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Chinese Journal of Natural Medicines · 2014 · IF 0

A new flavonol C-glycoside and a rare bioactive lignanamide from Piper wallichii Miq. Hand.-Mazz

Pei-Pei WANG,Guo-Wei ZHAO,Wen XIA,En-Ji HAN,Lan XIANG

This study was conducted to investigate the chemical constituents of Piper wallichii (Miq.) Hand.-Mazz. and evaluate their biological activity. Compounds were isolated by various column chromatographic methods, and their structures were elucidated on the basis of physical characteristics and spectral data. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity and acetylcholinesterase (AChE)-inhibitory activity of the compounds were evaluated. Five compounds were obtained and identified as 8- C -β-D-glucopyranosylkaempferol-3- O -β-D-glucopyranoside ( 1 ), 1, 2-dihydro-6,8-dimethoxy-7-hydroxy-1-(3, 5-dimethoxy-4-hydroxyphenyl)- N 1 , N 2 -bis-[2-(4-hydroxyphenyl)ethyl]-2, 3-naphthalene dicarboxamide ( 2 ), goniothalactam ( 3 ), aristololactam A IIIa ( 4 ) and piperlonguminine ( 5 ). Compound 1 was a new flavonol C -glycoside, 2 was a rare lignanamide, which was isolated from the family Piperaceae for the first time, and compound 3 was isolated from this plant for the first time. Among them, 2 showed potent DPPH-scavenging activity, with IC 50 of 31.38 ± 0.97 μmol·L −1 ; Compounds 2 , 3 , and 4 showed AChE inhibitory activity at 100 μmol·L −1 , with inhibition rates of 28.57% ± 1.47%, 18.48% ± 2.41% and 17.4% ± 3.03%, respectively.

CAS / MDL: 1953-04-4
研究领域: 植物化学 · 药理学
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CARBOHYDRATE POLYMERS · 2020 · IF 7.182

Preparation, characterization and antioxidant activity of protocatechuic acid grafted carboxymethyl chitosan and its hydrogel

Chao Xu,Shui Guan,Jianqiang Xu,Weitao Gong,Tianqing Liu,Xuehu Ma,Changkai Sun

In this study, protocatechuic acid (PCA) was grafted onto carboxymethyl chitosan (CMCS) via EDC/NHS to improve the antioxidant effect. The grafting ratio of PCA-g-CMCS conjugates could be controlled by adjusting the pH value and feed ratio of raw materials. The conjugates exhibited similar pH sensitivity to CMCS and showed dramatic enhancements of DPPH and ABTS radicals scavenging activities, total antioxidant capacity, reducing power, and Fe 2+ -chelating activity. Three-dimensional porous PCA-g-CMCS hydrogel was prepared by lyophilization and secondary cross-linking. The shaped hydrogel preserved its antioxidant activity, and the sustained release of PCA-containing degraded fragment from biodegradable hydrogel could be achieved with the aid of lysozyme in vitro (15 days). PCA-g-CMCS hydrogel also showed excellent biocompatibility and protective effect on H 2 O 2 -induced oxidative damage in SH-SY5Y cells. These results suggested that PCA-g-CMCS conjugates and its hydrogel would appear to be a promising oxidation-resistant material for applications such as drug release and tissue engineering.

研究领域: 材料科学 · 药学 · 生物技术 · 生物材料
✓ 已验证 产品关联 DOI PubMed 高影响因子
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Phytochemistry Letters · 2014 · IF 1.542

3-Formyl-2-arylbenzofurans from the aerial parts of Itea ilicifolia

Guoyong Luo,Min Zhou,Yan Liu,Qi Ye,Jian Gu,Tianfang Huang,Guolin Zhang,Yinggang Luo

Two new 3-formyl-2-arylbenzofurans, iteafuranals A and B, were isolated from the 95% EtOH extract of the aerial parts of Itea ilicifolia . Their structures were elucidated as ( E )-2-(3,4-dihydroxyphenyl)-3-formyl-4-hydroxy-5-(prop-1-en-1-yl)benzofuran ( 1 , iteafuranal A) and ( E )-2-(3-hydroxy-4-methoxyphenyl)-3-formyl-4-hydroxy-5-(prop-1-en-1-yl)benzofuran ( 2 , iteafuranal B) by comprehensive analyses of spectroscopic data including 1- and 2-D NMR, UV, IR, and HRMS data. The structure of 1 was confirmed by X-ray crystallography analysis. Compound 1 showed DPPH free radical scavenging capacity with an IC 50 value of 0.34   mg/mL. Compounds 1 and 2 showed ABTS cation radical scavenging capacity with IC 50 values of 0.23 and 0.30   mg/mL, respectively.

研究领域: 植物化学 · 药理学 · 天然产物研究
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INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY · 2020 ·Vol. 55 ·期 6 ·2531-2540 · IF 2.773

In vitro evaluation of digestive enzyme inhibition and antioxidant effects of naked oat phenolic acid compound (OPC)

Zhihao Yang,Chuan Qin,Peifang Weng,Xin Zhang,Qiang Xia,Zufang Wu,Lianliang Liu,Jianbo Xiao

Summary This research was focused on digestive enzyme inhibition and antioxidant properties of naked oat phenolic acid compound (OPC). Free and bound phenolic acid were separated from ethyl acetate fraction, n -butanol fraction and aqueous fraction. The interactions between OPC and main digestive enzymes (α-amylase, α-glucosidase, pepsin and trypsin) were studied. It was shown that the semi-purified bound phenolic acid (semi-purified by AB-8 column) has a competitive alpha-glucosidase inhibitor, while OPC of the organic extract fraction exhibited the characteristics of a mixed inhibitor. Bound phenolic- n -butanol fraction (IC 50 = 98.39 ± 0.89 µg mL −1 ) had the strongest ability to scavenge the 1,1-diphenyl-2-picrylhydrazyl (DPPH). Additionally, the starch hydrolysis degree of n -butanol extraction naked oat phenolic compound was significantly lower than other fractions in vitro . The integrated results suggested that OPC could be considered as potential healthy factor to control postprandial blood glucose, and the mechanism maybe via anti-digestion, antioxidation and interaction with diabetes-related starch.

研究领域: 食品科学 · 生物化学
✓ 已验证 DOI 高影响因子
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CEREAL CHEMISTRY · 2019 ·Vol. 96 ·期 6 ·981-993 · IF 1.289

Separation and identification of antioxidant peptides from foxtail millet (Setaria italica) prolamins enzymatic hydrolysate

Zhongwei Ji,Ruixue Feng,Jian Mao

Background and objectives Prolamins are the primary component of millet protein, constituting over 50% ( w / w ) of the total protein. This study aimed to prepare and identify bioactive peptides from millet prolamins (MP). Findings Ultrasonic and heat treatment could change the secondary structure conformation of the protein and invert part of the α-helices into β-sheets or β-turns. After these treatments, the degree of hydrolysis increased. The alcalase-hydrolyzed fraction with molecular weight <1 kDa exhibited the highest antioxidant activity. The bioactive peptides were separated and purified by gel-filtration chromatography and reversed-phase high-performance liquid chromatography. Two novel peptides with molecular weights of 522.3 and 785.5 Da were identified as Pro-Phe-Leu-Phe (PFLF) and Ile-Ala-Leu-Leu-Ile-Pro-Phe (IALLIPF), respectively. Both peptides showed high antioxidant activity, especially PFLF, the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging ability (RSA) of which was 149 μM TE/g protein, and the Oxygen radical absorbance capacity (ORAC) value reached 1,180 μM TE/g protein. Conclusions The results demonstrate that ultrasonic and heat treatment could enhance hydrolysis of MP by protease and antioxidant peptides with high DPPH RSA as well as ORAC value were purified and obtained. Significance and novelty Ultrasonic and heat treatment increased degree of MP hydrolysis. Two antioxidant peptides were successfully obtained from millet prolamins.

CAS / MDL: 9002-07-7
研究领域: 食品科学 · 生物化学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2019 · IF 4.784

Physicochemical characteristics and in vitro and in vivo antioxidant activity of a cell-bound exopolysaccharide produced by Lactobacillus fermentum S1

Kun Wang,Mengmeng Niu,Di Yao,Jing Zhao,Yue Wu,Baoxin Lu,Xiqun Zheng

A cell-bound exopolysaccharide (c-EPS) from Lactobacillus fermentum S1 was isolated and purified to near homogeneity by anion exchange and gel filtration chromatography. The c-EPS is a homogeneous heteropolysaccharide with an average molecular weight of 7.19 × 10 5  Da and comprises mainly mannose, rhamnose, glucose, and galactose. Fourier transform infrared spectroscopy spectrum of the c-EPS exhibited typical characteristic absorption peaks of polysaccharides. Methylation and NMR analyses showed that the c-EPS had a backbone of α-D-Gal p -(1 → 3), α-L-Rha p -(1 → 2), α-D-Glc p -(1 → 3), β-D-Gal p -(1 → 3), β-D-Glcl p -(1 → 2), and β-L-Rha p -(1 → 3,4) residues, terminated with α-D-Man p -(1 → residue. The advanced structure study indicated the c-EPS not to have a triple-helical conformation, while the microstructural study revealed a hollow porous structure for c-EPS. Further, the thermal analysis showed that the degradation temperature for the c-EPS was 288.0 °C; its peak temperature was 89.4 °C with an enthalpy value of 273.1 J/g. Moreover, the c-EPS exhibited potent DPPH, hydroxyl, and ABTS + radicals scavenging activities, as well as FRAP in a dose-dependent manner, which could significantly enhance the T-AOC and SOD activity and reduce MDA level in Caenorhabditis elegans. Therefore, this c-EPS could be utilized as a promising natural antioxidant for application in functional foods.

CAS / MDL: 89-25-8
研究领域: 食品科学 · 生物化学 · 微生物学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2016 · IF 4.052

Determination of antioxidant capacity of diverse fruits by electron spin resonance (ESR) and UV–vis spectrometries

Shuang Zang,Sizhu Tian,Jia Jiang,Dandan Han,Xinyu Yu,Kun Wang,Dan Li,Dayong Lu,Aimin Yu,Ziwei Zhang

Twenty-one kinds of fruits including strawberry, mulberry, lemon, banana, etc. were measured for antioxidant capacity based on their ability to scavenge 1,1-diphenyl-2-picryl-hydrazyl (DPPH) radical. Vitamin C equivalent antioxidant capacity (VCEAC) was used to quantify antioxidant capacity of the studied fruits. The results were expressed as mg of ascorbic acid equivalent per 100   g fruit. Each fruit was divided into two parts: harvest part (fresh fruit analyzed immediately), and liquid nitrogen frozen part (fruit frozen and pulverized in liquid nitrogen). Antioxidant capacities of both fresh and frozen fruits were determined, and VCEAC values were proved to have no significant difference. For the frozen fruits, the antioxidant capacities were measured by electron spin resonance spectroscopy (ESR) and UV–vis spectrometry. VCEAC values obtained with UV–vis and ESR range from 11.48 to 345.75   mg/100   g and 7.01 to 366.26   mg/100   g. Experimental results indicated that VCEAC values obtained by two methods were highly correlated.

CAS / MDL: 50-81-7
研究领域: 食品科学 · 分析化学
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2024 · IF 3.3

Anti-oxidant activity of 1-(1H-imidazo[4,5-c]pyridin-4-yl)ethenone, a Maillard reaction product derived from fructose and histidine

Kangyu Zhao,Xin Long,Junle Li,Ying Wang,Ping Lan,Yong Wang

BACKGROUND The Maillard reaction involves the interaction of various amino acids and reducing sugars, resulting in food browning. It often produces appealing aromas and flavors. The complexities of the reaction are such that it can be challenging to identify the often numerous and frequently volatile products formed by it. In the present study, we sought to identify and evaluate an unusual product with anti-oxidant activity arising from a fructose-histidine Maillard reaction model. The anti-oxidant profile of this product was assessed by computational means. RESULTS The fructose-histidine Maillard reaction products (FH-MRPs) were generated by heating a 2:1 mixture of the sugar and the amino acid at 140 °C for 2 h. Chromatographically separable fractions, labelled DM-1 to DM-8, were obtained using silica gel as the stationary phase and dichloromethane/methanol (DCM/MeOH) mixtures as the mobile one. Fraction DM-5 exhibited the highest 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, and further bio-assay guided fractionation led to isolation and identification of 1-(1 H -imidazo[4,5- c ]pyridin-4-yl)ethenone (IMPE) as the active principal, the structure of which was established by nuclear magnetic resonance (NMR) spectroscopic and mass spectral techniques. A mechanism for the formation of IMPE from its precursors is proposed. Density functional theory (DFT) calculations suggest this novel heterocyclic compound exerts its anti-oxidant effects by interacting with DPPH and 2,2'-Azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radicals. Essentially, IMPE was non-toxic below 300 ug mL −1 , showing a concentration-dependent free radical clearance capacity and reducing power within the 100–1000 μg mL −1 range, and moreover, exhibiting significant Fe 2+ chelating abilities wihin the 50-200 μg mL −1 range. CONCLUSION This study identified the unique FH-MRP, IMPE, and found that it acts as food antioxidant through the chelation of metal ions. © 2024 Society of Chemical Industry.

研究领域: 食品化学 · 分析化学 · 计算化学
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CARBOHYDRATE POLYMERS · 2019 · IF 6.044

Structural characterization and antioxidant activity of polysaccharide from four auriculariales

Yue Su,Liang Li

The structural characterization and antioxidant activity of four Auricularia polysaccharides (A.cornea ACP)、A.auricula(AAP)、A.polytricha (APP) and M.fungus(MFP)) were studied in this paper. The results shown: polysaccharides of four Auricularia were mainly composed of mannose and galactose, all polysaccharides contained uronic acid and pyran ring structure with spectroscopy and NMR analysis. There was a significant difference in the total antioxidant capacity and APP was significantly higher than the other polysaccharides. The ability of APP to scavenge DPPH radicals and hydroxyl radicals was significantly higher than that of other polysaccharides, respectively. The molecular weight was significantly positively correlated with DPPH radicals, superoxide anion radicals and hydroxyl radicals. Total antioxidant capacity was significantly negatively correlated with fucose and galactose. The result indicated that fucose and galactose jointly determine total antioxidant capacity. The polysaccharide from four Auricularia had good oxidation resistance and could be used as natural antioxidants.

研究领域: 生物化学 · 食品科学 · 药理学
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LWT-FOOD SCIENCE AND TECHNOLOGY · 2015 · IF 2.416

Hydrolysis of rapeseed meal protein under simulated duodenum digestion: Kinetic modeling and antioxidant activity

Cunshan Zhou,Xiaojie Yu,Xiaopei Qin,Haile Ma,Abu ElGasim A. Yagoub,Jiali Hu

Kinetics modelling, DPPH radical scavenging activity and reducing power of rapeseed meal protein were investigated under simulated duodenum digestion. Kinetics of the reaction was considered in relation to initial substrate concentration, initial enzyme concentration, and hydrolysis time. Optimum hydrolysis conditions were trypsin concentration of 10 g/L, substrate concentration of 4 g/L, time of 40 min and temperature of 37 °C. From the results a general kinetic enzymolysis equation was suggested, providing a rational theoretical basis for determining the parameters of the reaction. The highest antioxidant activity was in accordance with the optimum reaction conditions. Antioxidant free amino acids increased after hydrolysis. Antioxidant oligopeptides of molecular weights of 2608, 1695 and 211 Da were identified. At a concentration of 2 mg/mL, the peptide fraction of CS-F 2 -CC 2 ; with molecular weight of 1000–1500 Da; showed the highest DPPH radical scavenging activity and reducing power, accounting for 70.32% and 0.538, respectively. The trypsin-hydrolysate displayed a potential capacity to scavenge free radicals and binding irons after duodenal digestion, appearing as promising ingredient to formulate functional foods with antioxidant activity.

CAS / MDL: 1898-66-4
研究领域: 食品科学 · 生物化学 · 营养学
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Journal of Food Measurement and Characterization · 2024 · IF 2.9

An analytical method for the determination of flavonoids in Houttuynia cordata Thunb. by UPLC-TQ-MS and analysis of its antioxidant activity

Zhang Zhiqi,Li Lin,Wang Xinyang,Liu Liyan

Houttuynia cordata Thunb. (H.cordata) , as a traditional Chinese medicinal herb and food, has been used to treat various diseases because of rich content in flavonoids. Here, an ultra-high performance liquid chromatography with triple quadrupole tandem mass spectrometry (UPLC-TQ-MS/MS) method was proposed for the determination of flavonoids profiling in H.cordata . Single factor experiment and response surface methodology were used to optimize the pretreatment process of H.cordata samples. The optimal conditions were as follows: ultrasonic temperature: room temperature (25 °C); ultrasonic time: 5 min; solid-liquid ratio: 1:40 and concentration of ethanol: 60%. The method showed the good linearity ( r  ≥ 0.9855), the satisfactory intra-day (RSD%≤10.94%) and inter-day precision (RSD% ≤ 11.2%) and low limit of quantification (< 0.01 µg/mL). The content of flavonoids in flowers and leaves was much higher than in roots and stems. The flavonoids in the leaves of H.cordata from Chongqing was the highest (9.22 mg/g), and that in the flowers of H.cordata from Hubei province was the highest (6.69 mg/g). In addition, the antioxidant activity of the extracts of H.cordata was evaluated using the scavenging effect of the extracts on five free radicals and the iron ion reducing ability. The best antioxidant activity was observed in scavenging DPPH free radicals with EC 50 value of 295.16 µg/mL. The scavenging of ABTS•+ free radicals and PTIO• free radicals was also effective with EC 50 values of 818.82 µg/mL and 685.43 685.43 µg/mL, respectively. Thus, this study will be helpful to the development and utilization of flavonoids from H.cordata in food and pharmaceutical industries.

研究领域: 生药学 · 分析化学 · 食品科学 · 药学
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Foods · 2024 ·Vol. 13 ·期 17 ·2652 · IF 4.7

Extraction, Identification, and Antioxidant Activity of Flavonoids from Hylotelephium spectabile (Boreau) H. Ohba

Na Li,Xiao Wu,Qin Yin,Zeng Dong,Lele Zheng,Yihui Qian,Yulu Sun,Ziping Chen,Kefeng Zhai

The extraction of total flavonoids fromHylotelephium spectabile(Boreau) H. Ohba (H. spectabile) leaves was studied through the use of a double enzyme-assisted ultrasonic method, and the extraction process was optimized using the Box–Behnken design. Eight different macroporous resins were screened for purification in single-factorial experiments, and the flavonoid compounds in the extract ofH. spectabileleaves were identified using HPLC-MS. Through the evaluation of the total reducing capacity and capacity for reducing 1,1-diphenyl-2-trinitrophenylhydrazine (DPPH), hydroxyl radicals (·OH), and 2,2’-biazobis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS), the in vitro antioxidant activities of the crude extracts of the total flavonoids and purified total flavonoids ofH. spectabileleaves were investigated. The results showed that the most efficient conditions for flavonoid extraction were an ultrasonic extraction time of 60 min, an ethanol concentration of 35%, a liquid-to-material ratio of 20:1 mL/g, and an amount of enzyme (cellulose/pectinase = 1:1) of 1.5%, formingH. spectabilepowder. Under these conditions, the total flavonoid extraction rate in theH. spectabileleaf extract was 4.22%. AB-8 resin showed superior performance in terms of purification, and the optimal adsorption and desorption times were 1.5 h and 3 h, respectively. The recommended parameters for purification included a liquid volume of 5.5 BV, a flow rate of 1.2 BV/min, a pH of 5, and a concentration of 0.8 mg/mL. The observed order for reducing capacity was ascorbic acid (VC) > rutin > purified total flavonoids > crude extract of total flavonoids. The purified total flavonoid extract fromH. spectabileshowed a good scavenging ability against DPPH, ·OH, and ABTS·+, suggesting strong antioxidant activity. Therefore, this study can serve as technical support and reference data for the further development and utilization ofH. spectabileresources.

CAS / MDL: 64-18-6
研究领域: 植物化学 · 分析化学 · 生药学 · 生物技术
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