibria and Equationsmentioning

confidence: 99%

SEPARATION OF THREE TRITERPENE ACIDS IN LEAVES OFDIOSPYROS KAKIBY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY USING HYDROXYPROPYL-β-CYCLODEXTRIN AS MOBILE PHASE MODIFIER

Fan

Zhang

et al. 2011

Journal of Liquid Chromatography & Related Technologies

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& An improved high-performance liquid chromatography method for the separation and determination of rotungenic acid and two isomeric triterpene acids (oleanolic acid and ursolic acid) was developed. Results proved that these triterpene acids can be separated with high resolution by adding hydroxypropyl-b-cyclodextrin (HP-b-CD) into the mobile phase; the resolution of the triterpene acids increased and their retention time in the column decreased with HP-b-CD concentrations increasing due to the formation of inclusion complexes between triterpene acids and HP-b-CD. The formation of 1:1 inclusion complexes was assumed and apparent formation constants of triterpene acids with HP-b-CD were determined experimentally at 20 C and 35 C. At last, the method was used to determine rotungenic acid, oleanolic acid, and ursolic acid in the leaves of Diospyros kaki and proved to be sensitive, rapid, accurate, and suitable.

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“…The choice of the stationary phase is a critical point for the study of the complex mechanism. Guillaume et al have determined the stability constants of the complexes of 8-methoxypsoralen with modified CD using an immobilized hydroxypropyl cyclodextrin (HP-CD) column [16]. Morales Moraes et al showed that the study of the HPLC retention behavior of S(-)bupivacaine on C 18 stationary phase in the presence of hydroxypropyl-CD allowed estimation of the stability constants of the complex by determining of the thermodynamic parameters [17].…”

Section: Introductionmentioning

confidence: 99%

An HPLC chromatographic framework to analyze the β-cyclodextrin/solute complexation mechanism using a carbon nanotube stationary phase

Aljhni

André

Lethier

et al. 2015

Talanta

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Chromatographic determination of the association constant between 8-methoxypsoralen and modified β-cyclodextrin: protective effect of hydroxypropyl-β-cyclodextrin on 8-methoxypsoralen toxicity in human keratinocytes

Cited by 6 publications

References 47 publications

Determination of Dissociation Constants of Cyclodextrin—Ligand Inclusion Complexes by Electrospray Ionization Mass Spectrometry

Determination of Dissociation Constants of Cyclodextrin—Ligand Inclusion Complexes by Electrospray Ionization Mass Spectrometry

SEPARATION OF THREE TRITERPENE ACIDS IN LEAVES OFDIOSPYROS KAKIBY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY USING HYDROXYPROPYL-β-CYCLODEXTRIN AS MOBILE PHASE MODIFIER

An HPLC chromatographic framework to analyze the β-cyclodextrin/solute complexation mechanism using a carbon nanotube stationary phase

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