153253-02-2Relevant academic research and scientific papers
Multivalent gold glycoclusters: High affinity molecular recognition by bacterial lectin PA-IL
Reynolds, Michael,Marradi, Marco,Imberty, Anne,Penades, Soledad,Perez, Serge
, p. 4264 - 4273 (2012)
Multivalent protein-carbohydrate interactions are involved in the initial stages of many fundamental biological and pathological processes through lectin-carbohydrate binding. The design of high affinity ligands is therefore necessary to study, inhibit an
Oligosaccharide-camptothecin conjugates as potential antineoplastic drugs: Design, synthesis and biological evaluation
Li, Maolin,Ye, Wenchong,Fu, Kaishuo,zhou, Cui,Shi, Yonghui,Huang, Weiping,Chen, Wenming,Hu, Jiliang,Jiang, Zhilin,Zhou, Wen
, (2020/07/15)
Thirty novel 20 (S)–O-linked camptothecin (CPT) glycoconjugates were synthesized. They showed more potent in vitro cytotoxicities over irinotecan, but very weak direct topoisomerase I (Topo I) inhibition was observed at 100.0 μM. Oligosaccharide types, length of a PEG linker and acetyl groups exerted obvious effects on cytotoxicity, selectivity, water solubility and stability of the newly synthesized CPT glycoconjugates. Construct 40, with a bleomycin (BLM) disaccharide linked to diethylene glycol in the introduced ester moiety, demonstrated a superior antitumor activity and a distinct selectivity compared to CPT. No toxicity was detectable in animal acute toxicity intravenously (160 mg/kg). Collectively, attachment of oligosaccharides with tumor targeting to 20 (S)–OH of CPT could offer a solution to the daunting problems posed by current Topo I poisons.
Sulfonium, an Underestimated Moiety for Structural Modification, Alters the Antibacterial Profile of Vancomycin Against Multidrug-Resistant Bacteria
Guan, Dongliang,Chen, Feifei,Qiu, Yunguang,Jiang, Bofeng,Gong, Likun,Lan, Lefu,Huang, Wei
supporting information, p. 6678 - 6682 (2019/04/17)
In the antibiotics arsenal, vancomycin is a last resort for the treatment of intractable infections. However, this situation is under threat because of the increasing appearance of vancomycin-resistant bacteria (VRB). Herein, we report a series of novel v
VANCOMYCIN DERIVATIVE, PREPARATION METHOD, PHARMACEUTICAL COMPOSITION AND USE THEREOF
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Paragraph 0041; 0051; 0054; 0063; 0064; 0066, (2019/03/13)
Provided are a class of vancomycin derivatives with a structure as shown in the general formula below and pharmaceutically acceptable salts thereof, a preparation method, a pharmaceutical composition containing the compound thereof, and the use of these compounds in preparing drugs for treating and/or preventing bacterial infection diseases, in particular drugs for treating infection diseases caused by Gram-positive bacteria.
Synthesis of variously sulfated biotinylated oligosaccharides from the linkage region of proteoglycans
A?t-Mohand, Katia,Lopin-Bon, Chrystel,Jacquinet, Jean-Claude
experimental part, p. 33 - 48 (2012/07/02)
The synthesis of a collection, as biotinylated conjugates, of various sulfoforms of the trisaccharide β-d-GlcpA-(1→3)-β-d-Galp- (1→3)-β-d-Galp, structures encountered in the linkage region of proteoglycans, is reported herein for the first time. An effici
Preparation of aminoethyl glycosides for glycoconjugation
Sardzik, Robert,Noble, Gavin T.,Weissenborn, Martin J.,Martin, Andrew,Webb, Simon J.,Flitsch, Sabine L.
supporting information; experimental part, p. 699 - 703 (2011/01/03)
The synthesis of a number of aminoethyl glycosides of cell-surface carbohydrates, which are important intermediates for glycoarray synthesis, is described. A set of protocols was developed which provide these intermediates, in a short number of steps, from commercially available starting materials.
Assessing the cluster glycoside effect during the binding of concanavalin A to mannosylated artificial lipid rafts
Noble, Gavin T.,Flitsch, Sabine L.,Liem, Kwan Ping,Webb, Simon J.
supporting information; experimental part, p. 5245 - 5254 (2010/04/04)
Mannosyl glycolipids with perfluoroalkyl membrane anchors have been synthesised. When inserted into vesicles, these mannosyl lipids either dispersed evenly over the surface or, in the presence of cholesterol, phase-separated into artificial lipid rafts. At 1% mol/mol, the affinity of dispersed mannosyl lipids for Con A was 3-fold weaker than in solution, perhaps reflecting steric blocking by the surface. However increasing membrane loading 5-fold increased Con A affinity by up to 75% and indicated weak intramembrane chelation of Con A. Despite this observation, concentrating the mannosyl lipids into artificial lipid rafts did not significantly improve affinity for Con A. This lack of a cluster glycoside effect was ascribed to lipid congestion inhibiting intra-raft chelation of Con A, and implies that glycolipids located in lipid rafts may not necessarily be preorganised for multivalent binding.
Synthesis and preliminary biological studies of hemifluorinated bifunctional bolaamphiphiles designed for gene delivery
Denoyelle, Severine,Polidori, Ange,Brunelle, Melanie,Vuillaume, Pascal Y.,Laurent, Sylvette,ElAzhary, Yousef,Pucci, Bernard
, p. 629 - 646 (2007/10/03)
The multistep synthesis of a new series of dissymmetric hemifluorocarbon bolaamphiphiles designed for gene transport is described. The dissymmetric functionalization of diiodoperfluoroctane leads to bolaamphiphile molecules composed of a partially fluorocarbon core end-capped with a glycoside and an ammonium salt derived from histidine or lysine. Initial biological results indicate that one of the bolaamphiphile - end-capped with a lysine and a lactobionamide residue - induces a remarkably low cytotoxicity on COS-7 cells and, when self-assembled with DNA plasmid, generates a significant in vitro transfection efficiency without the addition of any fusogenic lipid. the Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2006.
Synthesis of some oligopyridine-galactose conjugates and their metal complexes: A simple entry to multivalent sugar ligands
Orlandi, Simonetta,Annunziata, Rita,Benaglia, Maurizio,Cozzi, Franco,Manzoni, Leonardo
, p. 10048 - 10060 (2007/10/03)
Some galactose-oligopyridine conjugates were readily assembled by combining differently functionalized oligopyridines with peracetylated galactose derivatives. Variation in the structure of the components and of the linkers employed for their connection a
