Slow release of ciprofloxacin from β- cyclodextrin containing drug delivery system through network formation and supramolecular interactions

Singh, Baljit; Dhiman, Abhishek; Rajneesh, -; Kumar, Ajay

doi:10.1016/j.ijbiomac.2016.07.060

Cited by 35 publications

(17 citation statements)

References 55 publications

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“…The anticancer drug delivery system was limited to develop using NADES with a combination of another polymer [16,[24][25][26][27]. In this present study, the feasibility of the formation of HEMA polymerization of the biodegradable system was demonstrated with a new combination of natural deep eutectic solvents.…”

Section: Introductionmentioning

confidence: 79%

Synthesis of bio-degradable poly(2-hydroxyethyl methacrylate) using natural deep eutectic solvents for sustainable cancer drug delivery

Pradeepkumar

Subbiah²,

Rajan

2019

SN Appl. Sci.

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The primary metabolites frequently used for various applications including medicinal applications. Currently, natural deep eutectic solvents (NADESs) is prepared through primary metabolites and it is a good solvent with better biocompatibility, biodegradability, and non-toxic nature. In the current study, NADES was designed and used for the polymerization to drug carrier synthesis. The maximum quantity of poly(HEMA) was obtained by the stoichiometric ratios of choline chloride and xylitol (1:1) of NADES. The NADES-poly(HEMA) was attempted as a carrier with loaded 5-fluorouracil (5-FU). The NADES formation and PHEMA were characterized by proton nuclear magnetic resonance (1 H NMR), Fourier-transform infrared spectroscopy. The phase purity of synthesised NADES-poly(HEMA) and 5-FU loaded NADES-poly(HEMA) carrier was investigated by X-ray diffraction. Furthermore, the scanning electron microscope exhibited as-synthesised NADESpoly(HEMA) and 5-FU loaded NADES-poly(HEMA) was smooth with interconnected porous morphology. The encapsulation efficiency of the carrier was obtained 77 ± 1% and in vitro of 5-FU release from NADES-poly(HEMA) carrier was achieved in various physiological environment. Biodegradability of NADES-poly(HEMA) carrier was determined in the presence of esterase enzyme. The enhanced cytotoxicity of 5-FU-loaded NADES-poly(HEMA) was investigated against HeLa cancer cell line. Thus, the newly developed 5-FU loaded NADES-poly(HEMA) carrier is suitable for cancer treatment over a prolonged period of drug release.

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Section: Introductionmentioning

confidence: 79%

Synthesis of bio-degradable poly(2-hydroxyethyl methacrylate) using natural deep eutectic solvents for sustainable cancer drug delivery

Pradeepkumar

Subbiah²,

Rajan

2019

SN Appl. Sci.

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“…[ 24 ] Overall, the recorded spectrum is indicative of ciprofloxacin in gelatin/PGS textile which other researchers reported the same conclusion. [ 24 30 ]…”

Section: Discussionmentioning

confidence: 99%

Electrospun Gelatin/poly(Glycerol Sebacate) Membrane with Controlled Release of Antibiotics for Wound Dressing

2017

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Background:The most important risk that threatens the skin wounds is infections. Therefore, fabrication of a membrane as a wound dressing with the ability of antibiotic delivery in a proper delivery rate is especially important.Materials and Methods:Poly(glycerol sebacate) (PGS) was prepared from sebacic acid and glycerol with 1:1 ratio; then, it was added to gelatin in the 1:3 ratio and was dissolved in 80% (v/v) acetic acid, and finally, ciprofloxacin was added in 10% (w/v) of polymer solution. The gelatin/PGS membrane was fabricated using an electrospinning method. The membrane was cross-linked using ethyl-3-(3-dimethylaminopropyl) carbodiimide ethyl-3-(3-dimethylaminopropyl)carbodiim (EDC) and N-hydroxysuccinimide (NHS) in different time periods to achieve a proper drug release rate. Fourier-transform infrared (FTIR) spectroscopy was being used to manifest the peaks of polymers and drug in the membrane. Scanning electron microscopy (SEM) was used to evaluate the morphology, fibers diameter, pore size, and porosity before and after crosslinking process. Ultraviolet (UV)-visible spectrophotometry was used to show the ciprofloxacin release from the cross-linked membrane.Results:FTIR analysis showed the characteristic peaks of gelatin, PGS, and ciprofloxacin without any added peaks after the crosslinking process. SEM images revealed that nanofibers’ size increased during the crosslinking process and porosity was higher than 80% before and after crosslinking process. UV-visible spectrophotometry showed the proper rate of ciprofloxacin release occurred from cross-linked membrane that remaining in EDC/NHS ethanol solution for 120 min.Conclusion:The obtained results suggest that this recently developed gelatin/PGS membrane with controlled release of ciprofloxacin could be a promising biodegradable membrane for wound dressing.

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“…Furthermore, they can be applied to reduce the effects of bitter or irritant tasting and bad smelling drugs [3,48,61,62]. Cyclodextrins have been used for controlled release of drugs such as ciprofloxacin [63], triclosan [64], vancomycin and chlorhexidine digluconate [65]. The low water soluble anticancer drug candidates, Pt(IV)-bis(benzoato), was also encapsulated in β-cyclodextrin to enhance water solubility [66].…”

Section: Application In Pharmaceuticalsmentioning

confidence: 99%

Inclusion complex formation of cyclodextrin with its guest and their applications

Cheirsilp¹,

Rakmai²

2017

Biol Eng Med

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Cyclodextrin (CD) are cyclic oligosaccharides consisting of glucopyranosyl units linked by α-(1,4) bonds. The widely used natural cyclodextrins are α-, β-and γ-cyclodextrin consisting of 6, 7 and 8 glucopyranose units, respectively. The cyclodextrin molecules have a unique structure with a hydrophobic cavity and a hydrophilic surface which can form inclusion complex with a wide variety of guests. The use of cyclodextrins and their derivatives for the encapsulation of bioactive compounds can protect the compounds from environmental conditions and improve the aqueous solubility for increasing their capacity to functionalize the products. In some cases, there is a need to enhance water solubility of β-cyclodextrin by adding the hydroxyalkyl groups on the β-cyclodextrin surface. This review aimed to summarize the method for inclusion complex formation of cyclodextrin with its guests and its applications. Table 1. The cyclodextrin molecules have a unique structure with a hydrophobic cavity and a hydrophilic surface in which a guest molecule can be entrapped. Cyclodextrin can form inclusion complex with a wide variety of solid, liquid and gaseous compounds. Complex formation is a dimensional, geometrically limited fit, between cyclodextrin cavity and the guest molecule [2].Generally, hydrophobic molecules have greater affinity for the cyclodextrin cavity when they are in water solution. Moreover, the encapsulation changes the physical and chemical properties of the guests, such as solubility and stability. Therefore, cyclodextrins are suitable for application in food and flavors, pharmaceutical products, cosmetic, agriculture and chemical industries. Cyclodextrins can link specifically to other cyclodextrins (covalent or noncovalent). Because of this property, cyclodextrins can be used as building blocks for the construction of supramolecular complexes. Building blocks which cannot be prepared by common methods can be applied, such as separation of complex mixtures of molecules and enantiomers [3]. Cyclodextrins are produced by reacting gelatinized starch with the enzyme cyclodextrin glucosyltransferase (CGTase) as a result of intramolecular transglycosylation reaction from degradation of starch. Inclusion complex formationCyclodextrins have an internal non-polar hole and hydroxyl groups placed on the surface, the inclusion of hydrophobic compounds takes place mainly by hydrophobic interactions between guest molecules and the walls of cyclodextrin cavity [5]. However, other forces, such as van der Walls and dipole-dipole interactions, may be involved in the binding of the guest. Despite the number of factors and different forces involved in the complexation with cyclodextrins, the production of complexes is a rather simple process. There are several methods to obtain cyclodextrin-guest complexes depending on the properties of the guest and the nature of the chosen cyclodextrin. Kneading methodKneading technique is suitable for poorly water-soluble guests, because the guest is dissolved slowly during the forma...

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Slow release of ciprofloxacin from β- cyclodextrin containing drug delivery system through network formation and supramolecular interactions

Cited by 35 publications

References 55 publications

Synthesis of bio-degradable poly(2-hydroxyethyl methacrylate) using natural deep eutectic solvents for sustainable cancer drug delivery

Synthesis of bio-degradable poly(2-hydroxyethyl methacrylate) using natural deep eutectic solvents for sustainable cancer drug delivery

Electrospun Gelatin/poly(Glycerol Sebacate) Membrane with Controlled Release of Antibiotics for Wound Dressing

Inclusion complex formation of cyclodextrin with its guest and their applications

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