Study of the Mode of Inclusion for 7-Hydroxyflavone in β-Cyclodextrin Complexes

Fumes, Bruno Henrique; Guzzo, Mariana R.; Machado, Antônio Eduardo da Hora; Okano, Laura Tiemi

doi:10.5935/0103-5053.20150292

Cited by 3 publications

(3 citation statements)

References 3 publications

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“…The chemical bond of β-CD has some flexibility at a certain extent and thus, it can act as a “host” molecule to accommodate different “guest”molecules in order to form a “host–guest” inclusion [11]. The “guest”molecules can be inorganic/organic compounds, organic/inorganic ions, benzene rings and non-polar hydrocarbon chains in the aliphatic compounds [12,13,14]. To date, β-CD inclusion complexes have a wide range of applications in medicine as the pharmaceutical carriers [15].…”

Section: Introductionmentioning

confidence: 99%

Preparation of β-Cyclodextrin Inclusion Complex and Its Application as an Intumescent Flame Retardant for Epoxy

Shan

Jiang

et al. 2019

Polymers

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A new P-N containing the flame retardant, which was namely N,N′-dibutyl-phosphate diamide (DBPDA), was synthesized and it was assembled into the cavity of β-cyclodextrin (β-CD) to form an inclusion complex (IC). The structure and properties of IC were characterized by Fourier transform infraredspectroscopy (FTIR), wide-angle X-ray diffraction (WAXD), 1H nuclear magnetic resonance (1H NMR), scanning electron microscopy with X-ray microanalysis (SEM-EDS), differential scanning calorimeter (DSC) and thermal gravimetric analysis (TGA). 1H NMR and SEM-EDS were also used to identify the molar ratio of β-CD/DBPDA in IC and the results from the analyses indicated that their molar ratio was 1:1. In order to test the flame retardant effect of IC, it was added to epoxy (EP). IC was proposed to be able to act as an intumescent flame retardant (IFR) system in EP through a combination of β-CD and DBPDA properties during the combustion process. β-CD is a biomass carbon source, which has the advantages of environmental protection and low cost. Furthermore, DBPDA is both a source of acid and gas. When IC was heated, IC had the advantage of acting as both a carbon source and foam forming agent, while the DBPDA component were able to directly generate phosphoric acid and NH3 in situ. The impact of IC in low additive amounts on flame retardancy of EP was studied by the cone calorimeter test. When only 3 wt % IC was incorporated, the peak values of heat release rate (pHRR) and smoke production rate (pSPR) of EP were reduced by 22.9% and 33.3% respectively, which suggested that IC could suppress the heat and smoke release efficiently.

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Section: Introductionmentioning

confidence: 99%

Preparation of β-Cyclodextrin Inclusion Complex and Its Application as an Intumescent Flame Retardant for Epoxy

Shan

Jiang

et al. 2019

Polymers

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“…36 A molecular structure of the 7-HF has an extensive electron conjugated pie system that interacts with various reactive oxygen intermediates, such as, superoxide anion, hydroxyl, and peroxyl radicals, (generated by the reserpine) efficiently quenches singlet oxygen. 37 The treatment of 7-HF may have protected the dopaminergic cells from degeneration in the SN of mice brain, consequence enhanced motor co-ordination, locomotion, decreased cataleptic, and chimney test scores. 7-HF significantly improved the behavioral activities, as compared to vehicle and standard treated groups.…”

Section: Discussionmentioning

confidence: 98%

Ligand and Structure-Based Hybrid Screening for Anti-Parkinson Agents and their Pharmacological Evaluation

Mishra

Sonar

Tripathi

et al. 2020

IJPER

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The behavioral and biochemical antiparkinson effect of 7-hydroxyflavone (7-HF) was evaluated by using virtual screening with an e-pharmacophore and shape-based screening approach, and the compound was screened by using the Sigma Aldrich compound library. Screened hits were filtered based on Lipinski’s rule, absorption, distribution,metabolism,elimination, (software for evaluation) (ADME), and toxicity parameters. The best scoring hit, 7-hydroxy 2 phenyl-4H-chromen-4-one, i.e., 7-HF was selected based on shape similarity (> 0.7), g-score, and conserved interactions. Toxicity assessment of retrieved hits was carried out by Osiris and Lazar programs. This study aims to obtain some potential hits, against various antiparkinson category from reported literature and available online resources, and validate their potency by in vivo, in vitro methods. Reserpine 5 mg/kg produces Parkinson’s like condition by depleting presynaptic catecholamines, particularly dopamine through the process of degranulation of storage vesicles. 7-HF 25, 50, and 100 mg/kg was used as a test compound. Syndopa 275 mg/kg was used as a standard drug. The results demonstrate that treatment with 7-HF improved the total locomotor activity and muscular coordination in the rotarod test. In the open field test, enhanced rearing, grooming duration of mobility, and gripping strength in the chimney test, while a decrease in cataleptic scores in the bar test. 7-HF significantly increases catalase, superoxide dismutase, and reduces glutathione level, while reduced the Malondialdehyde (MDA) level. The total protein concentration was also increased in 7-HF treated groups. The behavioral and biochemical results obtained from this study disclosed a definite neuroprotective role of 7-HF in a dose-dependent manner. It is also clear that 7-HF showed potent and effective antiparkinson activity in a similar way as standard. Interestingly, in behavioral and biochemical studies, 7-HF showed approximately equivalent effects as compared to syndopa.

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“…Trifluoperazine exhibits higher binding constants to these CDs at higher pH values (i.e., more basic = less positive) [191]. This trend is also observed in the binding of 7-hydroxyflavone in β-CD [197], and in the binding of quinine to α-CD, β-CD, and γ-CD [156].…”

Section: Adamantane Derivatives β-Cd Dm-β-cd Tm-β-cd Positive Negativementioning

confidence: 94%

Cyclodextrins: Structural, Chemical, and Physical Properties, and Applications

et al. 2021

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Due to their unique structural, physical and chemical properties, cyclodextrins and their derivatives have been of great interest to scientists and researchers in both academia and industry for over a century. Many of the industrial applications of cyclodextrins have arisen from their ability to encapsulate, either partially or fully, other molecules, especially organic compounds. Cyclodextrins are non-toxic oligopolymers of glucose that help to increase the solubility of organic compounds with poor aqueous solubility, can mask odors from foul-smelling compounds, and have been widely studied in the area of drug delivery. In this review, we explore the structural and chemical properties of cyclodextrins that give rise to this encapsulation (i.e., the formation of inclusion complexes) ability. This review is unique from others written on this subject because it provides powerful insights into factors that affect cyclodextrin encapsulation. It also examines these insights in great detail. Later, we provide an overview of some industrial applications of cyclodextrins, while emphasizing the role of encapsulation in these applications. We strongly believe that cyclodextrins will continue to garner interest from scientists for many years to come, and that novel applications of cyclodextrins have yet to be discovered.

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Study of the Mode of Inclusion for 7-Hydroxyflavone in β-Cyclodextrin Complexes

Cited by 3 publications

References 3 publications

Preparation of β-Cyclodextrin Inclusion Complex and Its Application as an Intumescent Flame Retardant for Epoxy

Preparation of β-Cyclodextrin Inclusion Complex and Its Application as an Intumescent Flame Retardant for Epoxy

Ligand and Structure-Based Hybrid Screening for Anti-Parkinson Agents and their Pharmacological Evaluation

Cyclodextrins: Structural, Chemical, and Physical Properties, and Applications

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