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

Publications

publié le , mis à jour le

2021

2020



  • A. Bordes, A. Poveda, T. Troadec, A. Franconetti, A. Ardá, F. Perrin, M. Ménand, M. Sollogoub, J. Guillard, J. Désiré, R. Tripier, J. Jiménez-Barbero, et Y. Blériot, « Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog », Organic Letters, vol. 22, nᵒ 6, p. 2344-2349, mars 2020.


  • Y. Chang, Y. Yuan, Q. Zhang, Y. Rong, Y. Yang, M. Chi, Z. Liu, Y. Zhang, P. Yu, et Y. Teng, « Effects of an isatin derivative on tumor cell migration and angiogenesis », RSC Advances, vol. 10, nᵒ 2, p. 1191-1197, 2020.
    Résumé : Compound 5-61 , a 5-(2-carboxyethenyl)isatin derivative was previously shown to have potent anticancer activity. Its effect on angiogenesis was further explored in this study. , Compound 5-61 , a 5-(2-carboxyethenyl)isatin derivative was previously shown to have potent anticancer activity. Its effect on angiogenesis was further explored in this study. Notably, 5-61 showed selective cytotoxicity against liver hepatocellular carcinoma HepG-2 cells (IC 50 = 7.13 nM). 5-61 powerfully induced apoptosis and G 2 /M phase arrest as well as inhibited the migration of HepG2 cells. Additionally, 5-61 clearly diminished tube formation and the actin arrangement in HUVECs. The physiological anti-angiogenic effects of 5-61 were further assessed by chick chorioallantoic membrane assays in vivo . The effects exerted by 5-61 were found to be mediated by VEGF along with its downstream signaling pathways including the PI3K/Akt/mTOR pathway and mitogen-activate protein kinase pathways (ERK). These results suggested that 5-61 is a potential tumor angiogenesis inhibitor that functions by interrupting the auto-phosphorylation of AKT, mTOR, and ERK 1/2.
    Mots-clés : GOBS, POLE 3.


  • Y. Chen, X. Wang, Y. Zhu, L. Si, B. Zhang, Y. Zhang, L. Zhang, D. Zhou, et S. Xiao, « Synthesis of a Hexavalent Betulinic Acid Derivative as a Hemagglutinin-Targeted Influenza Virus Entry Inhibitor », Molecular Pharmaceutics, vol. 17, nᵒ 7, p. 2546-2554, juill. 2020.


  • Y. Cui, Y. Mao, J. Mao, et Y. Zhang, « Smart regioselectivity towards mono 6-hydroxyl α-cyclodextrin amphiphilic derivatives », RSC Advances, vol. 10, nᵒ 18, p. 10695-10702, 2020.
    Résumé : A smart regioselective CD modification is described. For mono 6-hydroxyl and penta-alkyl coexistence on the primary face of α-CD, no additional catalysis or enzyme process are needed, just via adjustment of the ratio of alkali to alkylation agent. , Following the trend of eco-friendly development, a smart regioselective modification is described herein, for mono 6-hydroxyl and penta-alkyl coexistence on the primary face of α-cyclodextrins with no additional catalysis or no enzyme process, just via the adjustment of the ratio of alkali to alkylation agent, with good yields. The novel procedure minimized the tedious protection, deprotection steps and provided useful intermediates for further cutting edge research. Thus, the scope of green and economical access is extended from penta-pentenyl substitution to C 4 –C 6 alkyl group substitution. It was speculated that the mechanism might be controlled by the concentration of alkali in the system and the steric effects of the electrophilic reagent RBr.
    Mots-clés : GOBS, POLE 3.


  • F. Ding, J. Fu, C. Tao, Y. Yu, X. He, Y. Gao, et Y. Zhang, « Recent Advances of Chitosan and its Derivatives in Biomedical Applications », Current Medicinal Chemistry, vol. 27, nᵒ 18, p. 3023-3045, juin 2020.
    Résumé : Chitosan is the second-most abundant natural polysaccharide. It has unique characteristics, such as biodegradabilit

    y, biocompatibility, and non-toxicity. Due to the existence of its free amine group and hydroxyl groups on its backbone chain, chitosan can undergo further chemical modifications to generate Chitosan Derivatives (CDs) that permit additional biomedical functionality. Chitosan and CDs can be fabricated into various forms, including Nanoparticles (NPs), micelles, hydrogels, nanocomposites and nano-chelates. For these reasons, chitosan and CDs have found a tremendous variety of biomedical applications in recent years. This paper mainly presents the prominent applications of chitosan and CDs for cancer therapy/diagnosis, molecule biosensing, viral infection, and tissue engineering over the past five years. Moreover, future research directions on chitosan are also considered.
    Mots-clés : GOBS, POLE 3.


  • B. Doistau, L. Benda, J. - L. Cantin, O. Cador, F. Pointillart, W. Wernsdorfer, L. - M. Chamoreau, V. Marvaud, B. Hasenknopf, et G. Vives, « Dual switchable molecular tweezers incorporating anisotropic MnIII–salphen complexes », Dalton Transactions, vol. 49, nᵒ 26, p. 8872-8882, juill. 2020.
    Résumé : An alternative strategy for the synthesis of terpyridine based switchable molecular tweezers has been developed to incorporate anisotropic Mn(III)–salphen complexes. The free ligand was synthesized using a building block strategy based on Sonogashira coupling reactions and was then selectively metalated with manganese in a last step. The conformation of the tweezers was switched from an open ‘W’ shaped form to a closed ‘U’ form by Zn(II) coordination to the terpyridine unit bringing the two Mn–salphen moieties in close spatial proximity as confirmed by X-ray crystallography. An alternate switching mechanism was observed by the intercalation of a bridging cyanide ligand between the two Mn–salphen moieties that resulted in the closing of the tweezers. These dual stimuli are attractive for achieving multiple controls of the mechanical motion of the tweezers. A crystallographic structure of unexpected partially oxidized closed tweezers was also obtained. One of the two Mn–salphen moieties underwent a ligand-centered oxidation of an imino to an amido group allowing an intramolecular Mn–Oamide–Mn linkage. The magnetic properties of the manganese(III) dimers were investigated to evaluate the magnetic exchange interaction and analyze the single molecule magnet behavior.
    Mots-clés : E-POM, GOBS, POLE 2, POLE 3.
    Pièce jointe Snapshot 876.4 ko (source)
    Pièce jointe Full Text PDF 4.2 Mo (source)


  • J. Du, X. Li, S. Ruan, Y. Li, F. Ren, Y. Cao, X. Wang, Y. Zhang, S. Wu, et J. Li, « Rational design of a novel turn-on fluorescent probe for the detection and bioimaging of hydrazine with barbituric acid as a recognition group », The Analyst, vol. 145, nᵒ 2, p. 636-642, 2020.
    Résumé : A novel turn-on fluorescent probe with barbituric acid as a unique recognition group has been rationally designed and synthesized using a facile method for detecting hydrazine. , A novel turn-on fluorescent probe with barbituric acid as a unique recognition group has been rationally designed and synthesized using a facile method for detecting hydrazine. The 5-((7-(dimethylamino)-4,5-dihydronaphtho [1,2- b ] thiophen-2-yl)methylene)pyrimidine-2,4,6 (1 H ,3 H ,5 H )-trione ( DPT ) probe displays a large emission signal ratio variation (more than a 40-fold enhancement) in the presence of hydrazine under neutral conditions. Interestingly, a novel recognition mechanism based on a hydrazine-triggered addition–cyclisation-retro aldol was proposed and confirmed. Additionally, the DPT probe exhibits a low detection limit (5 × 10 −8 M), applicable to the physiological pH range (3–12), a broad linear response range for hydrazine concentrations between 0 and 34 μM and a large Stokes shift (147 nm) for hydrazine detection in aqueous solution. Moreover, the DPT probe was successfully implemented for hydrazine imaging in vivo .
    Mots-clés : GOBS, POLE 3.


  • X. He, M. Zhong, S. Li, X. Li, Y. Li, Z. Li, Y. Gao, F. Ding, D. Wen, Y. Lei, et Y. Zhang, « Synthesis and biological evaluation of organoselenium (NSAIDs-SeCN and SeCF3) derivatives as potential anticancer agents », European Journal of Medicinal Chemistry, vol. 208, p. 112864, 2020.


  • X. Li, Q. Feng, L. Qu, T. Zhao, X. Li, T. Bai, S. Sun, S. Wu, Y. Zhang, et J. Li, « A water-soluble and incubate-free fluorescent environment-sensitive probe for ultrafast visualization of protein thiols within living cells », Analytica Chimica Acta, vol. 1126, p. 72-81, 2020.


  • Z. Li, T. Bavaro, S. Tengattini, R. Bernardini, M. Mattei, F. Annunziata, R. B. Cole, C. Zheng, M. Sollogoub, L. Tamborini, M. Terreni, et Y. Zhang, « Chemoenzymatic synthesis of arabinomannan (AM) glycoconjugates as potential vaccines for tuberculosis », European Journal of Medicinal Chemistry, vol. 204, p. 112578, 2020.
    Mots-clés : CSOB, GOBS, POLE 3.


  • Z. Li, T. Bavaro, S. Tengattini, R. Bernardini, M. Mattei, F. Annunziata, R. B. Cole, C. Zheng, M. Sollogoub, L. Tamborini, M. Terreni, et Y. Zhang, « Chemoenzymatic synthesis of arabinomannan (AM) glycoconjugates as potential vaccines for tuberculosis », European Journal of Medicinal Chemistry, vol. 204, p. 112578, 2020.


  • Z. Li, C. Zheng, M. Terreni, T. Bavaro, M. Sollogoub, et Y. Zhang, « A Concise Synthesis of Oligosaccharides Derived From Lipoarabinomannan (LAM) with Glycosyl Donors Having a Nonparticipating Group at C2: A Concise Synthesis of Oligosaccharides Derived From Lipoarabinomannan (LAM) with Glycosyl Donors Having a Nonparticipating Group at C2 », European Journal of Organic Chemistry, vol. 2020, nᵒ 14, p. 2033-2044, avr. 2020.


  • Z. Li, C. Zheng, M. Terreni, L. Tanzi, M. Sollogoub, et Y. Zhang, « Novel Vaccine Candidates against Tuberculosis », Current Medicinal Chemistry, vol. 27, nᵒ 31, p. 5095-5118, sept. 2020.
    Résumé : Ranking above AIDS, Tuberculosis (TB) is the ninth leading cause of death affecting and killing many individuals every year. Drugs’ efficacy is limited by a series of problems such as Multi- Drug Resistance (MDR) and Extensively-Drug Resistance (XDR). Meanwhile, the only licensed vaccine BCG (Bacillus Calmette-Guérin) existing for over 90 years is not effective enough. Consequently, it is essential to develop novel vaccines for TB prevention and immunotherapy. This paper provides an overall review of the TB prevalence, immune system response against TB and recent progress of TB vaccine research and development. Several vaccines in clinical trials are described as well as LAM-based candidates.
    Mots-clés : GOBS, POLE 3.
  • B. Linclau, A. Ardá, N. - C. Reichardt, M. Sollogoub, L. Unione, S. P. Vincent, et J. Jiménez-Barbero, « Fluorinated carbohydrates as chemical probes for molecular recognition studies. Current status and perspectives », Chemical Society Reviews, vol. 49, nᵒ 12, p. 3863-3888, 2020.
    Résumé : Fluorinated carbohydrates have become indispensable in glycosciences. This contribution provides an overview of how fluorine introduction modifies physical and chemical properties of carbohydrates along with selected examples of its applications. , This review provides an extensive summary of the effects of carbohydrate fluorination with regard to changes in physical, chemical and biological properties with respect to regular saccharides. The specific structural, conformational, stability, reactivity and interaction features of fluorinated sugars are described, as well as their applications as probes and in chemical biology.
    Mots-clés : GOBS, POLE 3.


  • X. Meng, X. Lian, X. Li, Q. Ya, T. Li, Y. Zhang, Y. Yang, et Y. Zhang, « Synthesis of 2′-paclitaxel 2-deoxy-2-fluoro-glucopyranosyl carbonate for specific targeted delivery to cancer cells », Carbohydrate Research, vol. 493, p. 108034, 2020.


  • Y. Nie, M. Zhong, S. Li, X. Li, Y. Zhang, Y. Zhang, et X. He, « Synthesis and Potential Anticancer Activity of Some Novel Selenocyanates and Diselenides », Chemistry & Biodiversity, vol. 17, nᵒ 5, 2020.


  • X. - L. Shang, L. - C. Pan, Y. Tang, Y. Luo, Z. - Y. Zhu, H. - Q. Sun, M. Meng, et Y. -min Zhang, « 1H NMR-based metabonomics of the hypoglycemic effect of polysaccharides from Cordyceps militaris on streptozotocin-induced diabetes in mice », Natural Product Research, vol. 34, nᵒ 10, p. 1366-1372, mai 2020.


  • L. F. Sobala, G. Speciale, S. Zhu, L. Raich, N. Sannikova, A. J. Thompson, Z. Hakki, D. Lu, S. Shamsi Kazem Abadi, A. R. Lewis, V. Rojas-Cervellera, G. Bernardo-Seisdedos, Y. Zhang, O. Millet, J. Jiménez-Barbero, A. J. Bennet, M. Sollogoub, C. Rovira, G. J. Davies, et S. J. Williams, « An Epoxide Intermediate in Glycosidase Catalysis », ACS Central Science, vol. 6, nᵒ 5, p. 760-770, mai 2020.


  • L. Tanzi, M. S. Robescu, S. Marzatico, T. Recca, Y. Zhang, M. Terreni, et T. Bavaro, « Developing a Library of Mannose-Based Mono- and Disaccharides: A General Chemoenzymatic Approach to Monohydroxylated Building Blocks », Molecules, vol. 25, nᵒ 23, p. 5764, déc. 2020.
    Résumé : Regioselective deprotection of acetylated mannose-based mono- and disaccharides differently functionalized in anomeric position was achieved by enzymatic hydrolysis. Candida rugosa lipase (CRL) and Bacillus pumilus acetyl xylan esterase (AXE) were immobilized on octyl-Sepharose and glyoxyl-agarose, respectively. The regioselectivity of the biocatalysts was affected by the sugar structure and functionalization in anomeric position. Generally, CRL was able to catalyze regioselective deprotection of acetylated monosaccharides in C6 position. When acetylated disaccharides were used as substrates, AXE exhibited a marked preference for the C2, or C6 position when C2 was involved in the glycosidic bond. By selecting the best enzyme for each substrate in terms of activity and regioselectivity, we prepared a small library of differently monohydroxylated building blocks that could be used as intermediates for the synthesis of mannosylated glycoconjugate vaccines targeting mannose receptors of antigen presenting cells.
    Mots-clés : GOBS, POLE 3.


  • C. Tugny, N. del Rio, M. Koohgard, N. Vanthuyne, D. Lesage, K. Bijouard, P. Zhang, J. Meijide Suárez, S. Roland, E. Derat, O. Bistri-Aslanoff, M. Sollogoub, L. Fensterbank, et V. Mouriès-Mansuy, « β-Cyclodextrin–NHC–Gold(I) Complex (β-ICyD)AuCl: A Chiral Nanoreactor for Enantioselective and Substrate-Selective Alkoxycyclization Reactions », ACS Catalysis, vol. 10, nᵒ 11, p. 5964-5972, juin 2020.
    Résumé : NHC-capped β-cyclodextrin (β-ICyD) was used as a ligand for gold-catalyzed alkoxycyclization reactions. The cavity was found to be responsible for a triple selectivity: (i) the asymmetric shape of the cavity of β-ICyD induced highly stereoselective cyclizations, (ii) the shape of the interior favored the formation of a six-membered ring in the absence of a nucleophile, and finally, (iii) the encapsulation of the metal inside the cavity disfavored the addition of sterically hindered alcohols. Highly enantioselective and substrate-selective alkoxycyclizations of enynes are therefore promoted by the cavity-based molecular reactor (β-ICyD)AuCl.
    Mots-clés : CSOB, GOBS, MACO, POLE 1, POLE 3.
    Pièce jointe Full Text PDF 2.2 Mo (source)


  • H. Wang, R. Xu, S. Liang, F. Ran, L. Zhang, Y. Zhang, D. Zhou, et S. Xiao, « Selective and facile deacetylation of pentacyclic triterpenoid under methanolic ammonia condition and unambiguous NMR analysis », Chinese Chemical Letters, vol. 31, nᵒ 2, p. 333-336, 2020.


  • C. Xiang, M. Cao, A. Miao, F. Gao, X. Li, G. Pan, W. Zhang, Y. Zhang, P. Yu, et Y. Teng, « Antioxidant activities of anastatin A & B derivatives and compound 38c's protective effect in a mouse model of CCl <sub>4</sub> -induced acute liver injury », RSC Advances, vol. 10, nᵒ 24, p. 14337-14346, 2020.
    Résumé : Anastatins B derivative 38c both had good antioxidant activity in vitro and in vivo . , Anastatins A and B, two flavonoid compounds isolated from desert plant Anastatica hierochuntica , have protective activities for primary rat hepatocytes. Anastatins A and B, and their derivatives, were synthesized by our group previously. In this study, the antioxidant activity and cytotoxicity of these compounds were studied using chemical assessment methods, cell proliferation inhibition experiments, and cell oxidative damage models. The best compound, 38c , was used to study the hepatoprotection activity and mechanism by using a CCl 4 -induced liver injury model in mice. The results show that most of these flavonoid compounds have good antioxidant activity and low cytotoxicity in vitro . Among them, the most potent compound was 38c , which exhibited a protective effect on CCl 4 -induced hepatic injury by suppressing the amount of CYP2E1. These findings indicate that anastatin flavonoid derivatives have potential therapeutic utility against oxidative hepatic injury.
    Mots-clés : GOBS, POLE 3.
  • S. Xiao, D. Zhou, L. Zhang, P. Sinaÿ, et Y. Zhang, « Preparation of unsymmetrically 2A,3B,6C(F)-trihydroxy-per-O-methylated α-cyclodextrin and NMR analysis », Tetrahedron Letters, vol. 61, nᵒ 33, p. 152224, 2020.


  • G. Xu, S. Leloux, P. Zhang, J. M. Suárez, Y. Zhang, E. Derat, M. Ménand, O. Bistri‐Aslanoff, S. Roland, T. Leyssens, O. Riant, et M. Sollogoub, « Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones », Angewandte Chemie International Edition, vol. 59, nᵒ 19, p. 7591-7597, 2020.
    Résumé : The encapsulation of copper inside a cyclodextrin capped with an N-heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity-controlled chemoselective copper-catalyzed hydrosilylation of α,β-unsaturated ketones. Remarkably, (α-ICyD)CuCl promoted the 1,2-addition exclusively, while (β-ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C−H bonds of the cyclodextrin.
    Mots-clés : cavities, copper hydride, cyclodextrins, GOBS, hydrosilylation, MACO, N-heterocyclic carbenes, POLE 1, POLE 3, α, β-unsaturated ketones.
    Pièce jointe Full Text PDF 3.2 Mo (source)


  • L. Yang, S. Ruan, A. Zhang, M. Hu, J. Zhang, K. Sheng, J. Tian, Y. Zhang, S. Wu, et J. Li, « A colorimetric and ratiometric fluorescent probe with Meldrum's acid as the recognition group for in vitro and in vivo imaging of hypochlorite », Dyes and Pigments, vol. 175, p. 108144, 2020.


  • Z. Zhao, X. Dai, C. Li, X. Wang, J. Tian, Y. Feng, J. Xie, C. Ma, Z. Nie, P. Fan, M. Qian, X. He, S. Wu, Y. Zhang, et X. Zheng, « Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect », European Journal of Medicinal Chemistry, vol. 186, p. 111893, 2020.


  • Z. Zhao, L. Wu, J. Xie, Y. Feng, J. Tian, X. He, B. Li, L. Wang, X. Wang, Y. Zhang, S. Wu, et X. Zheng, « Rhodomyrtus tomentosa (Aiton.): A review of phytochemistry, pharmacology and industrial applications research progress », Food Chemistry, vol. 309, p. 125715, 2020.


  • C. Zheng, R. Huang, T. Bavaro, M. Terreni, M. Sollogoub, J. Xu, et Y. Zhang, « Design, synthesis and biological evaluation of new ganglioside GM3 analogues as potential agents for cancer therapy », European Journal of Medicinal Chemistry, vol. 189, p. 112065, 2020.


  • C. Zheng, M. Terreni, M. Sollogoub, et Y. Zhang, « Functional Role of Glycosphingolipids in Cancer », Current Medicinal Chemistry, vol. 27, août 2020.
    Résumé : : Glycosphingolipids (GSLs) are ubiquitous components on animal cell membranes, and exposed on the outer surface. Various studies have demonstrated that they play key roles in cells proliferation, adhesion, motility and differentiation. Usually, the specific types of GSLs are expressed more highly in tumors than in normal tissues, which are known as tumorassociated antigens. It has been revealed that most tumor cells show altered GSLs patterns on their surface, abnormal GSLs signaling and biosynthesis, which together play a major role in tumor development. Tumor-associated GSL antigens have been used in the development of antitumor vaccines. It is no doubt that GSLs play a crucial role in tumor progression and would be a promising target for cancer treatment.
    Mots-clés : GOBS, POLE 3.


  • X. Zhu, G. Xu, L. - M. Chamoreau, Y. Zhang, V. Mouriès‐Mansuy, L. Fensterbank, O. Bistri‐Aslanoff, S. Roland, et M. Sollogoub, « Permethylated NHC-Capped α- and β-Cyclodextrins (ICyDMe) Regioselective and Enantioselective Gold-Catalysis in Pure Water », Chemistry – A European Journal, vol. 26, nᵒ 68, p. 15901-15909, 2020.
    Résumé : A series of water-soluble encapsulated copper(I), silver(I) or gold(I) complexes based on NHC-capped permethylated cyclodextrins (ICyDMe) were developed and used as catalysts in pure water for hydration, lactonization, hydroarylation and cycloisomerization reactions. ICyDMe ligands gave cavity-based high regioselectivity in hydroarylations, and high enantioselectivities in gold-catalyzed cycloisomerizations reactions giving up to 98 % ee in water. These ICyDMe are therefore useful ligands for selective catalysis in pure water.
    Mots-clés : catalysis, cavity, cyclodextrin, GOBS, MACO, N-heterocyclic carbenes, water.
    Pièce jointe Full Text PDF 1.7 Mo (source)

2019



  • R. Benchouaia, N. Cissé, B. Boitrel, M. Sollogoub, S. Le Gac, et M. Ménand, « Orchestrating Communications in a Three-Type Chirality Totem: Remote Control of the Chiroptical Response of a Möbius Aromatic System », Journal of the American Chemical Society, vol. 141, nᵒ 29, p. 11583-11593, juill. 2019.


  • L. Benda, B. Doistau, C. Rossi-Gendron, L. - M. Chamoreau, B. Hasenknopf, et G. Vives, « Substrate-dependent allosteric regulation by switchable catalytic molecular tweezers », Communications Chemistry, vol. 2, nᵒ 1, p. 144, 2019.


  • M. Chen, K. Wang, Y. Zhang, M. Zhang, Y. Ma, H. Sun, Z. Jin, H. Zheng, H. Jiang, P. Yu, Y. Zhang, et H. Sun, « New insights into the biological activities of Chrysanthemum morifolium: Natural flavonoids alleviate diabetes by targeting α-glucosidase and the PTP-1B signaling pathway », European Journal of Medicinal Chemistry, vol. 178, p. 108-115, 2019.


  • Y. Gao, Z. Cao, Z. Han, Q. Zhang, J. Hu, R. Guo, X. He, F. Ding, Q. You, et Y. Zhang, « Synthesis of Azidosphingosine from D-Galactose or L-Arabinose », Chinese Journal of Organic Chemistry, vol. 39, nᵒ 2, p. 390, 2019.


  • Y. Gao, Z. Cao, Q. Zhang, R. Guo, F. Ding, Q. You, J. Bi, et Y. Zhang, « Total Synthesis of the Proposed Structure of Penasulfate A:l-Arabinose as a Source of Chirality », Journal of Natural Products, vol. 82, nᵒ 7, p. 1908-1916, juill. 2019.


  • P. Jiao, S. Wang, S. Liang, M. Li, Q. Gao, D. Ji, Y. Chen, H. Li, F. Ran, Y. Zhang, L. Zhang, D. Zhou, et S. Xiao, « Facile preparation and characterization of novel oleanane-type triterpene functionalized β-cyclodextrin conjugates », Chinese Chemical Letters, vol. 30, nᵒ 3, p. 690-693, 2019.


  • H. Li, M. Li, R. Xu, S. Wang, Y. Zhang, L. Zhang, D. Zhou, et S. Xiao, « Synthesis, structure activity relationship and in vitro anti-influenza virus activity of novel polyphenol-pentacyclic triterpene conjugates », European Journal of Medicinal Chemistry, vol. 163, p. 560-568, 2019.


  • S. Liang, M. Li, X. Yu, H. Jin, Y. Zhang, L. Zhang, D. Zhou, et S. Xiao, « Synthesis and structure-activity relationship studies of water-soluble β-cyclodextrin-glycyrrhetinic acid conjugates as potential anti-influenza virus agents », European Journal of Medicinal Chemistry, vol. 166, p. 328-338, 2019.


  • J. Liu, P. Yu, M. Sollogoub, et Y. Zhang, « Functionalized Cyclodextrins and Their Applications in Biodelivery », in Handbook of Macrocyclic Supramolecular Assembly, Y. Liu, Y. Chen, et H. - Y. Zhang, Éd. Singapore: Springer Singapore, 2019, p. 1-39.


  • K. Lu, M. Li, Y. Huang, Y. Sun, Z. Gong, Q. Wei, X. Zhao, Y. Zhang, et P. Yu, « Total synthesis of wikstrol A and wikstrol B », Organic & Biomolecular Chemistry, vol. 17, nᵒ 35, p. 8206-8213, 2019.
    Résumé : The first total synthesis of wikstrol A and wikstrol B was achieved via Sharpless asymmetric dihydroxylation, Sonogashira and rhodium-catalyzed oxidative coupling as key steps. , The first total synthesis of wikstrol A and wikstrol B was achieved by employing aldol reaction, Sharpless asymmetric dihydroxylation, regioselective iodination, Sonogashira coupling, and rhodium-catalyzed oxidative coupling as key steps. The structure of the key intermediate for wikstrol A was confirmed via its derivative by single-crystal X-ray analysis.
    Mots-clés : GOBS, POLE 3.


  • Y. Tang, Z. - Y. Zhu, L. - C. Pan, H. Sun, Q. - Y. Song, et Y. Zhang, « Structure analysis and anti-fatigue activity of a polysaccharide from Lepidium meyenii Walp », Natural Product Research, vol. 33, nᵒ 17, p. 2480-2489, sept. 2019.


  • Z. Wen, Y. Zhang, S. Roland, et M. Sollogoub, « Carboboration of Alkynes with Cyclodextrin-Encapsulated N-Heterocyclic Carbene Copper Complexes », European Journal of Organic Chemistry, vol. 2019, nᵒ 15, p. 2682-2687, avr. 2019.


  • L. Yang, M. Liu, K. Sheng, X. Li, J. Du, Y. Ning, X. Wang, J. Li,

    Y. Zhang, et S. Wu, « Design and synthesis of a novel colorimetric fluorescent probe for the selective detection of sulfur dioxide in SH-SY5Y neuroblastoma cells and its applications in traditional Chinese medicines », New Journal of Chemistry, vol. 43, nᵒ 10, p. 4188-4195, 2019.
    Résumé : A fast response time, low limit of detection and high fluorescence quantum yield probe DTCC was designed and synthesized to detect SO 2 derivatives based on coumarin-thiophene dye which was fused with a coumarin moiety and 2-thiophenecarboxaldehyde. , Sulfur fumigation has attracted extensive attention as one of the important post-harvest processing methods for some traditional Chinese medicines (TCMs) in the last decade. However, sulfur fumigation has recently emerged as a controversial topic due to its potential detrimental effects on the safety and efficacy of TCMs as some sulfur-fumigated TCMs contain numerous sulfur dioxide derivatives; moreover, high levels of sulfur dioxide derivatives can cause some diseases and dangerous environmental pollution. In this study, a DTCC probe with a fast response time, low limit of detection and a high fluorescence quantum yield was designed and synthesized to detect SO 2 derivatives based on the coumarin-thiophene dye, which was fused with a coumarin moiety and 2-thiophenecarboxaldehyde. The probe DTCC exhibited a fast response time (less than 10 s), satisfactory selectivity for SO 2 derivatives in the presence of other ROS and excellent sensitivity for SO 2 derivatives with a low limit of detection (0.23 μM) as well as a wide linear range (0–100 μM). Furthermore, the probe DTCC was successfully applied in fluorescence imaging in SH-SY5Y neuroblastoma cells with excellent membrane permeability and stability. It was also employed in monitoring the total SO 2 derivatives in several real TCM samples. These results illustrate that the probe DTCC has an excellent capability for monitoring SO 2 derivatives in living cells and real TCM samples.
    Mots-clés : GOBS, POLE 3.


  • Y. Yang, J. Li, C. Wei, Y. He, Y. Cao, Y. Zhang, W. Sun, B. Qiao, et J. He, « Amelioration of nonalcoholic fatty liver disease by swertiamarin in fructose-fed mice », Phytomedicine, vol. 59, p. 152782, 2019.


  • Z. Zhao, S. Ruan, X. Ma, Q. Feng, Z. Xie, Z. Nie, P. Fan, M. Qian, X. He, S. Wu, Y. Zhang, et X. Zheng, « Challenges Faced with Small Molecular Modulators of Potassium Current Channel Isoform Kv1.5 », Biomolecules, vol. 10, nᵒ 1, p. 10, déc. 2019.
    Résumé : The voltage-gated potassium channel Kv1.5, which mediates the cardiac ultra-rapid delayed-rectifier (IKur) current in human cells, has a crucial role in atrial fibrillation. Therefore, the design of selective Kv1.5 modulators is essential for the treatment of pathophysiological conditions involving Kv1.5 activity. This review summarizes the progress of molecular structures and the functionality of different types of Kv1.5 modulators, with a focus on clinical cardiovascular drugs and a number of active natural products, through a summarization of 96 compounds currently widely used. Furthermore, we also discuss the contributions of Kv1.5 and the regulation of the structure-activity relationship (SAR) of synthetic Kv1.5 inhibitors in human pathophysiology. SAR analysis is regarded as a useful strategy in structural elucidation, as it relates to the characteristics that improve compounds targeting Kv1.5. Herein, we present previous studies regarding the structural, pharmacological, and SAR information of the Kv1.5 modulator, through which we can assist in identifying and designing potent and specific Kv1.5 inhibitors in the treatment of diseases involving Kv1.5 activity.
    Mots-clés : GOBS, POLE 3.

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