Association Characteristics of the Inclusion Complexes, Neutral Ellipticine/Cyclodextrins

Sbai, M.; Lyazidi, S. Ait; Lerner, Dan A.; Castillo, B. del; Martín, M. Antonia

doi:10.1002/(sici)1099-0801(199703)11:2<89::aid-bmc654>3.0.co;2-8

Cited by 2 publications

(4 citation statements)

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“…Of special interest to us, many molecules which have a low solubility in water form such inclusion complexes as a consequence of the hydrophobic character of the cavity. The solubilization of fluasterone [28] an analog of DHEA, or of ellipticine [29,30,31] are typical examples. The ellipticine and naproxen (Fig.…”

Section: Cyclodextrins and Their Inclusion Complexesmentioning

confidence: 99%

“…In their experimental conditions 97 % of the analyte is complexed for a 0.03 M concentration in HP-β-CD. The detection limit of 7 µg l -1 is a proof of the analytical usefulness of the formation of this (1:1) Compounds derived from carbazole and carbazole itself [135] have been widely studied in the past years. Ellipticine, the most representative of the pyrido [4,3-b]carbazole alkaloids (Fig.…”

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

“…A (1:2) complex involving the neutral form is described; however the ellipticinium form of the drug is not complexed. Recently, the stoichiometry and association constants were obtained for inclusion complexes between ellipticine and β-CD and for a set of complexes with modified β-cyclodextrins, including hydroxypropyl-β-cyclodextrin (HPβ-CD), (2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD) and (2,3,6-tri-O-methyl)-β-CD (TM-β-CD as well as with γ-CD [29,30,31,135,137]. The stoichiometry of these complexes was calculated on the basis of spectrophotometric (UV-Vis) and spectrofluorimetric measurements.…”

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

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Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Lerner¹,

Martín²

2000

Analusis

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Introduction Molecular luminescence of analytes in organized media or in supramolecular complexes of cyclodextrinsThe photophysical and photochemical behaviour of molecules complexed to cyclodextrins (CD) is generally different from their behaviour in solution. The first observations in the field were qualitative and were related to the increased stabilisation of labile molecules, mostly drugs, against photodegradation when complexed to natural cyclodextrins [1]. Complexation by CD's was then the preferred subject for those involved in supramolecular chemistry and drug vectorisation techniques [2] as well as in separation techniques [3][4][5]. Stabilization of a molecule against photochemical degradation is still very important in the field of pharmaceutical sciences. A recent example is the stabilisation of promazine as an inclusion complex with β-cyclodextrin [6]. Other photochemists were attracted quite early to this field of research and initiated studies, which were mostly photophysical in nature [7,8]. The key observation was that the formation of supramolecular complexes of analytes with cyclodextrins (CDs) resulted in an increase of their fluorescence quantum yield or even in the appearance of room temperature phosphorescence (RTP) [9][10][11][12]. This enhancement has been used to increase the sensitivity and the selectivity in both luminescence and chromatographic techniques [13-15].We will not say more about RTP with CDs as the subject will be developed in another contribution in the same issue of this Journal. However RTP is also observed in the solubilization of analytes in micellar colloïdal solutions and this field will be reviewed hereunder.These properties have been used to develop analytical techniques, which combine the selectivity of complexation with an enhanced emission [16][17][18][19]. In this way an improvement in the detection limits is obtained in many separation techniques such as HPLC, capillary electrophoresis (CE) or planar chromatography. Furthermore these molecular interactions allow to reveal or to stabilize new molecular forms or to turn species which are normally non-emitting into luminescent ones. All these aspects are reviewed hereunder after a short summary on the nature of the intermolecular interactions, which lie at the heart of these effects. Nature of the interactions between an analyte and a CD or a micelleWithout going into a thorough analysis of the origin of the interactions which exist between molecules in dense media which concern us here, it seems useful to recall the most important factors which should be taken into account when any type of luminescence, fluorescence or phosphorescence is involved.

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Section: Cyclodextrins and Their Inclusion Complexesmentioning

confidence: 99%

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

Section: Enhancement Of the Fluorescence Of Guests Molecules In Cyclomentioning

confidence: 99%

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Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Lerner¹,

Martín²

2000

Analusis

Self Cite

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“…Stability constants for cyclodextrin inclusion complexes can range from single digits to over one million,18,23 yet reports of inclusion complexes that do not dissociate during chromatographic analysis are rare. A stability constant of ∼39,000 M −1 is probably not enough, by itself, to account for the ability of the complexes to survive reversed‐phase HPLC.…”

Section: Discussionmentioning

confidence: 99%

Multidisciplinary Investigation of Atypical Inclusion Complexes of β-Cyclodextrin and a Phospholipase-A2 Inhibitor

Dahlheim

Dali

Naringrekar

et al. 2005

Journal of Pharmaceutical Sciences

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Association Characteristics of the Inclusion Complexes, Neutral Ellipticine/Cyclodextrins

Cited by 2 publications

References 15 publications

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Luminescence in organized media and supramolecular interactions:physicochemical aspects and applications

Multidisciplinary Investigation of Atypical Inclusion Complexes of β-Cyclodextrin and a Phospholipase-A2 Inhibitor

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