Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

• Attila Palágyi,
• Jindřich Jindřich,
• Juraj Dian and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

• between the reciprocal chromatographic peak areas and the vapor–liquid volumetric ratio. The formation constant values were determined as described in previous works [28][35][36]. To study the release of aldehydes from aqueous buffered solutions, 10 mL of 0.1 M aqueous phosphate buffers were introduced

The effect of cyclodextrin complexation on the solubility and photostability of nerolidol as pure compound and as main constituent of cabreuva essential oil

• Joyce Azzi,
• Pierre-Edouard Danjou,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2017, 13, 835–844, doi:10.3762/bjoc.13.84

• -Ner were determined using the HPLC method described above. The solubility of Ner was plotted against CD concentration. Formation constant (Kf) values of CD:Ner inclusion complexes were calculated from phase-solubility diagrams using the following equation: where S0 is the intrinsic solubility of Ner

Determination of formation constants and structural characterization of cyclodextrin inclusion complexes with two phenolic isomers: carvacrol and thymol

• Miriana Kfoury,
• David Landy,
• Steven Ruellan,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2016, 12, 29–42, doi:10.3762/bjoc.12.5

• : cyclodextrins; DOSY-NMR; formation constant; molecular modeling; solubility; Introduction Carvacrol (2-methyl-5-(1-methylethyl)phenol, 1) and thymol (5-methyl-2-(1-methylethyl)phenol, 2) are monoterpenic phenol isomers (Figure 1) produced by several aromatic plants (oregano, thyme, savory, marjoram, etc.) [1

• ]. Despite that several studies attempted to examine CD/1 and CD/2 inclusion complexes [25][26][27][28][29][30][31][32][33], little is known about the strength of interactions and the difference in the recognition ability of CDs for both isomers. Indeed, only the formation constant (Kf) of the inclusion

Co-solvation effect on the binding mode of the α-mangostin/β-cyclodextrin inclusion complex

• Chompoonut Rungnim,
• Sarunya Phunpee,
• Manaschai Kunaseth,
• Supawadee Namuangruk,
• Kanin Rungsardthong,
• Thanyada Rungrotmongkol and
• Uracha Ruktanonchai

Beilstein J. Org. Chem. 2015, 11, 2306–2317, doi:10.3762/bjoc.11.251

• [50]. The stoichiometry and formation constant (the equilibrium constant, Kbapp) can be obtained from phase solubility diagrams constructed by assessing the effect of the CD concentration on the apparent solubility of α-MGS. Figure 2 shows the α-MGS solubility increasing exponentially with ethanol

Improving ITC studies of cyclodextrin inclusion compounds by global analysis of conventional and non-conventional experiments

• Eléonore Bertaut and
• David Landy

Beilstein J. Org. Chem. 2014, 10, 2630–2641, doi:10.3762/bjoc.10.275

• data, on the basis of the treatment described in the experimental part. Such a quality in the fitting results demonstrates that a unique formalism may describe all non-competitive ITC experiments. A formation constant of 9558 M−1 and an inclusion enthalpy of −3326 cal·mol−1 have been obtained by this

• solutions, which is strongly depending on the formation constant. At the opposite, the constant heat which is observed for the reverse titration (protocol B) is weakly depending on the stability constant, but strongly linked to the inclusion enthalpy. As a result, the coupling of protocols B and G

• -IBU which is not significantly different from 0 (−3 ± 12 cal·mol−1), thus confirming the athermic character of this complex. The formation constant KHPβ-CD-IBU is evaluated to 5477 M−1, again with a high accuracy (±146 M−1). This stability uncertainty rises to ±426 M−1 if we take into account an

Effect of cyclodextrin complexation on phenylpropanoids’ solubility and antioxidant activity

• Miriana Kfoury,
• David Landy,
• Lizette Auezova,
• Hélène Greige-Gerges and
• Sophie Fourmentin

Beilstein J. Org. Chem. 2014, 10, 2322–2331, doi:10.3762/bjoc.10.241

• efficiency; cyclodextrins; formation constant; phenylpropanoids; solubility; Introduction Phenylpropanoids (PPs), produced through the shikimic acid pathway, are one of the major groups of natural compounds. They could be found in a wide variety of plants (clove, anise, basil, tarragon, fennel, parsley

• structural homology. Moreover, they cover a sufficiently relevant range of solubility and hydrophobicity (Table 1). Formation constant (Kf) values were calculated using a UV–visible spectral displacement method [20][21]. This method implies first the characterization of the inclusion complexes between CDs

Synthesis of mesomeric betaine compounds with imidazolium-enolate structure

• Nina Gonsior,
• Fabian Mohr and
• Helmut Ritter

Beilstein J. Org. Chem. 2012, 8, 390–397, doi:10.3762/bjoc.8.42

• relatively low values of the formation constant calculated for both a 1:1 complex (K1 = 1.6 × 102 M−1) and a 1:2 complex (K2 = 0.2 × 102 M−1) indicates only weak host/guest interactions and therefore only a slight increase of solubility in water was achieved. However, the value of K1 is in good agreement

• ). Regarding our interest in supramolecular chemistry and the enhancement of water solubility, the ability of 3 to form inclusion complexes with randomly methylated (1.8) β-cyclodextrin (m-β-CD) was investigated by means of UV–vis spectroscopy. Therefore, the type of inclusion complex and the complex formation

• constant (K) were investigated, based on the phase-solubility technique. The Higuchi–Connors phase diagram [12] indicates an initial 1:1 complex, while at higher concentrations a 1:2 complex is formed (Figure 5, for concentrations used for UV–vis measurements, see Supporting Information File 1). The