Preparation and Antioxidant Capacities of Oligochitosan-Collagen Peptide Complexe

To meet the demand of food, pharmaceutical and cosmetics industry, study on the oligosaccharide- collagen peptide complexes has both scientific significance and application values. In the text, the preparation process and antioxidant capacity of oligochitosan-collagen peptides complexes were reported. The resultes indicated that the maximum DPPH radical-scavenging activity of oligochitosan-collagen peptide complexe was reached to 19.26 % when the ratio of oligochitosan to collagen peptide was 80:20, and the activity was stronger than the oligochitosan and collagen peptide at the same concentration in the detection range. In combination with the results of ion-exchange chromatography, we could concluded that the intermolecular chain associations were formed between oligochitosan chains and collagen peptide molecules driven by the electrostatic, intermolecular hydrogen bond and hydrophobic interactions. The results opened a new perspective on the utilization of oligochitosan-collagen peptide complexes as drug, food or cosmetic additives.

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Collagen Peptides from Swim Bladders of Giant Croaker (Nibea japonica) and Their Protective Effects against H2O2-Induced Oxidative Damage toward Human Umbilical Vein Endothelial Cells

Marine Drugs ◽

10.3390/md18080430 ◽

2020 ◽

Vol 18 (8) ◽

pp. 430

Author(s):

Jiawen Zheng ◽

Xiaoxiao Tian ◽

Baogui Xu ◽

Falei Yuan ◽

Jianfang Gong ◽

...

Keyword(s):

Oxidative Damage ◽

Umbilical Vein ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Extraction Process ◽

Enzyme Concentration ◽

Scavenging Activity ◽

Protective Effects ◽

Collagen Peptides ◽

Collagen Peptide

Five different proteases were used to hydrolyze the swim bladders of Nibea japonica and the hydrolysate treated by neutrase (collagen peptide named SNNHs) showed the highest DPPH radical scavenging activity. The extraction process of SNNHs was optimized by response surface methodology, and the optimal conditions were as follows: a temperature of 47.2 °C, a pH of 7.3 and an enzyme concentration of 1100 U/g, which resulted in the maximum DPPH clearance rate of 95.44%. Peptides with a Mw of less than 1 kDa (SNNH-1) were obtained by ultrafiltration, and exhibited good scavenging activity for hydroxyl radicals, ABTS radicals and superoxide anion radicals. Furthermore, SNNH-1 significantly promoted the proliferation of HUVECs, and the protective effect of SNNH-1 against oxidative damage of H2O2-induced HUVECs was investigated. The results indicated that all groups receiving SNNH-1 pretreatment showed an increase in GSH-Px, SOD, and CAT activities compared with the model group. In addition, SNNH-1 pretreatment reduced the levels of ROS and MDA in HUVECs with H2O2-induced oxidative damage. These results indicate that collagen peptides from swim bladders of Nibea japonica can significantly reduce the oxidative stress damage caused by H2O2 in HUVECs and provides a basis for the application of collagen peptides in the food industry, pharmaceuticals, and cosmetics.

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Free radical scavenging activity of type II collagen peptides and chondroitin sulfate oligosaccharides from by-products of mottled skate processing

Food Bioscience ◽

10.1016/j.fbio.2021.100991 ◽

2021 ◽

Vol 41 ◽

pp. 100991

Author(s):

Wen Li ◽

Taishi Kobayashi ◽

DaWei Meng ◽

Nobuyuki Miyamoto ◽

Naonobu Tsutsumi ◽

...

Keyword(s):

Free Radical ◽

Chondroitin Sulfate ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Type Ii Collagen ◽

Free Radical Scavenging ◽

Scavenging Activity ◽

Type Ii ◽

Collagen Peptides ◽

By Products

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Isolation, Chemical Characterization and Antioxidant Activity of Pectic Polysaccharides of Fireweed (Epilobium angustifolium L.)

Molecules ◽

10.3390/molecules26237290 ◽

2021 ◽

Vol 26 (23) ◽

pp. 7290

Author(s):

Sergey Popov ◽

Vasily Smirnov ◽

Elizaveta Kvashninova ◽

Victor Khlopin ◽

Fedor Vityazev ◽

...

Keyword(s):

Antioxidant Activity ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Exchange Chromatography ◽

Enzyme Hydrolysis ◽

Dependent Manner ◽

Apple Pectin ◽

Pectic Polysaccharides ◽

Concentration Dependent Manner ◽

Epilobium Angustifolium

The aim of this study was to isolate pectins with antioxidant activity from the leaves of Epilobium angustifolium L. Two pectins, EA-4.0 and EA-0.8, with galacturonic acid contents of 88 and 91% were isolated from the leaves of E. angustifolium L. by the treatment of plant raw materials with aqueous hydrochloric acid at pH 4.0 and 0.8, respectively. EA-4.0 and EA-0.8 were found to scavenge the DPPH radical in a concentration-dependent manner at 17–133 μg/mL, whereas commercial apple pectin scavenged at 0.5–2 mg/mL. The antioxidant activity of EA-4.0 was the highest and exceeded the activity of EA-0.8 and a commercial apple pectin by 2 and 39 times (IC50—0.050, 0.109 and 1.961 mg/mL), respectively. Pectins EA-4.0 and EA-0.8 were found to possess superoxide radical scavenging activity, with IC50s equal to 0.27 and 0.97 mg/mL, respectively. Correlation analysis of the composition and activity of 32 polysaccharide fractions obtained by enzyme hydrolysis and anionic exchange chromatography revealed that the antioxidant capacity of fireweed pectins is mainly due to phenolics and is partially associated with xylogalacturonan chains. The data obtained demonstrate that pectic polysaccharides appeared to be bioactive components of fireweed leaves with high antioxidant activity, which depend on pH at their extraction.

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Synthesis, crystal structure with free radical scavenging activity and theoretical studies of Schiff bases derived from 1-naphthylamine, 2,6-diisopropylaniline, and substituted benzaldehyde

European Journal of Chemistry ◽

10.5155/eurjchem.12.2.204-215.2088 ◽

2021 ◽

Vol 12 (2) ◽

pp. 204-215

Author(s):

Segun Daniel Oladipo ◽

Tunde Lewis Yusuf ◽

Sizwe Joshua Zamisa ◽

Gideon Femi Tolufashe ◽

Kolawole Ayodapo Olofinsan ◽

...

Keyword(s):

Crystal Structure ◽

Free Radical ◽

Schiff Bases ◽

Density Functional ◽

Radical Scavenging Activity ◽

Intermolecular Hydrogen Bond ◽

Radical Scavenging ◽

Free Radical Scavenging ◽

Monoclinic Space Group ◽

Spectroscopic Techniques

Three Schiff bases 1-(4-chlorophenyl)-N-(naphthalen-1-yl)methanimine (1), 1-(4-methoxy phenyl)-N-(naphthalen-1-yl)methanimine (2), and 1-(4-chlorophenyl)-N-(2,6-diisopropyl phenyl)methanimine (3) were synthesized and characterized by elemental analysis, 1H and 13C NMR, FT-IR and UV-Visible spectroscopic techniques. The crystal structure of compound 3 was obtained and it revealed that the compound crystallized in a monoclinic space group P21/n and there exists an intermolecular hydrogen bond in a phenyl-imine form with C-H⋯N. Crystal data for C19H22ClN: a = 7.28280(10) Å, b = 9.94270(10) Å, c = 24.0413(2) Å, β = 97.0120(10)°, V = 1727.83(3) Å3, Z = 4, μ(Mo Kα) = 0.215 mm-1, Dcalc = 1.1526 g/cm3, 14038 reflections measured (12.42° ≤ 2Θ ≤ 52.74°), 3448 unique (Rint = 0.0223, Rsigma = 0.0182) which were used in all calculations. The final R1 was 0.0337 (I≥2u(I)) and wR2 was 0.0927 (all data). The free radical scavenging activities of all three compounds were assayed using DPPH, FRAP, and OH assays. According to results obtained, compound 2 shows effective DPPH- (IC50 = 22.69±0.14 μg/mL), FRAP+ (IC50 = 28.44±0.12 μg/mL), and OH- (IC50 = 27.97±0.16 μg/mL) scavenging activities compared with compounds 1 and 3 but less than standard antioxidant compound Trolox (TRO). Additionally, theoretical calculations for the three complexes were performed by using density functional theory (DFT) calculations at the B3LYP/6-31++G(2d,2p) level in the ground state to obtain an optimized geometrical structure and to perform an electronic, molecular electronic potential surface and natural bond orbital (NBO) analysis. The geometrical calculation obtained was found to be consistent with the experimental geometry. Further analysis was conducted using the in silico technique to predict the drug likeness, molecular and ADME properties of these molecules.

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Characterization and Biological Activity of a Novel Exopolysaccharide Produced By Pediococcus Pentosaceus SSC-12 From Silage

10.21203/rs.3.rs-1026527/v1 ◽

2021 ◽

Author(s):

Yang Fan ◽

Xinqin Li ◽

Rong Tian ◽

Ruxue Tang ◽

Jianguo Zhang

Keyword(s):

Hydroxyl Radical ◽

High Performance ◽

Biological Activities ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Antibacterial Properties ◽

Exchange Chromatography ◽

Pediococcus Pentosaceus ◽

Pharmaceutical Industries ◽

Radical Scavenging Ability

Abstract Background: The exopolysaccharides (EPS) produced by lactic acid bacteria (LAB) are widely used in various fields because of their safety and various biological activities. In this study, we extracted and characterized the composition as well as antioxidant and antibacterial activities of EPS from Pediococcus pentosaceus SSC-12 isolated from the silage.Results: The LAB strain SSC-12 was screened and identified as Pediococcus pentosaceus, based upon 16S rDNA gene sequencing and Neighbor Joining (NJ) phylogenetic analysis. The analysis of the EPS production kinetics results of SSC-12 showed that the EPS production reached the maximum at 20 h of culture. High-performance anion exchange chromatography (HPAEC) analysis showed that the EPS produced by SSC-12 was a heteropolysaccharide comprising glucose (42.6 %), mannose (28.9 %), galactose (16.2 %), arabinose (9.4 %) and rhamnose (2.9 %). The EPS had good antioxidant activity, especially hydroxyl radical scavenging activity. When the concentration of the EPS produced by SSC-12 (SSC-12 EPS) was 10 mg/mL, its 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging ability, hydroxyl radical scavenging ability, superoxide scavenging ability, and reduction ability were 77.4 %, 97.5 %, 77.5 % and 1.3, respectively. At 10 mg/mL，SSC-12 EPS completely killed Staphylococcus aureus GDMCC 1.1220 and substantially inhibited the growth of Salmonella enterica subsp. enterica GDMCC 1.345; however, it had a weak inhibitory effect on Listeria monocytogenes GDMCC 1.347. Conclusions: Due to its strong antioxidant and antibacterial properties, EPS produced by LAB strain SSC-12 have potential application as a bioactive product in the feed, food, and pharmaceutical industries.

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Purification, structural analysis, and stability of antioxidant peptides from purple wheat bran

BMC Chemistry ◽

10.1186/s13065-020-00708-z ◽

2020 ◽

Vol 14 (1) ◽

Author(s):

Yan Zhao ◽

Qi Zhao ◽

Qingyu Lu

Keyword(s):

Wheat Bran ◽

High Performance ◽

Radical Scavenging Activity ◽

Radical Scavenging ◽

Exchange Chromatography ◽

Size Exclusion ◽

Trolox Equivalent Antioxidant Capacity ◽

Scavenging Activity ◽

Antioxidant Peptides

Abstract Protein derived from purple wheat bran was hydrolyzed sequentially using alcalase proteases for the production of antioxidant peptides. Purple wheat bran protein (PWBP) hydrolysates were fractionated using size-exclusion (G-25) and ion-exchange chromatography methods to identify the structure of antioxidant peptides. The free radical scavenging activity of peptides purified from PWBP hydrolysates was evaluated using superoxide anion radical-scavenging activity and determination assays of Trolox equivalent antioxidant capacity (TEAC). Results demonstrated that purple wheat bran peptide F4-4 exhibited the highest antioxidant activity among other hydrolysates. F4-4 was further identified as Cys-Gly-Phe-Pro-Gly-His-Cys, Gln-Ala-Cys, Arg-Asn-Phe, Ser-Ser-Cys, and Trp-Phe by high performance liquid chromatography (HPLC) spectrometer coupled with Orbitrap Elite™ mass spectrometer (LC–MS/MS). Antioxidant peptides 2 and 4 showed improved stability when the temperature was lower than 80 °C. These peptides also demonstrated good digestive stability in vitro system by simulating gastrointestinal digestion.

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Antioxidant Peptides from Collagen Hydrolysate of Redlip Croaker (Pseudosciaena polyactis) Scales: Preparation, Characterization, and Cytoprotective Effects on H2O2-Damaged HepG2 Cells

Marine Drugs ◽

10.3390/md18030156 ◽

2020 ◽

Vol 18 (3) ◽

pp. 156 ◽

Cited By ~ 3

Author(s):

Wan-Yi Wang ◽

Yu-Qin Zhao ◽

Guo-Xu Zhao ◽

Chang-Feng Chi ◽

Bin Wang

Keyword(s):

Hepg2 Cells ◽

Radical Scavenging Activity ◽

Antioxidant Properties ◽

Radical Scavenging ◽

Pharmaceutical Products ◽

Amino Acid Sequences ◽

Degree Of Hydrolysis ◽

Dpph Radical ◽

Antioxidant Peptides ◽

Collagen Peptides

Bioactive peptides from fish collagens with antioxidant properties have become a topic of great interest for health, food, and processing/preservation industries. To explore the high-value utilized way of scales produced during the fish processing, collagen hydrolysates of redlip croaker (Pseudosciaena polyactis) scales were prepared using six different proteases, and the hydrolysate (RSCH) prepared using neutrase showed the highest degree of hydrolysis (21.36 ± 1.18%) and 2,2-diphenyl-1-picrylhydrazyl (DPPH·) radical scavenging activity (30.97 ± 1.56%) among the six hydrolysates. Subsequently, six antioxidant peptides were purified from RSCH using membrane ultrafiltration and serial chromatography, and their amino acid sequences were identified as DGPEGR, GPEGPMGLE, EGPFGPEG, YGPDGPTG, GFIGPTE, and IGPLGA with molecular masses of 629.61, 885.95, 788.96, 762.75, 733.80, and 526.61 Da, respectively. Among six collagen peptides, GPEGPMGLE, EGPFGPEG, and GFIGPTE exhibited the strongest scavenging activities on DPPH· radical (EC50 0.59, 0.37, and 0.45 mg/mL), hydroxyl radical (EC50 0.45, 0.33, and 0.32 mg/mL), and superoxide anion radical (EC50 0.62, 0.47, and 0.74 mg/mL). GPEGPMGLE, EGPFGPEG, and GFIGPTE showed high inhibiting ability on lipid peroxidation in a linoleic acid model system and protective activities on oxidation-damaged DNA. More importantly, GPEGPMGLE, EGPFGPEG, and GFIGPTE could protect HepG2 cells from H2O2-induced oxidative damage through decreasing the levels of reactive oxygen species (ROS) and MDA and activating intracellular antioxidant enzymes of superoxide dismutase (SOD), catalase (CAT), and glutathione peroxidase (GSH-Px). These results suggested that six collagen peptides (RCP1–RCP6), especially GPEGPMGLE, EGPFGPEG, and GFIGPTE, might serve as potential antioxidants applied in nutraceutical and pharmaceutical products.

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