Synthesis and controlled curcumin supramolecular complex release from pH-sensitive modified gum-arabic-based hydrogels

Gerola, Adriana P.; Silva, Danielle C.; Jesus, Sandra; Carvalho, Rui A.; Rubira, Adley F.; Muniz, Edvani C.; Borges, Olga; Valente, Artur J.M.

doi:10.1039/c5ra14331d

Cited by 35 publications

(12 citation statements)

References 58 publications

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“…For the determination of the stoichiometric ratio and association constant of inclusion, the modified Benesi–Hildebrand method was used . The mixed solutions of curcumin and β‐CD with different concentrations were prepared.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and controlled release of curcumin‐β‐cyclodextrin inclusion complex from nanocomposite poly(N‐isopropylacrylamide/sodium alginate) hydrogels

Kasapoglu‐Calik

Özdemir

2019

J of Applied Polymer Sci

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Inclusion complex of curcumin with β-cyclodextrin (Cur-β-CD) was prepared using coprecipitation method. Stoichiometric ratio between curcumin and β-cyclodextrin was found to be 1:2 with an association constant of 3.80 × 10 8 M −2 using Benesi-Hildebrand method. Inclusion complex formation was confirmed by FTIR and DSC analyses. Water solubility of curcumin increased from 0.00122 to 0.721 mg mL −1 with the inclusion complex formation. Release of the inclusion complex from the nanocomposite and conventional poly(N-isopropylacrylamide/sodium alginate hydrogels crosslinked by nanoclay and N,N 0 -methylenebis(acrylamide) (BIS), respectively, were investigated in simulated gastrointestinal conditions. Swelling ratio and cumulative release were dependent on the hydrogel composition and pH. At pH = 1.2, hydrogels showed the lowest release ratio, but at pH = 6.8 highest swelling ratios were attained. The swelling ratio and cumulative release decreased with increasing the nanoclay content in nanocomposite hydrogels. On the contrary, as the ratio of BIS in the conventional hydrogels increased, the swelling ratio and cumulative release increased.

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Section: Methodsmentioning

confidence: 99%

Synthesis and controlled release of curcumin‐β‐cyclodextrin inclusion complex from nanocomposite poly(N‐isopropylacrylamide/sodium alginate) hydrogels

Kasapoglu‐Calik

Özdemir

2019

J of Applied Polymer Sci

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“…The amount of released CUR was measured by the method described by Gerola et al (28). The released medium was mixed with an equal volume of tetrahydrofuran (50% v/v) and the absorbance was measured by a UV spectrophotometer at 425 nm.…”

Section: Preparation Of Single-or Dual-drug Delivery Systemsmentioning

confidence: 99%

“…The entrapment efficiency of CUR was 92.0% (data not shown). Gerola et al (28) have described that the CD-CUR inclusion complex exhibited the highest binding constant when the molar ratio of β-CD to CUR was 2:1 according to the steric factors of forming inclusion, since the aromatic ring of CUR was suitable to enter into the inner cavity of β-CD.…”

Section: Characterization Of the Cd-cur Inclusion Complexmentioning

confidence: 99%

Doxorubicin and CD‑CUR inclusion complex co‑loaded in thermosensitive hydrogel PLGA‑PEG‑PLGA localized administration for osteosarcoma

Yang

Liu

2020

Int J Oncol

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Combination therapy is a promising and prevalent strategy for osteosarcoma treatment. Curcumin (CUR), as a chemosensitizer, improves the antitumor effect of first-line chemotherapy drugs. However, due to its poor solubility and instability in physiological conditions, the bioavailability of CUR is limited. In order to improve the physicochemical properties of natural CUR, β-cyclodextrin was adopted to generate a β-cyclodextrin curcumin (CD-CUR) inclusion complex. A thermosensitive hydrogel, poly(D,L-lactide-co-glycolide)poly(ethylene-glycol)-poly(D,L-lactide-co-glycolide), was selected and synthesized to co-deliver doxorubicin (DOX) and CD-CUR to tumor sites. The dual-drug delivery system (gel+DOX+CD-CUR) was prepared by mixing drugs with hydrogels and had a perfect sol-gel phase transition temperature (18.3˚C for 20% concentration). Both DOX and CUR were released from hydrogels in a sustained manner in PBS (pH 7.4) medium. The combination therapy based on DOX+CD-CUR exhibited higher antitumor activity than monotherapies in vitro. Combined CD-CUR therapy significantly downregulated Bcl-2 expression and upregulated caspase-3 expression, suggesting that DOX combined with CD-CUR treatment has a higher apoptosis-inducing efficiency. The antitumor efficiency of the gel+DOX+CD-CUR strategy was evaluated in K-7 tumor-bearing mice, and this localized combination therapy demonstrated a higher antitumor efficiency compared with free DOX+CD-CUR or single-drug strategies. There were no significant differences in body weight and histological changes of major organs in each group. Therefore, the present combination treatment based on hydrogel may be a feasible approach to co-deliver DOX and CD-CUR to osteosarcoma tumor sites in clinical practice.

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“…prepared GA‐based hydrogels by redox cross‐linked polymerization for controlled release of N ‐(7‐chloroquinolin‐4‐yl) propane‐1,3‐diamine and curcumin . In a report by Gerola et al ., hydrogel containing curcumin/alpha‐cyclodextrin complex were prepared from chemically modified GA for controlled release of curcumin …”

Section: Introductionmentioning

confidence: 99%

Sustained release of potassium diclofenac from a pH‐responsive hydrogel based on gum arabic conjugates into simulated intestinal fluid

Reis

Moia

Sitta

et al. 2015

J of Applied Polymer Sci

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This work describes the preparation, the swelling properties and the potassium diclofenac (KDF) release profile of hydrogels of gum arabic (GA), N′,N′‐dimethylacrylamide, and methacrylic acid. In order to convert GA into a hydrogel, the polysaccharide was vinyl‐modified with glycidyl methacrylate. The hydrogels showed pH‐responsive swelling changes, which were more expressive in the basic environment. Release data of KDF were adjusted to a diffusion‐based kinetic model that provides an important insight on affinity of the drug for hydrogel and solvent, which may be the leading parameter for release of guest molecules from polymers. The KDF release from the hydrogels into simulated intestinal fluid decreases when the amount of modified GA increases. This was demonstrated to be due to the higher affinity of KDF for GA‐richer hydrogel, which makes the anti‐inflammatory release less favorable. The analysis of released drug half‐time (t1/2 = 16.10 and 21.51 h) indicated sustained release characteristics. © 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2016, 133, 43319.

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Synthesis and controlled curcumin supramolecular complex release from pH-sensitive modified gum-arabic-based hydrogels

Abstract: Delivery of a curcumin supramolecular complex from pH-responsive gum arabic-based hydrogels.

Cited by 35 publications

References 58 publications

Synthesis and controlled release of curcumin‐β‐cyclodextrin inclusion complex from nanocomposite poly(N‐isopropylacrylamide/sodium alginate) hydrogels

Synthesis and controlled release of curcumin‐β‐cyclodextrin inclusion complex from nanocomposite poly(N‐isopropylacrylamide/sodium alginate) hydrogels

Doxorubicin and CD‑CUR inclusion complex co‑loaded in thermosensitive hydrogel PLGA‑PEG‑PLGA localized administration for osteosarcoma

Sustained release of potassium diclofenac from a pH‐responsive hydrogel based on gum arabic conjugates into simulated intestinal fluid

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