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Accueil > Les équipes > Glycochimie Organique Biologique et Supramoléculaire (GOBS) > Publications

Publications

publié le , mis à jour le

2013

2012



  • G. a Izzet, M. Ménand, B. Matt, S. Renaudineau, L. - M. Chamoreau, M. Sollogoub, et A. Proust, « Cyclodextrin-Induced Auto-Healing of Hybrid Polyoxometalates », Angewandte Chemie International Edition, vol. 51, nᵒ 2, p. 487–490.
    Mots-clés : auto-healing, Cyclodextrins, E-POM, GOBS, Host–guest systems, POLE 2, POLE 3, Polyoxometalates, POM.


  • L. Amorim, F. Marcelo, J. Désiré, M. Sollogoub, J. Jiménez-Barbero, et Y. Blériot, « Synthesis and conformational analysis of bicyclic mimics of α- and β-d-glucopyranosides adopting the biologically relevant 2,5B conformation », Carbohydrate Research, vol. 361, p. 219-224.
    Résumé : The synthesis of three conformationally locked d-glucopyranoside analogs displaying the hydroxyl pattern of the parent sugar is described. A two carbon bridge connecting the C-2 and C-5 atoms of the pyranose ring allows a torsion of the sugar ring toward a 2,5B conformation as confirmed by conformational analysis. This conformation is strongly believed to be adopted by the oxacarbenium ion-like transition state of several inverting glucosidases.
    Mots-clés : Bicycle, Boat conformation, Glucopyranose, Glycosidase, GOBS, POLE 3.


  • J. Deschamp, M. Mondon, S. Nakagawa, A. Kato, D. S. Alonzi, T. D. Butters, Y. Zhang, M. Sollogoub, et Y. Blériot, « Towards a stable noeuromycin analog with a d-manno configuration: Synthesis and glycosidase inhibition of d-manno-like tri- and tetrahydroxylated azepanes », Bioorganic & Medicinal Chemistry, vol. 20, nᵒ 2, p. 641-649.
    Résumé : Noeuromycin is a highly potent albeit unstable glycosidase inhibitor due to its hemiaminal function. While stable d-gluco-like analogs have been reported, no data are available for d-manno-like structures. A series of tri- and tetrahydroxylated seven-membered iminosugars displaying either a d-manno-or a l-gulo-like configuration, were synthesized from methyl α-d-mannopyranoside using a reductive amination-mediated ring expansion as the key step. Screening towards a range of commercial glycosidases demonstrated their potency as competitive glycosidase inhibitors while cellular assay showed selective albeit weak glycoprotein processing mannosidase inactivation.
    Mots-clés : Azepane, Glycosidase, GOBS, Iminosugar, Inhibition, POLE 3, Sugar mimic.

  • V. Dubee, M. Arthur, H. Fief, S. Triboulet, J. - L. Mainardi, L. Gutmann, M. Sollogoub, L. B. Rice, M. Etheve-Quelquejeu, et J. - E. Hugonnet, « Kinetic Analysis of Enterococcus faecium L,D-Transpeptidase Inactivation by Carbapenems », Antimicrobial Agents and Chemotherapy, vol. 56, nᵒ 6, p. 3409-3412.
    Résumé : Bypass of classical penicillin-binding proteins by the L,D-transpeptidase of Enterococcus faecium (Ldt(fm)) leads to high-level ampicillin resistance in E. faecium mutants, whereas carbapenems remain the lone highly active beta-lactams. Kinetics of Ldt(fm) inactivation was determined for four commercial carbapenems and a derivative obtained by introducing a minimal ethyl group at position 2. We show that the bulky side chains of commercial carbapenems have both positive and negative effects in preventing hydrolysis of the acyl enzyme and impairing drug binding.
    Mots-clés : antibiotics, biosynthesis, clavulanate, GOBS, meropenem, mycobacterium-tuberculosis, peptidoglycan cross-linking, POLE 3, resistance, transpeptidase.

  • N. Dupre, C. Brazel, L. Fensterbank, M. Malacria, S. Thorimbert, B. Hasenknopf, et E. Lacôte, « Self-Buffering Hybrid Gold-Polyoxometalate Catalysts for the Catalytic Cyclization of Acid-Sensitive Substrates », Chemistry-a European Journal, vol. 18, nᵒ 41, p. 12962-12965.
    Mots-clés : allenes, asymmetric enamine catalysts, carbene nhc complexes, CHEMBIO, COS, Cycloisomerization, epoxidation, GOBS, Gold, Heterocycles, heteropoly compounds, highly efficient, Hydroamination, intercluster compound, MACO, organic-inorganic hybrid composites, oxidation, POLE 1, POLE 3, Polyoxometalates, polyoxotungstates, protonation, SUPRA.


  • L. Eloy, A. - S. Jarrousse, M. - L. Teyssot, A. Gautier, L. Morel, C. Jolivalt, T. Cresteil, et S. Roland, « Anticancer Activity of Silver–N-Heterocyclic Carbene Complexes: Caspase-Independent Induction of Apoptosis via Mitochondrial Apoptosis-Inducing Factor (AIF) », ChemMedChem, vol. 7, nᵒ 5, p. 805–814.
    Résumé : Fourteen silver(I) complexes bearing N-heterocyclic carbene (NHC) ligands were prepared and evaluated for anticancer activity. Some of these were found to exhibit potent antiproliferative activity toward several types of human cancer cell lines, including drug-resistant cell lines, with IC50 values in the nanomolar range. An initial investigation into the mechanism of cell death induced by this family of silver(I) complexes was carried out. Cell death was shown to result from the activation of apoptosis without involvement of primary necrosis. In HL60 cells, silver–NHCs induce depolarization of the mitochondrial membrane potential (ΔΨm) and likely allow the release of mitochondrial proteins to elicit early apoptosis. This effect is not related to the overproduction of reactive oxygen species (ROS). In addition, apoptosis is not associated with the activation of caspase-3, but is triggered by the translocation of apoptosis-inducing factor (AIF) and caspase-12 from mitochondria and the endoplasmic reticulum, respectively, into the nucleus to promote DNA fragmentation and ultimately cell death. No modification in cell-cycle distribution was observed, indicating that silver–NHCs are not genotoxic. Finally, the use of a fluorescent complex showed that silver–NHCs target mitochondria. Altogether, these results demonstrate that silver–NHCs induce cancer cell death independent of the caspase cascade via the mitochondrial AIF pathway.
    Mots-clés : apoptosis-inducing factor, cancer, Carbene ligands, CHEMBIO, GOBS, Heterocycles, mode of action, POLE 3, silver.


  • Z. Guan, L. - H. Zhang, P. Sinaÿ, et Y. Zhang, « Study on Metal-Induced Reactions of α-Diazocarbonyl Glucosides », Journal of Organic Chemistry, vol. 77, nᵒ 20, p. 8888-8895.
    Résumé : Conversions of diazocarbonyl carbohydrate compounds catalyzed by a series of rhodium and copper catalysts in conventional heating or microwave conditions were investigated. C?H insertion product was obtained in the presence of Rh2(OAc)4. Intermolecular reactions rather than intramolecular reactions occurred in the presence of copper catalysts.
    Mots-clés : GOBS, POLE 3.


  • M. Guitet, S. A. de Beaumais, Y. Blériot, B. Vauzeilles, Y. Zhang, M. Ménand, et M. Sollogoub, « Cyclodextrins selectively modified on both rims using an O-3-debenzylative post-functionalisation, a consequence of the Sorrento meeting », Carbohydrate Research, vol. 356, p. 278-281.
    Résumé : A de-O-benzylation reaction induced by I2–Et3SiH and developed by Iadonisi et al. on mono- and disaccharides was applied to per- or polybenzylated α-cyclodextrins to furnish compounds deprotected at position 3 of all sugar units. This methodology allows the straightforward post-functionalisation of the secondary rim of cyclodextrins already functionalised on their primary rim.
    Mots-clés : Chemoselective, Cyclodextrin, Deprotection, GOBS, POLE 3, Post-functionalisation, Regioselective.


  • H. Li, Y. Zhang, S. Favre, P. Vogel, M. Sollogoub, et Y. Blériot, « Synthesis of branched seven-membered 1-N-iminosugars and their evaluation as glycosidase inhibitors », Carbohydrate Research, vol. 356, p. 110-114.
    Résumé : Four branched tetra- and pentahydroxylated azepanes have been synthesized from a common azepane precursor through dihydroxylation followed by deoxygenation. They have been assayed as glycosidase inhibitors on a panel of 22 glycosidases and one methylated azepane displayed selective, competitive, and moderate inhibition toward bovine kidney α-l-fucosidase.
    Mots-clés : Azepane, Glycosidase, GOBS, Iminosugar, Inhibitor, POLE 3.

  • J. Liang, J. He, S. Zhu, W. Zhao, Y. Zhao, Y. Zhang, et W. Sun, « An Expeditious Method Combining Multi-Components Determination And Fingerprinting Based On Ultra Performance Liquid Chromatography-Photo Diode Array-Tandem Mass Spectrometry And Chemometrics: Application For Authentication And Quality Evaluation Of Cornus Officinalis Sieb. Et Zucc », Analytical Letters, vol. 45, nᵒ 15, p. 2109-2124.
    Résumé : Selective and efficient analytical methods for authentication and quality evaluation of herbal medicines are significant and necessary. An expeditious method combining multi-components determination and fingerprinting based on ultra-performance liquid chromatography-photo diode array-tandem mass spectrometry (UPLC-PDA -MS/MS) and chemometrics for authentication and quality evaluation of Cornus Officinalis Sieb. et Zucc was developed. Tandem mass spectrometer operating in multiple reaction monitoring (MRM) was used for determination of three characteristic constituents (morroniside, sweroside, and loganin) in C. Officinalis. Meanwhile, UPLC fingerprint of C. Officinalis was established and the data set was submitted for classification to a suite of chemometrics method. Combing main biologically active components content level and chemometrics analysis, the effects of cultivation area, harvesting, and storage time on the quality of C. Officinalis were investigated. The study reveals that multi-components determination coupled with fingerprinting could be applied for authentication and quality evaluation of C. Officinalis which is accurate, efficient, and reliable.
    Mots-clés : Chemometrics, Cornus Officinalis Sieb. et Zucc, Fingerprint, fructus, GOBS, hplc, inflammation, loganin, mice, morroniside, Multi-components determination, POLE 3, Quality evaluation, uplc-ms/ms, uplc-pda-ms/ms.


  • J. Pérez-Castells, M. Fontanella, A. Ardá, F. J. Canãda, M. Sollogoub, Y. Blériot, et J. Jiménez-Barbero, « Conformational analysis of seven-membered 1-N-iminosugars by NMR and molecular modelling », New Journal of Chemistry, vol. 36, nᵒ 4, p. 1008-1013.
    Résumé : The conformational analysis of a series of tri- and tetrahydroxyazepanes 1–6 designed as noeuromycin mimics has been carried out using 1H NMR spectroscopy assisted by molecular mechanics, molecular dynamics and Monte Carlo calculations. A marked flexibility for these compounds has been found. Superimposition
    Mots-clés : GOBS, POLE 3.


  • H. Qu, Y. Zhang, X. Chai, et W. Sun, « Isoforsythiaside, an antioxidant and antibacterial phenylethanoid glycoside isolated from Forsythia suspensa », Bioorganic Chemistry, vol. 40, p. 87-91.
    Résumé : The isolation, structural elucidation, antioxidant effect and antibacterial activity of isoforsythiaside, a novel phenylethanoid glycoside isolated from Forsythia suspensa, were described. The antioxidant activity was estimated using the 1-diphenyl-2-picrylhydrazyl scavenging activity method and the in vitro antimicrobial activity was evaluated by the microtitre plate method. The results showed that this compound had strong activities. Owing to these properties, the study can be further extended to exploit for the possible application of isoforsythiaside as the alternative antioxidants and antibacterial agents from natural origin.
    Mots-clés : Antibacterial, Antioxidant, Forsythia suspensa, Forsythiaside, GOBS, Isoforsythiaside, POLE 3, Structural elucidation.


  • J. Rieger, T. Antoun, S. - H. Lee, M. Chenal, G. Pembouong, J. Lesage de la Haye, I. Azcarate, B. Hasenknopf, et E. Lacôte, « Synthesis and Characterization of a Thermoresponsive Polyoxometalate–Polymer Hybrid », Chemistry – A European Journal, vol. 18, nᵒ 11, p. 3355–3361.
    Résumé : We report the synthesis of the first organo-POM with thermoresponsive properties. Our concept will provide chemists with a new tool to design POMs whose solubility is reversibly controllable through an external stimulus. POM–polymer TBA7[POM]-poly(N,N-diethylacrylamide) (POM–PDEAAm), was prepared by grafting PDEAAm-NH2 (obtained by RAFT polymerization) onto the activated Dawson acyl-POM, α2-[P2W17O61SnCH2CH2C(O)]6−. Extensive MS analysis was used to monitor the chain-functionalization steps and to confirm the formation of the hybrid. Aqueous solutions of the (NH4)7[POM–PDEAAm] exhibited a LCST of 38 °C. Thus, the solubility/aggregation of the hybrid was reversibly controlled by changing the temperature. Above 38 °C, the solution became cloudy, and cleared again upon cooling. Dynamic light scattering (DLS) revealed the formation of small aggregates in the range 100 nm. We assumed that the charged POM head units prevented the formation of the larger-scattering aggregates that are usually observed for PDEAAm, and promoted the formation of micelle-like structures. The conjugate exhibited a temperature transition, which was different from that of the polymer and depended on the counterions associated with the POM. This result demonstrates the potential for merging organic (in this case, polymer) and inorganic structures to afford materials that exhibit new properties.
    Mots-clés : aggregation, COS, GOBS, MACO, organic-inorganic hybrid composites, POLE 1, POLE 3, POLE 4, POLYMERES, polymerization, Polyoxometalates, SUPRA, thermoresponsive polymers.


  • M. - P. Santoni, A. K. Pal, G. S. Hanan, M. - C. Tang, K. Venne, A. Furtos, P. Ménard-Tremblay, C. Malveau, et B. Hasenknopf, « Coordination-driven self-assembly of polyoxometalates into discrete supramolecular triangles », Chemical Communications, vol. 48, nᵒ 2, p. 200-202.
    Résumé : Pd(ii)-directed self-assembly of a 3-pyridyl grafted Lindqvist hexavanadate led to the formation of a unique trimeric species, as confirmed by a variety of techniques, including pulsed-field gradient NMR spectroscopy and high-resolution ESI mass spectrometry.
    Mots-clés : GOBS, POLE 3, SUPRA.


  • R. Skanji, M. Ben Messaouda, Y. Zhang, M. Abderrabba, H. Szwarc, et F. Moussa, « Sequential photo-addition of glycine methyl-ester to [60]fullerene », Tetrahedron, vol. 68, nᵒ 12, p. 2713-2718.
    Résumé : While direct photo-addition of glycine-methyl-esters (GME) to [60]fullerene (C60) can yield a complex product mixture, only a fulleropyrrolidine (FP) mono-adduct has been characterized and the mechanism remains to be ascertained. We show here that visible light irradiation of a mixture of C60 and GME in the presence of oxygen is a direct route to synthesize sequentially higher FP poly-adducts through an unprecedented cyclization–deamination mechanism. Each step of this mechanism leads to a FP adduct involving the correlated addition of two GME radicals and the departure of an ammonia molecule.
    Mots-clés : C60-Polyadducts, Fulleropyrrolidine, Glycine-methyl-esters, GOBS, Photo-additions, POLE 3, [60]Fullerene.


  • S. L. Xiao, D. M. Zhou, M. Yang, F. Yu, L. H. Zhang, P. Sinaÿ, et Y. M. Zhang, « Synthesis of two mono-deoxy β-cyclodextrin derivatives as useful tools for confirming DIBAL-H promoted bis-de-O-methylation mechanism », Chinese Chemical Letters, vol. 23, nᵒ 12, p. 1315-1318.
    Résumé : Diisobutylaluminium hydride (DIBAL-H) promotes secondary rim regioselective bis-de-O-methylation of permethylated β-cyclodextrin (β-CD) to give diol 2. To gain an insight into the mechanism of this remarkable regioselective behavior, two corresponding permethylated β-CDs with an alcohol function at either 2- or 3-position were synthesized in our previous study. As a step further to this work, the two compounds were subjected to deoxygenation reaction with tributyltin hydride in the present of 2,2′-azobisisobutyronitrile affording the corresponding 2- and 3-deoxy permethylated β-CD derivatives (19 and 16). The structures of these two compounds were characterized by 1D and 2D NMR and HRMS. Compounds 16 and 19 were unable to react with DIBAL-H which suggests that O-2A and O-3B are necessary for DIBAL-H promoted bis-de-O-methylation reaction of permethylated β-CD.
    Mots-clés : Cyclodextrin (CD), Deoxy, DIBAL-H, GOBS, Mechanism, POLE 3, Synthesis.


  • S. -long Xiao, Q. Wang, F. Yu, Y. -yun Peng, M. Yang, M. Sollogoub, P. Sinaÿ, Y. -min Zhang, L. -he Zhang, et D. -min Zhou, « Conjugation of cyclodextrin with fullerene as a new class of HCV entry inhibitors », Bioorganic & Medicinal Chemistry, vol. 20, nᵒ 18, p. 5616-5622.
    Résumé : An α-cyclodextrin–[60]fullerene conjugate with a flexible linker at the secondary face of α-cyclodextrin has been prepared, which displays significant water solubility and, more importantly, acts as a new class of HCV entry inhibitor with IC50 at 0.17 μM level.
    Mots-clés : Conjugate, Fullerene, GOBS, HCV entry, POLE 3, α-Cyclodextrin.


  • S. - H. Yan, Y. - Y. Zhao, H. - S. Zeng, Y. Zhang, R. - C. Lin, et W. - J. Sun, « Chemical composition and antioxidant activities of extracts from <i>Apocyni Veneti Folium</i> », Natural Product Research, vol. 26, nᵒ 7, p. 600-608.

  • W. Zhao, J. He, Y. Zhang, Y. Ito, Q. Su, et W. Sun, « Preparative Isolation and Purification of Alkaloids from Picrasma Quassiodes (d. Don) Benn. by High-Speed Countercurrent Chromatography », Journal of Liquid Chromatography & Related Technologies, vol. 35, nᵒ 11, p. 1597-1606.
    Résumé : By using a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water (2: 2: 2: 2, v/v/v/v), a high-speed counter-current chromatography technique was successfully used for isolation and purification of three alkaloids from Picrasma quassiodes (D. Don) Benn. for the first time. A total of 22.1 mg of 3-methylcanthin-2,6-dione, 4.9 mg of 4-methoxy-5-hydroxycanthin-6-one and 1.2 mg of 1-methoxycarbonyl-beta-carboline were obtained from 100 mg of crude extract of Picrasma quassiodes (D. Don) Benn. in less than 5 hr, with purities of 89.30%, 98.32%, and 98.19%, respectively. The target compounds were identified by ESI-MS, H-1 NMR, and C-13 NMR.
    Mots-clés : 1-methoxycarbonyl-beta-carboline, 3-methylcanthin-2,6-dione, 4-methoxy-5-hydroxycanthin-6-one, Alkaloids, beta-carboline alkaloids, GOBS, high-speed countercurrent chromatography, Picrasma quassiodes, POLE 3, separation.

  • Y. - Y. Zhao, X. - L. Cheng, F. Wei, X. - Y. Xiao, W. - J. Sun, Y. Zhang, et R. - C. Lin, « Serum metabonomics study of adenine-induced chronic renal failure in rats by ultra performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry », Biomarkers, vol. 17, nᵒ 1, p. 48-55.
    Résumé : An ultra performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry (UPLC Q-TOF MS) metabonomics approach was employed to study the serum metabolic profiling of adenine-induced chronic renal failure (CRF) rats. Acquired data were subjected to principal component analysis (PCA) for differentiating the CRF and the normal control groups. Potential biomarkers were screened by using S-plot and were identified by the accurate mass, isotopic pattern and MS/MS fragments information obtained from UPLC Q-TOF MS analysis. Significant differences in the serum level of creatinine, amino acids and LysoPCs were observed, indicating the perturbations of amino acid metabolism and phospholipid metabolism in adenine-induced CRF rats. This research proved that metabonomics is a promising tool for disease research.
    Mots-clés : activation, biomarkers, Chronic renal failure, GOBS, inborn-errors, kidney, metabolism, metabonomics, nmr-spectroscopy, pathway, POLE 3, principal component analysis, rats, serum, tof ms, uplc, uplc q-tof ms.

  • Z. - Y. Zhu, J. Chen, C. - L. Si, N. Liu, H. - Y. Lian, L. - N. Ding, Y. Liu, et Y. - M. Zhang, « Immunomodulatory effect of polysaccharides from submerged cultured Cordyceps gunnii », Pharmaceutical Biology, vol. 50, nᵒ 9, p. 1103-1110.
    Résumé : Context: The genus Cordyceps (Clavicipitaceae) is a group of entomopathogenic fungi that is widely used as tonic food or invigorant with broad-spectrum medicinal properties in China. Cordyceps gunnii (Berk.) Berk (C. gunnii), is also well known as the Chinese rare caterpillar fungus and has similar pharmacological activities with Cordyceps sinensis (C. sinensis). Polysaccharides (PS) from various Cordyceps species have demonstrated many interesting biological activities, including antitumor, immunopotentiation, hypoglycemic, and hypocholesterolemic activities. Objective: To investigate the effect of C. gunnii PS on the immunostimulatory antitumor function and expression of immune related cytokines in normal, immuno-suppressive, and H22-bearing mice, respectively. Methods: C. gunnii PS were extracted with hot water at 80 C for 2 h. Normal, immuno-suppressive, and H22-bearing mice were treated with PS respectively. By detecting the value of macrophage phagocytic index, proliferation of lymphocytes, natural killer (NK) cell activity and expression of related cytokines, interleukin (IL-4), tumor necrosis factor-alpha (TNF-alpha) and interferon-gamma (IFN-gamma), and tumor inhibition index in H22-bearing mice additionally, the effect of PS on immunostimulatory antitumor function and its mechanism were studied. Results: The total sugar content of the PS was determined to be 95% after purification. PS markedly increased the thymus and spleen indexes, the macrophage phagocytosis, the proliferation of splenic cells, and the level of IFN-gamma and TNF-alpha. In tumor growth inhibition test, PS showed remarkable inhibition effects. Conclusion: PS from the C. gunnii could enhance nonspecific immunological function, humoral immunity, cellular immunity in mice, and inhibit tumor growth.
    Mots-clés : Antitumor, Cordyceps, expression, GOBS, mice, nonspecific immunity, POLE 3, polysaccharides.


  • Z. - Y. Zhu, H. - Y. Lian, C. - L. Si, Y. Liu, N. Liu, J. Chen, L. - N. Ding, Q. Yao, et Y. Zhang, « The chromatographic analysis of oligosaccharides and preparation of 1-kestose and nystose in yacon », International Journal of Food Sciences and Nutrition, vol. 63, nᵒ 3, p. 338-342.
    Mots-clés : analysis, glucose-oxidase, GOBS, mixed-enzyme-system, oligosaccharide, POLE 3, separation, yacon.
    Pièce jointe


  • Z. - Y. Zhu, N. Liu, Y. Liu, C. - L. Si, R. - Q. Liu, J. Chen, C. - J. Liu, A. - J. Liu, et Y. - M. Zhang, « Chemical analysis of a polysaccharide from <i>Cristaria plicata</i> (Leach) », International Journal of Food Sciences and Nutrition, vol. 63, nᵒ 4, p. 506-511.
    Mots-clés : anodonta-cygnea, chemical composition, GOBS, hyriopsis-cumingii, isolation, mussel, POLE 3, Polysaccharide, purification, structure.
    Pièce jointe

  • Z. -yuan Zhu, N. Liu, C. -ling Si, Y. Liu, L. -na Ding, C. Jing, A. -jun Liu, et Y. -min Zhang, « Structure and anti-tumor activity of a high-molecular-weight polysaccharide from cultured mycelium of Cordyceps gunnii », Carbohydrate Polymers, vol. 88, nᵒ 3, p. 1072-1076.
    Résumé : 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 x 10(6) Da. The specific rotation of CPS was recorded [alpha](D)(25) = +134.2 degrees. 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 alpha-(1 -> 4) glucose. The tumor inhibition ratio on K562 cell by CPS was 56.65%. (C) 2012 Elsevier Ltd. All rights reserved.
    Mots-clés : antioxidant activity, Antitumor, cells, Characteristic, Cordyceps gunnii, GOBS, High-molecular-weight polysaccharide, mice, militaris, POLE 3, purification, sinensis.

  • Z. - Y. Zhu, Q. Yao, Y. Liu, C. - L. Si, J. Chen, N. Liu, H. - Y. Lian, L. - N. Ding, et Y. - M. Zhang, « Highly efficient synthesis and antitumor activity of monosaccharide saponins mimicking components of Chinese folk medicine Cordyceps sinensis », Journal of Asian Natural Products Research, vol. 14, nᵒ 5, p. 429-435.
    Résumé : Ergosterol 3-O-beta-D-glucopyranoside (1a) and ergosterol 3-O-beta-D-galactopyranoside (1b) were highly efficiently synthesized and evaluated for their inhibitory activities against two tumor cell lines. The structures of these compounds were extensively confirmed by H-1, C-13 NMR, IR, and HRMS. Compounds 1a and 1b exhibited interesting cytotoxic profiles. The antitumor activity of compound 1a was higher than that of 1b.
    Mots-clés : Cordyceps sinensis, Ergosterol, Glycosylation, GOBS, POLE 3, saponins.

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