Co-reporter:Yuan-yuan Ren, Zhen-Yuan Zhu, Hui-qing Sun, Li-Jing Chen
Carbohydrate Polymers 2017 Volume 174(Volume 174) pp:
Publication Date(Web):15 October 2017
DOI:10.1016/j.carbpol.2017.05.092
•A kind of acidic polysaccharide was isolated from Annona squamosa.•Three different methods were used to determine the monosaccharide composition.•Methylation, FT-IR and NMR were combined to characterize the structure.•The acidic polysaccharide had a certain inhibition activity on α-glucosidase.The crude polysaccharide (TASP3) was extracted from the fruit pulp of Annona squamosa and then isolated and purified by the combination of grading-alcoholic precipitation and Sephadex G-200. The structure of purified polysaccharide (GASP3-3-I) was determined based on the physicochemical and instrumental analyses. The results indicated that GASP3-3-I was an acidic heteropolysaccharide and its average molecular weight was 2.28 × 106 Da. The monosaccharide composition was analysed by GC–MS and ion chromatography, respectively. It was revealed that GASP3-3-I was consisted of rhamnose, arabinose, xylose, mannose, glucose, galactose, glucuronic acid and galacturonic acid with a molar ratio of 5.06:45.5:5.26:0.63:6.09:31.76:0.49:5.19. Moreover, periodate oxidation reaction, Smith degrading reaction, methylation, FT-IR and NMR were used to conduct the structural characterization of GASP3-3-I. The results indicated that glycosyl residues of GASP3-3-I were mainly composed of (1→) l-arabinose, (1 → 6), (1 → 3) and (1,3 → 6) d-galactose, (1→) d-xylose, (3→) and (3 → 6) d-glucose, (1 → 2) l-rhamnose. The α-glucosidase inhibitory activity assay showed that GASP3-3-I had a certain inhibition on α-glucosidase activity.
Co-reporter:Na Yu, Zhen-Yuan Zhu, Yao Liu, Jin-Yu Zhang, Yong-Min Zhang
Industrial Crops and Products 2017 Volume 95(Volume 95) pp:
Publication Date(Web):1 January 2017
DOI:10.1016/j.indcrop.2016.10.024
•l-arabinose was prepared from corncob by the method of acid hydrolysis.•Components in the hydrolyzate of corncob were analysed by the methods of HPLC, TLC and High-efficient thin layer chromatography scanning analysis.•Effect of each factor on l-arabinose’s preparing was investigated.•Relative amount of each component in the hydrolyzate can be obtained.•The optimum conditions for l-arabinose’s preparing were obtained by conducting orthogonal experiment.l-arabinose, a kind of rare sugar, which has already become newly developed functional saccharide with many beneficial biomedical and health effects. In this study, we carried out several experiments to analyze the component of hydrolyzed corncob. Components in the hydrolysate were detected by the methods of ultraviolet spectrogram, HPLC, TLC and High-efficient Thin Layer scanning analysis. The hydrolysis temperature, holding time, concentration of oxalic acid and solid-liquid ratio were investigated as objects by single factor experiments. The results showed that the content of saccharides in the hydrolysate of corncob was up to 72.70%. Three kinds of monosaccharide (d-xylose, l-arabinose, d-glucose) were detected by HPLC analysis and the relative amount of the above three saccharides were 32.8%, 31.4% and 35.7%, respectively. The optimum conditions were: temperature 90 °C, holding time 5 h, concentration of oxalic acid 6%, solid-liquid ratio 1:12, and the highest l-arabinose yield was 14.89%.Download high-res image (145KB)Download full-size image
Co-reporter:Hui-Qing Sun;Xue-Ying Yang;Meng Meng;Li-Cui Dai;Yong-Min Zhang
RSC Advances (2011-Present) 2017 vol. 7(Issue 38) pp:23875-23881
Publication Date(Web):2017/04/27
DOI:10.1039/C7RA01279A
An Astragalus residue was reutilized through solid-state fermentation by Paecilomyces sinensis, which is a member of Ophiocordyceps sinensis (Berk.) Sacc. In this research, the polysaccharide from the product of solid-state fermentation primarily was studied. First, HPLC, FT-IR, and GC were applied to study the preliminary characterization of a polysaccharide (APP-II) from the solid-state fermentation product Astragalus residue and Paecilomyces sinensis. Results indicated that APP-II is α-pyran polysaccharide with an average molecular weight of 670 kD that is composed of rhamnose, arabinose, xylose, mannose, glucose, and galactose with a molar ratio of 4.0 : 4.2 : 2.0 : 41.4 : 22.5 : 25.9. Second, an immunostimulatory activity of APP-I and APP-II was detected. Results suggested that APP-I and APP-II could promote RAW264.7 cell proliferation. APP-I was used to detect the immunostimulatory activity of APP-II in vivo. The results indicated that APP-I can promote growth of immune organs, stimulate splenocyte proliferation, and enhance NK activity; this indicated that APP-II had immunostimulatory activity in vivo. All the results indicated that APP-II is a novel polysaccharide with immunostimulatory activity.
Co-reporter:Zhen-Yuan Zhu;Jin-Yu Zhang;Fei Liu;Ling Chen;Li-Jing Chen;Yun Tang
MedChemComm (2010-Present) 2017 vol. 8(Issue 7) pp:1521-1530
Publication Date(Web):2017/07/19
DOI:10.1039/C7MD00148G
An Astragalus oligosaccharide (AOS) degraded from Astragalus polysaccharide (APS) and purified by membrane dialysis and silicon gel chromatography is studied in this paper. The structural features of AOS were investigated by a combination of chemical and instrumental analysis, such as monosaccharide analysis, periodate oxidation-Smith degradation, methylation analysis, electrospray ionization mass spectrometry (ESI-MS), Fourier transform infrared (FT-IR) spectrometry and nuclear magnetic resonance (NMR). The results indicated that AOS is an octasaccharide that consists of (3→)-linked-Rha, (1→3)-linked-Rha, (1→3,4)-linked-Araf, (1→3)-linked-Gal, terminal-linked-Gal and terminal-linked-Glc. The effects of AOS on cyclophosphamide-induced immunosuppression were determined by various studies, such as the proliferation of nucleated marrow, red blood cell (RBC) and white blood cell (WBC) populations, growth of the spleen and thymus, and increases in hemoglobin (HGB) concentration and granulocyte-macrophage colony stimulating factor (GM-CSF) level. The results indicated that AOS can restore cyclophosphamide-induced immunosuppression by stimulating the secretion of GM-CSF, which promoted the differentiation of progenitor cells after proliferation.
Co-reporter:Xiao-Ting Wang, Zhen-Yuan Zhu, Liang Zhao, Hui-Qing Sun, Meng Meng, Jin-Yu Zhang, Yong-min Zhang
Carbohydrate Polymers 2016 Volume 153() pp:679-685
Publication Date(Web):20 November 2016
DOI:10.1016/j.carbpol.2016.08.024
•Non-starch polysaccharide was obtained from Fagopyrum tartaricum.•The structural features of polysaccharide were investigated.•The α-d-glucosidase inhibitory activity was determined and compared.In the present study, the crude polysaccharide was extracted from Fagopyrum tartaricum and purified by Sephadex G-25 and G-75 column to produce a polysaccharide fraction termed TBP-II. Its average molecular weight was 26 kDa. The structural characterization of TBP-II was investigated by gas chromatography, periodate oxidation-Smith degradation, Methylation and NMR. Congo red was applied to explore its advanced structures. The results revealed that chemical composition and structural characteristic of TBP-II was mainly consisted of galactose, arabinose, xylose and glucose with a molar ratio of 0.7:1:6.3:74.2. The backbone of TBP-II was composed of (1 → 4)-linked α-d-glucopyranosyl (Glcp), while the branches comprised of (1 → 3)-linked α-d-glucopyranosyl (Glcp), (1 → 6)-linked α-d-galactopyranosyl (Galp) and (1 → 2,4)-linked α-d-rhamnopyranosyl (Rhap). The structure of TBP-II was 1,3 and 1,6-branched-galactorhamnoglucan that had a linear backbone of (1 → 4)-linked α-d-glucopyranose (Glcp). Using Congo red assay showed that it was absent of triple helix structure. The α-d-glucosidase inhibitory activity of TBP-II was determined using acarbose as positive control. The result showed that the inhibition rate depended on the concentration of polysaccharides.
Co-reporter:Zhen-Yuan Zhu, Di Cui, Hui Gao, Feng-Ying Dong, Xiao-cui Liu, Fei Liu, Lu Chen, Yong-min Zhang
European Journal of Medicinal Chemistry 2016 Volume 114() pp:8-13
Publication Date(Web):23 May 2016
DOI:10.1016/j.ejmech.2016.03.007
•Two lactulose-derived oligosaccharides were synthesized for the first time.•Highly efficient and selective synthesis of two lactulose-derived oligosaccharides.•The derivatives have higher activities in regulating beneficial intestinal flora than lactulose.Lactulose is considered as a prebiotic because it promotes the intestinal proliferation of Lactobacillus acidophilus which is added to various milk products. Moreover, lactulose is used in pharmaceuticals as a gentle laxative and to treat hyperammonemia. This study was aimed at the total synthesis of two Lactulose-derived oligosaccharides: one is 3-O-β-d-galactopyranosyl-d-fructose, d-fructose and β-d-galactose bounded together with β-1,3-glycosidic bound, the other is 1-O-β-d-galactopyranosyl-d-fructose, d-fructose and β-d-galactose bounded together with β-1,1-glycosidic bound, which were accomplished in seven steps from d-fructose and β-d-galactose and every step of yield above 75%. This synthetic route provided a practical and effective synthetic strategy for galactooligosaccharides, starting from commercially available monosaccharides. Then we evaluated on their prebiotic properties in the search for potential agents of regulating and improving the intestinal flora of human. The result showed that the prebiotic properties of Lactulose-derived oligosaccharides was much better than Lactulose. Among them, 3-O-β-d-galactopyranosyl-d-fructose displayed the most potent activity of proliferation of L. acidophilus.Synthesis of Lactulose-derived oligosaccharides (1-O-β-d-galactopyranosyl-d-fructose and 3-O-β-d-galactopyranosyl-d-fructose).
Co-reporter:Xiao-Cui Liu, Zhen-Yuan Zhu, Ya-Li Tang, Ming-fei Wang, Zheng Wang, An-Jun Liu, Yong-Min Zhang
Carbohydrate Polymers 2016 Volume 142() pp:63-72
Publication Date(Web):20 May 2016
DOI:10.1016/j.carbpol.2016.01.040
•Two polysaccharides were obtained from the mycelium and fruiting bodies.•The structural features of polysaccharides were investigated and compared.•They had a backbone of (1 → 4)-linked α-d-glucopyranosyl residues.The structural properties of polysaccharides, respectively, obtained from the fermented mycelium and cultivated fruiting bodies of the Cordyceps militaris were investigated and compared in this paper. First, the crude polysaccharides were extracted from the mycelium and the fruiting bodies, respectively. The polysaccharides were successively purified by Sevag and chromatography on Sephadex G-100 column to produce two polysaccharides fractions termed CMPS-II and CBPS-II, respectively. The average molecular weights of CMPS-II and CBPS-II were 1.402 × 103 kDa and 1.273 × 103 kDa, respectively, and they were mainly composed of mannose, glucose and galactose in the mole ratios of 1:28.63:1.41 and 1:12.41:0.74, respectively, for CMPS-II and CBPS-II. Afterward, the structural features of CMPS-II and CBPS-II were investigated by a combination of chemical and instrumental analysis, such as FT-IR, periodate oxidation-Smith degradation, GC–MS, NMR and methylation analysis. The results indicated that structurally, both CMPS-II and CBPS-II were 1,3-branched-galactomannoglucan that had a linear backbone of (1 → 4)-linked α-d-glucopyranose (Glcp). Congo-red test revealed that CMPS-II and CBPS-II existed as triple-helical chains in 0.05–0.15 M NaOH solution.
Co-reporter:Zhen-Yuan Zhu, Meng Meng, Huiqing Sun, Yang Li, Na Yu and Yong-Min Zhang
Food & Function 2016 vol. 7(Issue 3) pp:1593-1600
Publication Date(Web):16 Feb 2016
DOI:10.1039/C6FO00089D
The parasitic fungus, Paecilomyces sinensis, is used to produce Cordyceps materials as a succedaneum of natural Cordyceps sinensis (C. sinensis) in China. In this work, a glycopeptide (CPS-II) was isolated and purified from Paecilomyces sinensis. The result of HPLC indicated that CPS-II was a glycopeptide. The estimated average molecular weight of CPS-II was 2 × 106 Da. FTIR, methylation, periodate oxidation, Smith degradation, 1H NMR, 13C NMR and CD were used for its structural analysis. The glycopeptide CPS-II was mainly composed of (1 → 3), (1 → 4) connected glucose and galactose as the backbone, there are (1 → 2,3,6) connected glucose, (1 → 3,6) connected mannose, and (1 → 6) connected galactose. Cell proliferation assay and morphological observations indicated that in a certain range of concentrations and time, CPS-II can significantly improve the proliferation activity of RAW264.7 cells.
Co-reporter:Zhen-Yuan Zhu, Meng Meng, Huiqing Sun, Yang Li, Yuan-Yuan Ren and Yongmin Zhang
Food & Function 2016 vol. 7(Issue 8) pp:3566-3576
Publication Date(Web):15 Jul 2016
DOI:10.1039/C6FO00667A
The present study was designed to evaluate immune-modulating effects of the glycopeptide from Paecilomyces sinensis (CPS-II) by using mouse peritoneal macrophage and cytoxan (CTX) induced immunosuppression models. Our results from phagocytotic and mononuclear phagocytic system function assays showed that CPS-II stimulated phagocytosis of the phagocytes. A splenocyte proliferation assay showed that CPS-II acted to combine Concanavalin A (ConA) or lipopolysaccharides (LPS) in splenocyte proliferation. The results demonstrated that CPS-II increased the indices of the thymus and spleen. Hematological and histopathological analysis revealed the protective effect of CPS-II against CTX induced immunosuppression. CPS-II also significantly increased the expression of CD4+ and CD8+ splenic T lymphocytes, which were suppressed by CTX in peripheral blood. The expressions of serum cytokines related to immune function, including TNF-α, IL-6, and IFN-γ, were up-regulated in a dose-dependent manner. The expression of the transcription factor NF-κB in the spleen was enhanced after CPS-II-treatment. In conclusion, our results indicated that CPS-II was involved in immunostimulatory actions leading to its modulatory effects on immunosuppression, and one possible mechanism of action was to activate NF-κB.
Co-reporter:Zhen-Yuan Zhu;Xiao-Cui Liu;Feng-Ying Dong
Applied Microbiology and Biotechnology 2016 Volume 100( Issue 9) pp:3909-3921
Publication Date(Web):2016 May
DOI:10.1007/s00253-015-7235-4
The influence of different fermentation conditions on intracellular polysaccharide (IPS) production and activities of the phosphoglucomutase (PGM), UDPG-pyrophosphorylase (UGP), phosphoglucose isomerase (PGI), UDPG-dehydrogenase (UGD), and glucokinase (GK) implicated in metabolite synthesis in Cordyceps militaris was evaluated. The highest IPS production (327.57 ± 6.27 mg/100 mL) was obtained when the strain was grown in the optimal medium containing glucose (40 g · L−1), beef extract (10 g · L−1), and CaCO3 (0.5 g · L−1), and the initial pH and temperature were 7 and 25 °C, respectively. The activities of PGM, UGP, and PGI were proved to be influenced by the fermentation conditions. A strong correlation between the activities of these enzymes and the production of IPS was found. The transcription level of the pgm gene (encoding PGM) was 1.049 times and 1.467 times compared to the ugp gene and pgi gene (encoding UGP and PGI), respectively, in the optimal culture medium. This result indicated that PGM might be the highly key enzyme to regulate the biosynthesis of IPS of C. militaris in a liquid-submerged culture. Our study might be helpful for further research on the pathway of polysaccharide biosynthesis aimed to improve the IPS production of C. militaris.
Co-reporter:Zhen-Yuan Zhu;Liang Zhao;Xiao-Ran Ge;Ya-Li Tang
European Food Research and Technology 2015 Volume 241( Issue 1) pp:27-35
Publication Date(Web):2015 July
DOI:10.1007/s00217-015-2431-0
Xylo-oligosaccharides, which are usually produced from xylan by enzymatic hydrolysis, have already become newly developed functional oligosaccharides with many beneficial biomedical and health effects. Xylo-oligosaccharides prepared by enzymatic hydrolysis from xylan were analyzed by thin-layer chromatography and high-pressure liquid chromatography in this study. Furthermore, xylose, xylobiose and xylotriose were separated by silica gel column chromatography. Then, their structures were identified by electrospray ionization mass spectrometry and nuclear magnetic resonance. Experiment promoting the discrepancy in bifidobacterium proliferation showed that xylotriose processed the best, followed by xylobiose and xylo-oligosaccharide. So, the main active ingredients of xylo-oligosaccharides were xylobiose and xylotriose, and the best bifidogenic factor was xylotriose.
Co-reporter:Zhen-Yuan Zhu, Wan-Xiao Wang, Zhen-qian Wang, Li-Jing Chen, Jing-Yi Zhang, Xiao-cui Liu, Shao-ping Wu, Yong-min Zhang
European Journal of Medicinal Chemistry 2014 Volume 75() pp:297-300
Publication Date(Web):21 March 2014
DOI:10.1016/j.ejmech.2013.12.044
•A series of chrysin derivatives was firstly synthesized.•5,7-Diacetyl chrysin derivative displayed the most potent anti-tumor activity.•The IC50 value of 5,7-diacetyl chrysin derivative on H22 cells was 141 μM.A series of 5,7-disubstituted chrysin, 7-monosubstituted chrysin, 5-monosubstituted chrysin derivatives were synthesized by alkylation, acetylation, benzoylation, carboxymethylation, and evaluated on their antitumor activity of H22 cells in the search for potential antitumor agents. Among them, compound 3 (5,7-diacetyl chrysin) displayed the most potent antitumor activity with IC50 value of 141 μM. Moreover, there is significant up-regulation of G2 in cell cycle of H22.A series of 5,7-disubstituted chrysin, 7-monosubstituted chrysin, 5-monosubstituted chrysin derivatives were synthesized by alkylation, acetylation, benzoylation, carboxymethylation, and evaluated on their antitumor activity of H22 cells.
Co-reporter:Zhen-Yuan Zhu, Wei Pang, Yuan-Yuan Li, Xiao-Ran Ge, Li-Jing Chen, Xiao-Cui Liu, Qiang Lv, Guo-Ling Dong, An-Jun Liu, Yongmin Zhang
Carbohydrate Polymers 2014 Volume 114() pp:12-20
Publication Date(Web):19 December 2014
DOI:10.1016/j.carbpol.2014.07.068
•Cordyceps gunnii is also well known as the Chinese rare caterpillar fungus.•The polysaccharide (MPCG-1) was isolated from the mycelium of Cordyceps gunnii.•The optimum ultrasonic processing conditions to obtain MPCG-2 were determined.•The chemical structure of MPCG-1 and MPCG-2 was investigated and compared.•Ultrasonic treatment is an effective way for enhancing antitumor of polysaceharide.Taking mycelial polysaccharides from Cordyceps gunnii (C. gunnii) as the study subject, the effect of ultrasonic power, time and concentration of polysaccharides on antitumor activity of the polysaccharides was investigated. The ultrasonic processing condition of the polysaccharides was optimized by using orthogonal test design, and determined to be 400 W, 15 min and 1 g/L. The change of structures of polysaccharides before and after ultrasonic treatment was also studied. Results show that ultrasonic treatment did not change the characteristic attribute of polysaccharides from C. gunnii. The composition of monosaccharide residues and the category of glycosidic bond have not been changed. But the molecular weight and intrinsic viscosity was reduced, and the alpha-helicity was enhanced after ultrasonic treatment. It was possible that ultrasonic treatment is an effective way for enhancing antitumor activity of polysaccharides.
Co-reporter:Zhen-yuan Zhu, Nian Liu, Chuan-ling Si, Yang Liu, Li-na Ding, Chen Jing, An-jun Liu, Yong-min Zhang
Carbohydrate Polymers 2012 Volume 88(Issue 3) pp:1072-1076
Publication Date(Web):15 April 2012
DOI:10.1016/j.carbpol.2012.01.068
Cordyceps gunnii (berk.) Berk (C. Gunnii) is well known as a Chinese rare caterpillar fungus and has similar pharmacological activity with C. sinensis. In this work, a high-molecular-weight polysaccharide (CPS) was isolated and purified from the mycelia of C. gunnii. The total sugar content of CPS was amounted to 92.84%. The result of HPLC indicated that CPS was a homogeneous polysaccharide. The estimated average molecular weight of CPS was 3.72 × 106 Da. The specific rotation of CPS was recorded [α]D25=+134.2°. Its characteristic was determined by chemical analysis, gas chromatography, IR spectroscopy and NMR data. The results showed that CPS was mainly composed of glucose, and a small amount of rhamnose, arabinose, xylose, mannose and galactose with a molar ratio of Rha:Ara:Xyl:Man:Glu:Gal = 3.0:2.6:1.0:1.3:106.0:2.8. The main chain of CPS was majorly composed of α-(1 → 4) glucose. The tumor inhibition ratio on K562 cell by CPS was 56.65%.Highlights► Cordyceps gunnii is also well known as the Chinese rare caterpillar fungus. ► The antitumor of polysaccharides of C. gunnii have been scarcely reported. ► A kind of novel high-molecular-weight polysaccharide (CPS) was isolated.► The structure of CPS was characterized and antitumor activity was confirmed.
Co-reporter:Zhen-yuan Zhu, Rong-qiang Liu, Chuan-ling Si, Fang Zhou, Yun-xia Wang, Li-na Ding, Chen Jing, An-jun Liu, Yong-min Zhang
Carbohydrate Polymers 2011 Volume 85(Issue 4) pp:895-902
Publication Date(Web):1 July 2011
DOI:10.1016/j.carbpol.2011.04.020
Two polysaccharides: APS-I and APS-II, were obtained after a successive purification consisting of (1) fractional precipitation using ethyl alcohol; (2) filtration through DEAE-Sephadex A-25 and Sephadex G-100 eluted by water. The molecular weights of APS-I and APS-II were 4.77 × 106 and 8.68 × 103 Da, respectively, and they were mainly composed of glucose, and a small amount of arabinose and xylose, with their molar ratios of 0.54:1:18.14 and 0.23:1:29.39, respectively for APS-I and APS-II. FTIR, methylation, periodate oxidation, Smith degradation, 1H NMR and 13C NMR were used in their structure analysis. The results indicated that structurally, APS-I and APS-II were similar, with their main chains mainly composed of major α-(1 → 3) glucose and a few 1 → 4, 1 → 6 glucoses, while the side chain contained arabinoses and xyloses. The tumor inhibition ratios of APS-I and APS-II were 55.47% and 47.72%, respectively.
Co-reporter:ZHEN-YUAN ZHU;CHUAN-LING SI;YUE-RU ZHONG;CHANG-MEI ZHU;JIA-PING ZHOU;AN-JUN LIU;YONG-MIN ZHANG
Journal of Food Biochemistry 2011 Volume 35( Issue 1) pp:303-322
Publication Date(Web):
DOI:10.1111/j.1745-4514.2010.00383.x
ABSTRACT
Cordyceps sinensis is a well-known tonic food or invigorant with broad-spectrum medicinal properties that is widely used in China. Cordyceps gunnii (berk.) Berk is also well known as the Chinese rare caterpillar fungus and has similar pharmacological activities with C. sinensis. The water-soluble polysaccharide CPS50-I was extracted from the mycelia of C. gunnii and further purified by diethylaminoethyl -Sephadex A-25 and Sephadex G-75. Its characteristics were determined by chemical analysis, gas chromatography, high-performance size-exclusion chromatography and infrared spectroscopy. The results showed that CPS50-I is a white powder containing 94.57% carbohydrate which is composed of four kinds of monosaccharides including xylose, mannose, glucose and galactose with a molar ratio of 0.13:0.89:0.54:1. CPS50-I had a molecular weight of ∼9874 Da and [α]D20 = +85 (c 0.5, H2O). The protective effect of CPS50-I against oxidation resistance in D-galactose (D-gal)-induced aging mice was investigated. The results showed that CPS50-I had a significant protective effect against D-gal-induced aging mice.
PRACTICAL APPLICATIONS
In this work, a water-soluble polysaccharide CPS50-I was extracted from the mycelia of Cordyceps gunnii and further purified by diethylaminoethyl-sephadex A-25 and sephadex G-75. For antioxidant testing in vivo, the protective effect of CPS50-I was investigated against oxidation resistance in D-galactose (D-gal)-induced aging mice. It showed that CPS50-I had an obviously protective effect against D-gal-induced aging mice. The results suggest that the water-soluble polysaccharide CPS50-I provide a source of natural antioxidants with potential value for health foods and therapeutics and may contribute to be used as a dietary supplement to delay the process of aging.
Co-reporter:Zhenyuan Zhu;Shengfeng Li;Rongqiang Liu;Jing Yuan;Haibiao Wang;Yongmin Zhang;Yang Liu
Chinese Journal of Chemistry 2010 Volume 28( Issue 11) pp:2245-2248
Publication Date(Web):
DOI:10.1002/cjoc.201090371
Abstract
This paper describes an efficient synthesis of carbohydrate fatty acid esters based on a highly stereo- and regio-selective esterification. The suitably protected glycosyl was esterified with stearic acid to give mainly the β-anomer in good yield using p-toluenesulfonic acid as catalyst. The structures of these compounds were fully confirmed by 1H, 13C NMR, mass spectra and HRMS.
Co-reporter:Zhen-Yuan ZHU;Yong-Min ZHANG;Chao SUN;Yan-Ping YAO
Chinese Journal of Chemistry 2008 Volume 26( Issue 8) pp:1519-1522
Publication Date(Web):
DOI:10.1002/cjoc.200890275
Abstract
A stepwise synthesis of oligosaccharide chains containing 2-amino-2-deoxy-D-glucopyranose units was elaborated as a new versatile approach for preparation of biologically important oligosaccharides having 2-amino- 2-deoxysugars. Utilizing N-phthalic acyl group as the protective group of amine, and phenylthiolate as the leaving group at the reducing terminal, protected N-acetylchitooligosaccharide and its analogues, methyl (3-O-acetyl-4,6-O- benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(14)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 4, methyl (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-gluco-pyranosyl)-(14)- (3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(14)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 6, methyl (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranoside 8, and methyl (3-O-acetyl-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-(4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(13)-4,6-O-benzylene-2-deoxy-2-phthalimido-β-D-glucopyranoside 10, were designed and synthesized by amino glucose as the starting material, which were all characterized by 1H NMR, 13C NMR and HRMS.
Co-reporter:Zhen-Yuan Zhu, Xiao-Cui Liu, Ya-Li Tang, Feng-Ying Dong, ... Yong-Min Zhang
Journal of Bioscience and Bioengineering (October 2016) Volume 122(Issue 4) pp:494-498
Publication Date(Web):1 October 2016
DOI:10.1016/j.jbiosc.2016.03.015
The effects of culture medium composition (i.e., carbon and nitrogen sources) on the growth of mycelia, molecular weight distribution and antitumor activity of intracellular polysaccharides (IPS) from Cordyceps gunnii were investigated. Sucrose and peptone were proved to be the best carbon and nitrogen sources for mycelia growth and remarkably improved IPS production. When the sucrose concentration was 2.0%, the mycelium yield reached up to 15.94 ± 1.26 g/L, but with lower IPS yield; whereas the sucrose concentration was 4.5%, IPS yield reached to a maximum of 138.78 ± 3.89 mg/100 mL. The effects of different carbon/nitrogen (C/N) ratios with equal amounts of carbon source matter on the mycelia and IPS formation were optimized. It found that the yield of mycelia and IPS were both reached to the highest at a C/N ratio of 10:3. In addition, the IPS had the highest macro molecular polysaccharide content and antitumor activity when sucrose concentration was 3.5% and the C/N ratio was 10:1.5. Thus, there was a positive correlation between molecular weight distribution and antitumor activity of IPS by C. gunnii.
Co-reporter:Zhen-Yuan Zhu, You Luo, Guo-Ling Dong, Yuan-Yuan Ren, Li-Jing Chen, Ming-Zhu Guo, Xiao-Ting Wang, Xue-Ying Yang, Yongmin Zhang
International Journal of Biological Macromolecules (June 2016) Volume 87() pp:570-576
Publication Date(Web):1 June 2016
DOI:10.1016/j.ijbiomac.2016.03.024
A novel homogeneous polysaccharide fraction (APS) was extracted from Astragalus by hot water and purified by Sephadex G-100 and G-75 column. Its molecular weight was 693 kDa. APS and APS with ultra-high pressure treatment exhibited significant inhibitory abilities on a-glucosidase, inhibition rate from high to low in order was 400 MPa-APS, 300 MPa-APS, 500 MPa-APS and APS. The inhibition percentage of 400 MPa-APS (1.5 mg/mL) was 49% (max.). This suggested that the inhibitory activity of APS on a-glucosidase was improved by ultra-high pressure treatment. FT-IR, SEM, CD spectra, atomic force microscope and Congo red test analysis of APS and 400 MPa-APS showed ultra-high pressure treatment didn’t change the preliminary structure but had an effect on its advanced structure.
Co-reporter:Zhen-Yuan Zhu, You Luo, Yang Liu, Xiao-Ting Wang, ... Yong-Min Zhang
Journal of Drug Delivery Science and Technology (February 2016) Volume 31() pp:176-186
Publication Date(Web):1 February 2016
DOI:10.1016/j.jddst.2016.01.002
Chrysin is a plant flavone that possesses some significant biological activities. β-Cyclodextrin (β-CD) due to its property of encapsulating molecules that are hydrophobic in nature is widely applied as drug delivery vehicle. The paper presents the preparation, characterization and properties of chrysin-β-cyclodextrin inclusion complex. The stoichiometry of the inclusion complex has been established to be 1:3 (chrysin to β-cyclodextrin), with the inclusion rate of 90.5 ± 2.63 at 55 °C. The process of inclusion not only increased the solubility of chrysin but also its antioxidant potential, antimicrobial activity and anti-tumor activity.Download full-size image
![diethyl 2,2'-[(4-oxo-2-phenyl-4H-1-benzopyran-5,7-diyl)bis(oxy)]bisacetate](http://img.cochemist.com/ccimg/36100/36086-89-2.png)
![diethyl 2,2'-[(4-oxo-2-phenyl-4H-1-benzopyran-5,7-diyl)bis(oxy)]bisacetate](http://img.cochemist.com/ccimg/36100/36086-89-2_b.png)
