Enhancing the water-solubility of curcuminoids-rich extract using a ternary inclusion complex system: Preparation, characterization, and anti-cancer activity

Lateh, Likit; Kaewnopparat, Nattha; Yuenyongsawad, Supreeya; Panichayupakaranant, Pharkphoom

doi:10.1016/j.foodchem.2021.130827

Cited by 20 publications

(18 citation statements)

References 30 publications

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“…FTIR is a very suitable and efficient tool which can determine the formation of inclusion complexes by measuring the shape, position, and intensity of characteristic peaks [ 22 , 23 ]. FTIR spectra of β -CD (a), SA/ β -CD (b), and SA (c) are presented in Figure 3 from 400 to 4000 cm −1 .…”

Section: Resultsmentioning

confidence: 99%

Enhanced Antioxidant Activity of Fresh Fruits through Salicylic Acid/β-CD Hydroalcoholic Gels

Yang

Guan

2022

Gels

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Oxidation is an important cause of fruit spoilage, and therefore improving the antioxidant capacity of fresh fruits is beneficial to their preservation. Herein, fresh-cut bananas were used as a type of fresh fruit and soaked in 75% hydroalcoholic gels containing salicylic acid (SA) or SA/β-CD inclusion complex (SA/β-CD). After treatment, they were placed in an atmosphere at 85% relative humidity at 20 °C for 12 days. A significant reduction in spoilage in bananas treated with the hydroalcoholic gels in the presence of SA/β-CD was observed, compared with those treated with gels in the presence or absence of SA. The free-radical-scavenging performances of SA and its complex were investigated using the DPPH (1,1-diphenyl-2-picryl-hydrazil) method. Based on the results, the significant increase in antioxidant activity was attributed to the fact that the inclusion complex could break the intramolecular hydrogen bonding of SA, thus efficiently eliminating ROS in the fruits. The formation of the inclusion complex was confirmed by experiments and theoretical calculations. Our findings indicate that treatment with SA/β-CD can provide an efficient method of maintaining postharvest quality and extending the shelf life of bananas.

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Section: Resultsmentioning

confidence: 99%

Enhanced Antioxidant Activity of Fresh Fruits through Salicylic Acid/β-CD Hydroalcoholic Gels

Yang

Guan

2022

Gels

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“…A DPPH analyses of the aqueous solutions of the free curcuminoids showed a considerably higher IC 50 for both samples; hence, much lower antioxidant activity, which is associated with their low solubility in water. Results showed an opposite trend of antioxidant activity in these aqueous samples, with BDM (R 2 = 0.9947) yielding the lowest IC50, indicating an antioxidant activity 35% higher than the antioxidant activity of DMC (R 2 = 0.9932) in water, which is in alignment with BDM relative higher aqueous solubility in respect to DMC [ 77 ].…”

Section: Resultsmentioning

confidence: 99%

Design of Hybrid Polymeric-Lipid Nanoparticles Using Curcumin as a Model: Preparation, Characterization, and In Vitro Evaluation of Demethoxycurcumin and Bisdemethoxycurcumin-Loaded Nanoparticles

et al. 2021

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Polymeric lipid hybrid nanoparticles (PLHNs) are the new generation of drug delivery systems that has emerged as a combination of a polymeric core and lipid shell. We designed and optimized a simple method for the preparation of Pluronic F-127-based PLHNs able to load separately demethoxycurcumin (DMC) and bisdemethoycurcumin (BDM). CUR was used as a model compound due to its greater availability from turmeric and its structure similarity with DMC and BDM. The developed method produced DMC and BDM-loaded PLHNs with a size average of 75.55 ± 0.51 and 15.13 ± 0.014 nm for DMC and BDM, respectively. An FT-IR analysis confirmed the encapsulation and TEM images showed their spherical shape. Both formulations achieved an encapsulation efficiency ≥ 92% and an exhibited significantly increased release from the PLHN compared with free compounds in water. The antioxidant activity was enhanced as well, in agreement with the improvement in water dissolution; obtaining IC50 values of 12.74 ± 0.09 and 16.03 ± 0.55 for DMC and BDM-loaded PLHNs, respectively, while free curcuminoids exhibited considerably lower antioxidant values in an aqueous solution. Hence, the optimized PHLN synthesis method using CUR as a model and then successfully applied to obtain DMC and BDM-loaded PLHNs can be extended to curcuminoids and molecules with a similar backbone structure to improve their bioactivities.

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“…After centrifuging for 10 minutes at 2000 rpm, clear supernatant evaporated under reduced pressure at 60 °C by a rotary evaporator. Finally, complex as solid phase was collected and stocked in a sealed container under an argon atmosphere [20] …”

Section: Methodsmentioning

confidence: 99%

“…Finally, complex as solid phase was collected and stocked in a sealed container under an argon atmosphere. [20] In order to prepare the complex using the co-evaporation technique, HPβCD was dissolved in different amount of water and ibuprofen in ethanol/methanol (Table 1). Then, the water…”

Section: Preparation Of Ibuprofen/ Hpβcd Complexmentioning

confidence: 99%

Synthesis, Optimization, and Evaluation of the Inclusion Complex of Ibuprofen‐Hydroxypropyl‐beta‐cyclodextrin: An in Vitro and in Silico Study“

et al. 2023

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Ibuprofen is a widely-used non-steroidal anti-inflammatory drug, which belongs to class II of Biopharmaceutics classification system with low aqueous solubility and dissolution rate and bioavailability problems. This study was conducted to synthesis, optimization, and evaluation of the inclusion complex of ibuprofen-hydroxypropyl-beta-cyclodextrin to overcome the challenges. Complex of ibuprofen and hydroxypropyl-beta-cyclodextrin (HPβCD) was prepared by co-evaporation method in different ratios of solvents (methanol, ethanol, and distilled water were used as solvent systems). In order to find out the optimum solvent ratio, molecular dynamics simulations were performed by NAMD 2.9 software. Differential scanning calorimetry was applied to assess the complexes crystallinity and thermal behaviors. Also, Fourier transform infrared was used to monitor structural changes. Furthermore, the solubility and dissolution profiles of complexes were evaluated and compared. Complexation with HPβCD was able to reduce crystallinity and improve the thermal stability, water solubility, and dissolution profile of all synthesized complexes. HPβCD complexation using ethanol and water solvents in the ratio of 9 : 1 and 3 : 1, increased the aqueous solubility of ibuprofen by 1155 % and 874 %, respectively that was considered as the optimum approach. The results indicated that complexation with HPβCD may be of potential use for improving the ibuprofen dissolution rate and bioavailability.

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Enhancing the water-solubility of curcuminoids-rich extract using a ternary inclusion complex system: Preparation, characterization, and anti-cancer activity

Cited by 20 publications

References 30 publications

Enhanced Antioxidant Activity of Fresh Fruits through Salicylic Acid/β-CD Hydroalcoholic Gels

Enhanced Antioxidant Activity of Fresh Fruits through Salicylic Acid/β-CD Hydroalcoholic Gels

Design of Hybrid Polymeric-Lipid Nanoparticles Using Curcumin as a Model: Preparation, Characterization, and In Vitro Evaluation of Demethoxycurcumin and Bisdemethoxycurcumin-Loaded Nanoparticles

Synthesis, Optimization, and Evaluation of the Inclusion Complex of Ibuprofen‐Hydroxypropyl‐beta‐cyclodextrin: An in Vitro and in Silico Study“

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