Anti-hyaluronidase Activity in Vitro and Amelioration of Mouse Experimental Dermatitis by Tomato Saponin, Esculeoside A

Zhou, Jian-Rong; Kanda, Yurina; Týčová, Anna; Manabe, Hideyuki; Nohara, Toshihiro; Yokomizo, Kazumi

doi:10.1021/acs.jafc.5b05320

Cited by 21 publications

(19 citation statements)

References 17 publications

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“…The methods described by Ndlovu et al [ 39 ] and Zhou et al [ 42 ] were applied for the hyaluronidase inhibition assay. Into 2 mL test tubes was placed: 50 μL of calcium chloride (12.5 mM), 50 μL of test samples or sodium aurothiomalate diluted in 0.1 M acetate buffer; pH 3.5 (with concentrations ranging between 9.4 and 150 μM), and 25 μL hyaluronidase (0.5 mg/mL).…”

Section: Methodsmentioning

confidence: 99%

Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

et al. 2020

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Antioxidants have long been used in the cosmetic industry to prevent skin photoaging, which is mediated by oxidative stress, making the search for new antioxidant compounds highly desirable in this field. Naturally occurring xanthones are polyphenolic compounds that can be found in microorganisms, fungi, lichens, and some higher plants. This class of polyphenols has a privileged scaffold that grants them several biological activities. We have previously identified simple oxygenated xanthones as promising antioxidants and disclosed as hit, 1,2-dihydroxyxanthone (1). Herein, we synthesized and studied the potential of xanthones with different polyoxygenated patterns as skin antiphotoaging ingredients. In the DPPH antioxidant assay, two newly synthesized derivatives showed IC50 values in the same range as ascorbic acid. The synthesized xanthones were discovered to be excellent tyrosinase inhibitors and weak to moderate collagenase and elastase inhibitors but no activity was revealed against hyaluronidase. Their metal-chelating effect (FeCl3 and CuCl2) as well as their stability at different pH values were characterized to understand their potential to be used as future cosmetic active agents. Among the synthesized polyoxygenated xanthones, 1,2-dihydroxyxanthone (1) was reinforced as the most promising, exhibiting a dual ability to protect the skin against UV damage by combining antioxidant/metal-chelating properties with UV-filter capacity and revealed to be more stable in the pH range that is close to the pH of the skin. Lastly, the phototoxicity of 1,2-dihydroxyxanthone (1) was evaluated in a human keratinocyte cell line and no phototoxicity was observed in the concentration range tested.

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Section: Methodsmentioning

confidence: 99%

Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

et al. 2020

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“…Additionally, it was found that the intake of tomatine in mice led to a reduction in serum cholesterol, LDL cholesterol levels and ameliorated the severity of atherosclerotic lesions [53]. Similarly, esculeoside A also showed the ability to ameliorate hyperlipidemia and aterosclerosis [58] and block hyaluronidase activity and ameliorate the symptomatology of atopic dermatitis [59].…”

Section: Glycoalkaloidsmentioning

confidence: 99%

Tomato as Potential Source of Natural Additives for Meat Industry. A Review

et al. 2020

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Tomato industry produces huge amounts of by-products that represent an environmental and economic problem. However, these by-products contain multiple bioactive compounds, which would make them a renewable source for obtaining natural antioxidants and colourants (carotenoids). This is in line with the preferences of the current consumer who demands more natural and healthy products. However, the lipophilic character of carotenoids means that their extraction must be carried out using toxic organic solvents. To overcome environmental and health problems of organic solvents, the application of supercritical fluid extraction (SFE) for the extraction of lipophilic compounds such as lycopene was used successfully, achieving yields similar to those obtained with conventional techniques. Nonetheless, the extraction conditions must be carefully selected, to obtain high yields and at the same time maintain a high antioxidant capacity. On the other hand, the use of tomato and tomato extracts as natural additives in meat products are reduced in comparison with other natural antioxidant/colourant extracts. However, different researches conclude that the use of tomato improved nutritional quality, reduced lipid oxidation and increased stability during the shelf-life period of meat products, while retaining or increasing sensory properties and overall acceptability, which converts tomato by-products into a promising source of natural additives.

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“…Competitive inhibition of hyaluronidase by esculeoside A Natural Product Communications Vol. 13 (11) 2018 1463…”

Section: Bmentioning

confidence: 99%

“…Esculeoside A is identified as a major component in ripe tomatoes [10], at 4-fold the content of lycopene, the main tomato carotenoid. We have previously reported [11] the ameliorating effects of esculeoside A on 2, 4-dinitrochlorobenzene (DNCB)-induced dermatitis of mice. We also found that esculeoside A potently inhibited hyaluronidase activity in vitro, but the analysis of inhibition mode is still lacking.…”

mentioning

confidence: 99%

“…These unique features of the molecule govern its biological activities. Our previous study suggested that the inhibition of esculeogenin A on hyaluronidase activity was stronger than that of esculeoside A in vitro [11]. Tomato fruit are eaten by the diet, and dermal hyaluronidase expression and activity are not altered by topical treatment with glucocorticoids [17], thus, it should be important to analyze detailed mechanism on the inhibition of hyaluronidase activity by esculeoside A not by its aglycon, esculeogenin A.…”

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confidence: 99%

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Competitive Inhibition of Mammalian Hyaluronidase by Tomato Saponin, Esculeoside A

Zhou

Kimura

Nohara

et al. 2018

Natural Product Communications

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Esculeoside A, a glycoside of spirosolane-type, is identified as a major component in ripe tomato fruits. Our previous study showed that esculeoside A inhibited hyaluronidase activity in vitro and ameliorated experimental dermatitis in vivo. The aim of this present study is to investigate the inhibition mode on mammalian hyaluronidase by esculeoside A. Measured by a modified Morgan-Elson method, the present kinetic analysis of the hydrolysis reaction using hyaluronic acid revealed that no significant difference was observed in velocity maximum V max , and Michaelis-Menten constant K m was shown as 0.74 mM in the absence of esculeoside A, was increased as 1.32 and 1.98 mM with 3 and 30 μM of esculeoside A, respectively. Thus suggested that the inhibition mode on hyaluronidase by esculeoside A was competitive. This competitive inhibition on hyaluronidase activity may become valuable in the amelioration of mice experimental dermatitis by esculeoside A.

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Anti-hyaluronidase Activity in Vitro and Amelioration of Mouse Experimental Dermatitis by Tomato Saponin, Esculeoside A

Cited by 21 publications

References 17 publications

Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

Efficacy, Stability, and Safety Evaluation of New Polyphenolic Xanthones Towards Identification of Bioactive Compounds to Fight Skin Photoaging

Tomato as Potential Source of Natural Additives for Meat Industry. A Review

Competitive Inhibition of Mammalian Hyaluronidase by Tomato Saponin, Esculeoside A

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