The synthesis of a water-soluble derivative of rutin as an antiradical agent

Pedriali, Carla Aparecida; Fernandes, Adjaci Uchôa; Bernusso, Leandra de Cássia; Polakiewicz, Bronislaw

doi:10.1590/s0100-40422008000800039

Cited by 31 publications

(17 citation statements)

References 25 publications

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“…The oxidant 2 , 2 ’- azobis - (2-methylpropionamidine) dihydrochloride (AAPH) is able to generate free radicals such as hydroxyls during thermolysis reactions [17,18]. During generation of ROS, cells undergo cytotoxicity that can be detected as GSH depletion, apoptosis and lipid peroxidation.…”

Section: Methodsmentioning

confidence: 99%

Attenuation of oxidative stress in U937 cells by polyphenolic-rich bark fractions of Burkea africana and Syzygium cordatum

Cordier

Gulumian

Cromarty

et al. 2013

BMC Complement Altern Med

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BackgroundOxidative stress has been implicated in the progression of various diseases, which may result in the depletion of endogenous antioxidants. Exogenous supplementation with antioxidants could result in increased protection against oxidative stress. As concerns have been raised regarding synthetic antioxidant usage, the identification of alternative treatments is justified. The aim of the present study was to determine the antioxidant efficacy of Burkea africana and Syzygium cordatum bark extracts in an in vitro oxidative stress model.MethodsCytotoxicity of crude aqueous and methanolic extracts, as well as polyphenolic-rich fractions, was determined in C2C12 myoblasts, 3T3-L1 pre-adipocytes, normal human dermal fibroblasts and U937 macrophage-like cells using the neutral red uptake assay. Polyphenolic content was determined using the Folin-Ciocalteau and aluminium trichloride assays, and antioxidant activity using the Trolox Equivalence Antioxidant Capacity and DPPH assays. The extracts efficacy against oxidative stress in AAPH-exposed U937 cells was assessed with regards to reactive oxygen species generation, cytotoxicity, apoptosis, lipid peroxidation and reduced glutathione depletion.ResultsB. africana and S. cordatum showed enrichment of polyphenols from the aqueous extract, to methanolic extract, to polyphenolic-rich fractions. Antioxidant activity followed the same trend, which correlated well with the increased concentration of polyphenols, and was between two- to three-fold stronger than the Trolox antioxidant control. Both plants had superior activity compared to ascorbic acid in the DPPH assay. Polyphenolic-rich fractions were most toxic to the 3T3-L1 (IC50’s between 13 and 21 μg/ml) and C2C12 (IC50’s approximately 25 μg/ml) cell lines, but were not cytotoxic in the U937 and normal human dermal fibroblasts cultures. Free radical-induced generation of reactive oxygen species (up to 80%), cytotoxicity (up to 20%), lipid peroxidation (up to 200%) and apoptosis (up to 60%) was successfully reduced by crude extracts of B. africana and the polyphenolic-rich fractions of both plants. The crude extracts of S. cordatum were not as effective in reducing cytotoxic parameters.ConclusionAlthough oxidative stress was attenuated in U937 cells, cytotoxicity was observed in the 3T3-L1 and C2C12 cell lines. Further isolation and purification of polyphenolic-fractions could increase the potential use of these extracts as supplements by decreasing cytotoxicity and maintaining antioxidant quality.

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Section: Methodsmentioning

confidence: 99%

Attenuation of oxidative stress in U937 cells by polyphenolic-rich bark fractions of Burkea africana and Syzygium cordatum

Cordier

Gulumian

Cromarty

et al. 2013

BMC Complement Altern Med

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“…Rutin is a polar compound with high solubility in polar organic solvents like acetone and alcohols. Its solubility in water is, however, very disappointing with only about 0.13 g/L recorded in many studies [31,32]. Although extractability of solutes from crude mixtures is related to their solubility in a chosen solvent, the relationship between the two processes is not straightforward.…”

Section: Extractability and Quantification Of Rutin In Herbal Teasmentioning

confidence: 99%

Extractability of Rutin in Herbal Tea Preparations of Moringa stenopetala Leaves

Habtemariam¹,

Varghese²,

Chambers³

2015

Beverages

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The study examined the comparative rutin contents and antioxidant potentials of the two closely related Moringa species: the Ethiopian (Moringa stenopetala) and Indian Moringa (M. oleifera). It is demonstrated that M. stenopetala leaves extract was a far superior (more than five-fold better) antioxidant than M. oleifera. Rutin was the principal constituent of M. stenopetala leaves while the compound was not detected in the leaves of M. oleifera. Quantitative HPLC-based analysis of M. stenopetala leaves revealed the rutin level at a respectable 2.34% ± 0.02% (on dry weight basis), which is equivalent to many commercial natural sources of this highly sought-after bioactive compound. Comparative analysis of rutin in some common herbal tea preparations of M. stenopetala leaves revealed that it is readily extractible with the highest amount obtained (98.8% ± 2.4%) when the leaves (1 g) were boiled in water (200 mL). For a large-scale exploitation of rutin, a fast and economically-viable isolation approach using solid phase extraction followed by crystallization or flash chromatography is outlined. Overall, the Ethiopian Moringa is distinctively different from the Indian Moringa and could be exploited as an industrial source of rutin for nutritional and/or medical uses.

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“…Rutin là một flavonoid có trong nhiều các loại cây như cửu lý hương, hòe... Rutin có tác dụng chống oxy hóa, chống viêm, chống huyết khối, chống kết tập tiểu cầu, chống ung thư, bảo vệ gan, làm bền thành mạch, hạ huyết áp, giảm mỡ máu [3]. Tuy nhiên do độ tan thấp và kích thước phân tử lớn nên sinh khả dụng của rutin thấp [4]. Phytosome rutin là phức hợp giữa rutin và phospholipid có ưu điểm làm tăng sinh khả dụng đường uống và tăng tính thấm của dược chất qua da.…”

Section: đặT Vấn đề unclassified

Preparation of Rutin Phytosome Complex

Nguyen¹

2018

MPS

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Rutin is a flavonol glycoside, which has been reported to have antioxidant, anti-inflammatory, antithrombotic, antineoplastic, inhibit ultraviolet radiation-induced cutaneous oxidative stress and inflammation. The oral bioavailability of Rutin is very low. Phyto-phospholipid complex (phytosomes) is helpful in enhancing oral bioavailability and transdermal permeation of Rutin. Rutin phytosomes were prepared by using phosphatidylcholine (PC) and cholesterol by solvent evaporation and spray drying method. The physicochemical properties of phytosomes were evaluated using particle size analyses, polydispersity index, Zeta potential, encapsulation efficiency, furrier transformation infrared spectroscopy (FTIR), differential scanning calorimetry (DSC) and X-ray diffraction (XRD). Phytosomes with the rutin: PC: cholesterol molar ratios of 1:1:0.2 were prepared by spray drying showed the lowest particle size (266.4 nm), the highest encapsulation efficiency (95.61%). Results of the FT-IR, DSC and XRD studies confirmed the phyto-phospholipid complex formation.

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The synthesis of a water-soluble derivative of rutin as an antiradical agent

Cited by 31 publications

References 25 publications

Attenuation of oxidative stress in U937 cells by polyphenolic-rich bark fractions of Burkea africana and Syzygium cordatum

Attenuation of oxidative stress in U937 cells by polyphenolic-rich bark fractions of Burkea africana and Syzygium cordatum

Extractability of Rutin in Herbal Tea Preparations of Moringa stenopetala Leaves

Preparation of Rutin Phytosome Complex

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