In silico formulation prediction of drug/cyclodextrin/polymer ternary complexes by machine learning and molecular modeling techniques

Li, Junjun; Gao, Hanlu; Ye, Zhuyifan; Deng, Jiayin; Ouyang, Defang

doi:10.1016/j.carbpol.2021.118712

Cited by 18 publications

(10 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It is also well documented that polymers enhance micellar solubilization of lipophilic compounds in aqueous media [ 72 , 73 , 74 ]. Some years ago, it was observed that, in aqueous solutions, polymers have synergistic effects on CD solubilization of poorly soluble drugs, and it is assumed that this effect is analogous to that of micellar solubilization, and that the effect is related to the aggregation of CD complexes [ 75 , 76 , 77 , 78 , 79 ]. To avoid the formation of polymer–CD inclusion complexes and rotaxanes that might result in decreased CE , the diameter of the polymer should preferably be greater than that of the CD cavity [ 80 ].…”

Section: The Anomalous Properties Of Cyclodextrinsmentioning

confidence: 99%

Anomalous Properties of Cyclodextrins and Their Complexes in Aqueous Solutions

2023

View full text Add to dashboard Cite

Cyclodextrins (CDs) are cyclic oligosaccharides that emerged as industrial excipients in the early 1970s and are currently found in at least 130 marketed pharmaceutical products, in addition to numerous other consumer products. Although CDs have been the subject of close to 100,000 publications since their discovery, and although their structure and properties appear to be trivial, CDs are constantly surprising investigators by their unique physicochemical properties. In aqueous solutions, CDs are solubilizing complexing agents of poorly soluble drugs while they can also act as organic cosolvents like ethanol. CDs and their complexes self-assemble in aqueous solutions to form both nano- and microparticles. The nanoparticles have diameters that are well below the wavelength of visible light; thus, the solutions appear to be clear. However, the nanoparticles can result in erroneous conclusions and misinterpretations of experimental results. CDs can act as penetration enhancers, increasing drug permeation through lipophilic membranes, but they do so without affecting the membrane barrier. This review is an account of some of the unexpected results the authors have encountered during their studies of CDs as pharmaceutical excipients.

show abstract

Section: The Anomalous Properties Of Cyclodextrinsmentioning

confidence: 99%

Anomalous Properties of Cyclodextrins and Their Complexes in Aqueous Solutions

2023

View full text Add to dashboard Cite

show abstract

“…Interesting results were obtained in relation to the estimation of a variety of properties of polymers − and of multicomponent systems that include polymers. − However, predictions are typically interpolative and ML models can be trained only for the properties for which reliable data either already exist or can be obtained. Especially in the case of polymers, some of the critical aspects of materials design involve tuning the design of monomers, chain sequence, chain tacticity, microstructure, molecular weight distribution, processing conditions of the material, and, in the general case, it is an unjustified assumption to consider as uncorrelated these factors when interpolating experimental data sets.…”

Section: Intersections Between Polymer Informatics Molecular Simulati...mentioning

confidence: 99%

Integrating Machine Learning in the Coarse-Grained Molecular Simulation of Polymers

Ricci

Vergadou

2023

J. Phys. Chem. B

View full text Add to dashboard Cite

Machine learning (ML) is having an increasing impact on the physical sciences, engineering, and technology and its integration into molecular simulation frameworks holds great potential to expand their scope of applicability to complex materials and facilitate fundamental knowledge and reliable property predictions, contributing to the development of efficient materials design routes. The application of ML in materials informatics in general, and polymer informatics in particular, has led to interesting results, however great untapped potential lies in the integration of ML techniques into the multiscale molecular simulation methods for the study of macromolecular systems, specifically in the context of Coarse Grained (CG) simulations. In this Perspective, we aim at presenting the pioneering recent research efforts in this direction and discussing how these new ML-based techniques can contribute to critical aspects of the development of multiscale molecular simulation methods for bulk complex chemical systems, especially polymers. Prerequisites for the implementation of such ML-integrated methods and open challenges that need to be met toward the development of general systematic ML-based coarse graining schemes for polymers are discussed.

show abstract

“…There are some studies on the CD-based ternary complexes, but they do not deal with triglyceride-based vegetable oils or with flavonoid glycosides/flavonolignans. Most of these studies are related to controlled release of various drugs from the CD complexes such as diosmin and polyethylene glycol, haloperidol and lactic acid, cyclosporine A and polyvinyl alcohol, ketoprofen and phospholipids, dihydroartemisinin and lecithin, cefixime and ʟ-arginine, flurbiprofen and naproxen/ketoprofen/ethenzamide [50][51][52][53][54][55][56][57][58][59].…”

Section: Introductionmentioning

confidence: 99%

Discrimination of β-cyclodextrin/hazelnut (Corylus avellana L.) oil/flavonoid glycoside and flavonolignan ternary complexes by Fourier-transform infrared spectroscopy coupled with principal component analysis

Hădărugă¹,

Popescu²,

Gligor³

et al. 2023

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

The goal of the study was the discrimination of β-cyclodextrin (β-CD)/hazelnut (Corylus avellana L.) oil/antioxidant ternary complexes through Fourier-transform infrared spectroscopy coupled with principal component analysis (FTIR–PCA). These innovative complexes combine the characteristics of the three components and improve the properties of the resulting material such as the onsite protection against oxidative degradation of hazelnut oil unsaturated fatty acid glycerides. Also, the apparent water solubility and bioaccessibility of the hazelnut oil components and antioxidants can be increased, as well as the controlled release of bioactive compounds (fatty acid glycerides and antioxidant flavonoids, namely hesperidin, naringin, rutin, and silymarin). The appropriate method for obtaining the ternary complexes was kneading the components at various molar ratios (1:1:1 and 3:1:1 for β-CD hydrate:hazelnut oil (average molar mass of 900 g/mol):flavonoid). The recovering yields of the ternary complexes were in the range of 51.5–85.3% and were generally higher for the 3:1:1 samples. The thermal stability was evaluated by thermogravimetry and differential scanning calorimetry. Discrimination of the ternary complexes was easily performed through the FTIR–PCA coupled method, especially based on the stretching vibrations of CO groups in flavonoids and/or CO/CC groups in the ternary complexes at 1014.6 (± 3.8) and 1023.2 (± 1.1) cm−1 along the second PCA component (PC2), respectively. The wavenumbers were more appropriate for discrimination than the corresponding intensities of the specific FTIR bands. On the other hand, ternary complexes were clearly distinguishable from the starting β-CD hydrate along the first component (PC1) by all FTIR band intensities and along PC2 by the wavenumber of the asymmetric stretching vibrations of the CH groups at 2922.9 (± 0.4) cm−1 for ternary complexes and 2924.8 (± 1.4) cm−1 for β-CD hydrate. The first two PCA components explain 70.38% from the variance of the FTIR data (from a total number of 26 variables). Other valuable classifications were obtained for the antioxidant flavonoids, with a high similarity for hesperidin and naringin, according to FTIR–PCA, as well as for ternary complexes depending on molar ratios. The FTIR–PCA coupled technique is a fast, nondestructive and cheap method for the evaluation of quality and similarity/characteristics of these new types of cyclodextrin-based ternary complexes having enhanced properties and stability.

show abstract

In silico formulation prediction of drug/cyclodextrin/polymer ternary complexes by machine learning and molecular modeling techniques

Cited by 18 publications

References 27 publications

Anomalous Properties of Cyclodextrins and Their Complexes in Aqueous Solutions

Anomalous Properties of Cyclodextrins and Their Complexes in Aqueous Solutions

Integrating Machine Learning in the Coarse-Grained Molecular Simulation of Polymers

Discrimination of β-cyclodextrin/hazelnut (Corylus avellana L.) oil/flavonoid glycoside and flavonolignan ternary complexes by Fourier-transform infrared spectroscopy coupled with principal component analysis

Contact Info

Product

Resources

About