Solubility and bioavailability enhancement of ciprofloxacin by induced oval-shaped mono-6-deoxy-6-aminoethylamino-β-cyclodextrin

Choi, Joo Hee; Park, Kyeonghui; Lee, Benel; Jeong, Dae‐Yong; Dindulkar, Someshwar D.; Choi, Youngjin; Cho, Eunae; Park, Sung Yong; Yu, Jae‐Hyuk; Jung, Seunho

doi:10.1016/j.carbpol.2017.01.073

Cited by 33 publications

(23 citation statements)

References 39 publications

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“…22 Phase Solubility Study. The cross peaks between the protons H4 0 , H5, and H5 0 of Et-β-CD and the protons of modified ethylenediamine moiety (H6 0 and H8) of Et-β-CD were appeared in 2D-NOESY NMR analysis.…”

Section: Resultsmentioning

confidence: 99%

“…Molecular Modeling. 22 In contrast to the Binding energetics also demonstrated that QUE and Et-β-CD can form a stable inclusion complex. Figure 8 shows the highest scoring poses of QUE for both β-CD and Etβ-CD.…”

Section: Assignmentmentioning

confidence: 95%

“…19 Although the applications of β-CD are widely used in the pharmaceutical industry, they are limited by the poor water solubility of β-CD itself. 22 The inclusion complexation between β-CD derivatives and QUE has been previously investigated. During complex formation, the guest is positioned within the cavity of the host CD, k These authors contributed equally to this work.…”

Section: Introductionmentioning

confidence: 99%

“…22 In brief, a mixed torsional/lowmode sampling method was applied to the conformational search module in the Maestro software (ver. FE-SEM was recorded using a Hitachi S-4700 (Hitachi High-Technologies Corporation, Tokyo, Japan).…”

Section: Introductionmentioning

confidence: 99%

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Enhancement of Solubility and Bioavailability of Quercetin by Inclusion Complexation with the Cavity of Mono‐6‐deoxy‐6‐aminoethylamino‐β‐cyclodextrin

Park

Choi

Cho

et al. 2017

Bulletin Korean Chem Soc

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Quercetin (QUE) has a wide range of health benefits; however, its application is limited due to its low solubility. We synthesized mono-6-deoxy-6-aminoethylamino-β-cyclodextrin (Et-β-CD) to overcome this limitation. The solubility of QUE was increased 35.1-fold compared with QUE, by its complexation with Et-β-CD. Changes in physicochemical properties following successful complexation were investigated using field emission scanning electron microscope, differential scanning calorimetry, and Fourier transform infrared spectroscopy. The complexation behavior of QUE and Et-β-CD in aqueous solution was monitored by 1 H nuclear magnetic resonance (NMR), 2D rotating frame nuclear overhauser, and diffusion-ordered spectroscopy. The molecular docking simulation showed that the oblong shaped QUE is suitable for the formation of a stable complex with a characteristic cavity of Et-β-CD. Furthermore, the antioxidant activity and photostability of QUE was also improved after its complexation with Et-β-CD. From these results, we suggest that the characteristic elliptical cavity of Et-β-CD can be utilized for other hardly soluble drug molecules, which can expand the development of drug delivery systems.

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Section: Resultsmentioning

confidence: 99%

Section: Assignmentmentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Enhancement of Solubility and Bioavailability of Quercetin by Inclusion Complexation with the Cavity of Mono‐6‐deoxy‐6‐aminoethylamino‐β‐cyclodextrin

Park

Choi

Cho

et al. 2017

Bulletin Korean Chem Soc

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“…There are several methods to enhance the solubility and bioavailability of such poorly water soluble drugs, and one of them is the development of the inclusion complex with cyclodextrin. Cyclodextrins (CD) are cyclic polysaccharides comprising 6–8 D‐glucose monomer linked at 1 and 4 carbon atom, often abbreviated as cone‐shaped structure with hydrophilic peripheral surface and central hydrophobic cavity . They are recognized as effective complexing agents, which have a capability to form inclusion complexes with diverse organic guest moieties which appropriate in its cavity …”

Section: Introductionmentioning

confidence: 99%

In Vitro Investigation of Controlled Release of Ciprofloxacin and Its β‐Cyclodextrin Inclusion Complex from Gelatin Grafted Poly(vinyl alcohol) (GPVA) Nanoparticles

2019

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Controlled drug delivery is one of the probable answers to different problems associated with conventional dosing regimens. Ciprofloxacin (CFX) is an antibiotic, signifying second generation fluoroquinolone which is active against wide‐ranges of microbes. Due to low solubility and bioavailability, it requires a controlled release device for its delivery. An attempt has been made in the present work to develop gelatin grafted poly (vinyl alcohol) (GPVA) hydrogel nanoparticle and study the release behaviour of CFX when incorporated as β‐cyclodextrin CFX inclusion complex and pure CFX. GPVA hydrogel nanoparticles were prepared using two‐step desolvation method and characterized using FTIR, DLS, SEM, and XRD. The in‐vitrorelease at different physiological pH 1.2, 6.8 and 7.4 showed a controlled release of drug from the system when gelatin is grafted with PVA and when an inclusion complex of the drug is introduced in the polymer system. The release kinetic followed zero order with non Fickian Super case II transport mechanism.

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Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

Harvey

2021

Mass Spectrometry Reviews

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This review is the tenth update of the original article published in 1999 on the application of matrix‐assisted laser desorption/ionization mass spectrometry (MALDI) mass spectrometry to the analysis of carbohydrates and glycoconjugates and brings coverage of the literature to the end of 2018. Also included are papers that describe methods appropriate to glycan and glycoprotein analysis by MALDI, such as sample preparation techniques, even though the ionization method is not MALDI. Topics covered in the first part of the review include general aspects such as theory of the MALDI process, new methods, matrices, derivatization, MALDI imaging, fragmentation and the use of arrays. The second part of the review is devoted to applications to various structural types such as oligo‐ and poly‐saccharides, glycoproteins, glycolipids, glycosides, and biopharmaceuticals. Most of the applications are presented in tabular form. The third part of the review covers medical and industrial applications of the technique, studies of enzyme reactions, and applications to chemical synthesis. The reported work shows increasing use of combined new techniques such as ion mobility and highlights the impact that MALDI imaging is having across a range of diciplines. MALDI is still an ideal technique for carbohydrate analysis and advancements in the technique and the range of applications continue steady progress.

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Solubility and bioavailability enhancement of ciprofloxacin by induced oval-shaped mono-6-deoxy-6-aminoethylamino-β-cyclodextrin

Cited by 33 publications

References 39 publications

Enhancement of Solubility and Bioavailability of Quercetin by Inclusion Complexation with the Cavity of Mono‐6‐deoxy‐6‐aminoethylamino‐β‐cyclodextrin

Enhancement of Solubility and Bioavailability of Quercetin by Inclusion Complexation with the Cavity of Mono‐6‐deoxy‐6‐aminoethylamino‐β‐cyclodextrin

In Vitro Investigation of Controlled Release of Ciprofloxacin and Its β‐Cyclodextrin Inclusion Complex from Gelatin Grafted Poly(vinyl alcohol) (GPVA) Nanoparticles

Analysis of carbohydrates and glycoconjugates by matrix‐assisted laser desorption/ionization mass spectrometry: An update for 2017–2018

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