Trajectory of the spectral/structural rearrangements for photo-oxidative reaction of neat ketoprofen and its cyclodextrin complex

Hiroshige, Ryosuke; Goto, Satoru; Tsunoda, Chihiro; Ichii, Risa; Shimizu, Shota; Otsuka, Yuta; Makino, Kosho; Takahashi, Hideyo; Yokoyama, Hideshi

doi:10.1007/s10847-022-01160-3

Cited by 7 publications

(14 citation statements)

References 39 publications

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“…In this study, since the purpose is to quantify the concentration dependence of the reagent, we performed UV–vis spectrum measurement that can quantify the total amount. On this background, our previous studies have reported the use of UV–vis spectroscopy rather than HPLC to trace reactions, including intermediates, in the spectroscopic analysis of compounds . The spectra of the supernatant reacted with various concentrations of MDA and TBA as standards for TBARS were also measured.…”

Section: Results and Discussionmentioning

confidence: 99%

Effects of Local Anesthetics on Liposomal Membranes Determined by Their Inhibitory Activity of Lipid Peroxidation

et al. 2023

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In this study, we investigated the effects of drugs on membrane function in which lipid peroxidation was inhibited by the antioxidant Trolox (TRO) in liposomes containing egg yolk lecithin. Local anesthetics (LAs), such as lidocaine (LID) and dibucaine (DIB), were used as model drugs. The effect of LAs on the inhibitory activity of TRO was evaluated by calculating the pI 50 from the inhibition constant K calculated by curve fitting. pI 50 TRO indicates the strength of TRO membrane protective function. pI 50 LA indicates the strength of LA activity. LAs inhibited lipid peroxidation in a dose-dependent manner and decreased pI 50 TRO. The effect of DIB on pI 50 TRO was 1.9 times more than that of LID. This result indicated that LA may improve the fluidity of the membrane, which may facilitate the migration of TRO from the membrane to the liquid phase. As a result, TRO is less likely to suppress lipid peroxidation within the lipid membrane, possibly resulting in a decrease in pI 50 TRO. The effect of TRO on pI 50 LA was found to be similar in both, indicating that it did not depend on the type of the model drug. These results suggest that our developed procedure successfully quantified the effects of LAs on lipid membrane functions. We were able to obtain the characteristics of model drugs independent of TRO by simultaneously measuring and analyzing the lipid peroxidation inhibitory activities of TRO and model drugs in liposomes.

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Section: Results and Discussionmentioning

confidence: 99%

Effects of Local Anesthetics on Liposomal Membranes Determined by Their Inhibitory Activity of Lipid Peroxidation

et al. 2023

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“…By analyzing it, analysts can determine the range of possible diversity and regulate the pathway that the assembled materials should follow to reach a particular state (existence). [40][41][42]54 One of the challenges of working with configuration space is that it can be very complex and high-dimensional, especially for systems with many degrees of freedom. In such cases, it may be necessary to use techniques to analyze the configuration space and regulate state interconversion.…”

Section: Discussionmentioning

confidence: 99%

“…Refer to our previous publications for a more detailed explanation of the mathematical protocol used for the SVD procedure. [39][40][41][42][43][44][45][46] Based on this reflection, we reported that an approach with a melting entropy-phase diagram indicated whether inclusion complexation with HP-b-CD succeeded for nifedipine or nicardipine hydrochloride. 49 Different polymorphs were found in a mixture of urea and naphthalene, indicating that entropy plays an important role.…”

Section: Introductionmentioning

confidence: 91%

“…The rows of the matrix W are denominated as basis function vectors. [39][40][41][42][43][44][45][46][47][48] The principal component vector õi is the coefficient vector li multiplied by the corresponding singular value s i .…”

Section: Pccp Papermentioning

confidence: 99%

“…Refer to our previous publications for a more detailed explanation of the mathematical protocol used for the SVD procedure. 39–46…”

Section: Introductionmentioning

confidence: 99%

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Using singular value decomposition to analyze drug/β-cyclodextrin mixtures: insights from X-ray powder diffraction patterns

Hasegawa,

Goto,

Tsunoda

et al. 2023

Phys. Chem. Chem. Phys.

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Propionic Acid Groups and Multiple Aromatic Rings Induce Binding of Ketoprofen and Naproxen to the Hydrophobic Core of Bovine Serum Albumin

Tsurushima,

Kurosawa,

Goto

2023

Mol. Pharmaceutics

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Ketoprofen (KP), which causes photosensitivity by interacting with serum albumin (SA), and three drugs, ibuprofen (IBP), naproxen (NPX), and diazepam (DZP), which share the same binding site, were investigated for their interaction with bovine SA (BSA). For KP, DZP, and IBP, where drugconcentration-dependent quenching of BSA-intrinsic fluorescence was observed, a modified Stern−Volmer plot showed that dynamic quenching was dominant for KP and static quenching was dominant for DZP and IBP. However, this alone cannot be compared with NPX. Therefore, by performing singular value decomposition (SVD) fluorescence spectroscopy, we were able to find the behavior of the drug-concentration-dependent Langmuir-type principal component vectors. K SVD obtained by the Langmuir equation showed a high correlation with the static extinction constant V. Therefore, K SVD indicates the association constant of the drug with BSA and it was found that NPX and IBP had higher values than KP. Finally, in the analysis of the temperature factors of amino acid residues in each drug-binding region and Trp residues, KP and NPX significantly reduced these temperature factors whereas DZP and IBP hardly changed them. This result is consistent with the dynamic and static quenching dominance in the total quenching mechanism. Summarizing the results so far, it was shown that penetration into the hydrophobic core inside BSA can be achieved not only by one of the multiple aromatic rings and propionic acid groups but also by the joint effect of both. In this study, SVD enabled us to extract information on drug adsorption to BSA from fluorescence spectra. Furthermore, the application of SVD is expected to make it possible to perform fluorescence analysis for drug binding to proteins without being limited by the fluorescence properties of the drug.

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Trajectory of the spectral/structural rearrangements for photo-oxidative reaction of neat ketoprofen and its cyclodextrin complex

Cited by 7 publications

References 39 publications

Effects of Local Anesthetics on Liposomal Membranes Determined by Their Inhibitory Activity of Lipid Peroxidation

Effects of Local Anesthetics on Liposomal Membranes Determined by Their Inhibitory Activity of Lipid Peroxidation

Using singular value decomposition to analyze drug/β-cyclodextrin mixtures: insights from X-ray powder diffraction patterns

Propionic Acid Groups and Multiple Aromatic Rings Induce Binding of Ketoprofen and Naproxen to the Hydrophobic Core of Bovine Serum Albumin

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