Application of ã‐Cyclodextrin in Nanomedicinal Foods and Cosmetics

Uekaji, Yukiko; Jo, Ayako; Urano, Akihito; Terao, Keiji

doi:10.1002/9781118451915.ch10

Cited by 12 publications

(4 citation statements)

References 41 publications

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“…Based on the reports that the bioavailability of several lipophilic ingredients, such as coenzyme Q10, tocotrienol and curcumin, could be enhanced by their conjugation/complex with γCD, Terao and co-workers reported that such enhancement of bioavailability was due to increase in water solubility of the lipophilic ingredients by γCD in micelle solution 63 . Sodium taurocholate (Na TCA), a major component of bile acid, in small intestine was also shown to increase of water solubility of CAPE-γCD by similar mechanism 63 . Taken together, these data revealed that the instability of CAPE could be compensated by generation of its complex with γCD leading to its increased solubilization, protection and enhanced bioavailability.…”

Section: Discussionmentioning

confidence: 99%

Molecular Characterization and Enhancement of Anticancer Activity of Caffeic Acid Phenethyl Ester by γ Cyclodextrin

Wadhwa¹,

Nigam²,

Bhargava³

et al. 2016

J. Cancer

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Caffeic Acid Phenethyl Ester (CAPE) is a key component in New Zealand propolis, known for a variety of health promoting and therapeutic potentials. We investigated the molecular mechanism of anticancer and anti-metastasis activities of CAPE. cDNA array performed on the control and CAPE-treated breast cancer cells revealed activation of DNA damage signaling involving upregulation of GADD45α and p53 tumor suppressor proteins. Molecular docking analysis revealed that CAPE is capable of disrupting mortalin-p53 complexes. We provide experimental evidence and demonstrate that CAPE induced disruption of mortalin-p53 complexes led to nuclear translocation and activation of p53 resulting in growth arrest in cancer cells. Furthermore, CAPE-treated cells exhibited downregulation of mortalin and several other key regulators of cell migration accountable for its anti-metastasis activity. Of note, we found that whereas CAPE was unstable in the culture medium (as it gets degraded into caffeic acid by secreted esterases), its complex with gamma cyclodextrin (γCD) showed high efficacy in anti-tumor and anti-metastasis assays in vitro and in vivo (when administered through either intraperitoneal or oral route). The data proposes that CAPE-γCD complex is a potent anti-cancer and anti-metastasis reagent.

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Section: Discussionmentioning

confidence: 99%

Molecular Characterization and Enhancement of Anticancer Activity of Caffeic Acid Phenethyl Ester by γ Cyclodextrin

Wadhwa¹,

Nigam²,

Bhargava³

et al. 2016

J. Cancer

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“…β-Cyclodextrin (β-CD) is a macrocycle composed of seven glucopyranose units attached by α-1,4-linkages. It is able to include different guest molecules into its hydrophobic cavity, generating stable inclusion complexes, − but also pseudorotaxane and/or rotaxane structures. , …”

Section: Introductionmentioning

confidence: 99%

Low Toxicity β-Cyclodextrin-Caged 4,4′-Bipyridinium-bis(siloxane): Synthesis and Evaluation

Marangoci

Maier

Ardeleanu

et al. 2014

Chem. Res. Toxicol.

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The toxicity of viologens can be significantly reduced by including them in tight [2]rotaxane structures alongside β-cyclodextrin, thus turning them into candidates of pharmaceutical interest. Here, we report a synthesis pathway for a benign viologen, by capping a small β-cyclodextrin-caged molecule, the 4,4'-bipyridine, with minimal-length presynthesized axle-stopper segments of the propyl-3-pentamethyldisiloxane type. After 90 min from the oral administration to laboratory mice, the product concentration in the bloodstream reaches a value equivalent to 0.634% of the initial dose of 800 mg·kg(-1). As compared to the nude viologen having the same structure, which proved to be lethal in doses of 40 mg·kg(-1), the product induces reversible morphological changes in the liver, kidney, lung, and cerebellum, up to a dose of 400 mg·kg(-1), with higher dosages giving rise to a chronic slow evolution.

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“…Among them, γCD has the highest association constant with sodium taurocholate (Na TCA), which is an important emulsifier in the bile of mammals, and can form a water-soluble Na TCA/γCD complex and enhance the bioavailability of lipophilic ingredients. ( 15 ) In this study, we focused on γCD and used the αLA/γCD complex for in vivo experiments.…”

Section: Introductionmentioning

confidence: 99%

Antidiabetic effect of the α-lipoic acid γ-cyclodextrin complex

Naito

Ikuta

Nakata

et al. 2014

J. Clin. Biochem. Nutr.

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In recent years, the number of patients suffering from diabetes mellitus has been increasing worldwide. In particular, type 2 diabetes mellitus, a lifestyle-related disease, is recognized as a serious disease with various complications. Many types of pharmaceutics or specific health foods have been used for the management of diabetes mellitus. At the same time, the relationship between diabetes mellitus and α-lipoic acid has been recognized for many years. In this study, we found that the α-lipoic acid γ-cyclodextrin complex exhibited an HbA1c lowering effect for treating type 2 diabetes mellitus in animal models. Moreover, in this study, we investigated the activation of phosphorylation of AMP-activated protein kinase, which plays a role in cellular energy homeostasis, in the liver of KKAy mice by using α-lipoic acid and the α-lipoic acid γ-cyclodextrin complex. Our results show that the α-lipoic acid γ-cyclodextrin complex strongly induced the phosphorylation of AMP-activated protein kinase. Thus, we concluded that intake of the α-lipoic acid γ-cyclodextrin complex exerted an antidiabetic effect by suppressing the elevation of postprandial hyperglycemia as well as doing exercise.

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Application of ã‐Cyclodextrin in Nanomedicinal Foods and Cosmetics

Cited by 12 publications

References 41 publications

Molecular Characterization and Enhancement of Anticancer Activity of Caffeic Acid Phenethyl Ester by γ Cyclodextrin

Molecular Characterization and Enhancement of Anticancer Activity of Caffeic Acid Phenethyl Ester by γ Cyclodextrin

Low Toxicity β-Cyclodextrin-Caged 4,4′-Bipyridinium-bis(siloxane): Synthesis and Evaluation

Antidiabetic effect of the α-lipoic acid γ-cyclodextrin complex

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