91202-74-3Relevant academic research and scientific papers
A strategy for the targeting of photosensitizers. Synthesis, characterization, and photobiological property of porphyrins bearing glycodendrimeric moieties
Ballut, Severine,Naud-Martin, Delphine,Loock, Bernard,Maillard, Philippe
scheme or table, p. 2010 - 2028 (2011/06/17)
This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, respectively. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting.
Glycoconjugates of gadolinium complexes for MRI applications
Fulton, David A.,Elemento, Elisa M.,Aime, Silvio,Chaabane, Linda,Botta, Mauro,Parker, David
, p. 1064 - 1066 (2008/09/19)
Examples of C-4 symmetric, medium MW conjugates incorporating 12 glucose or galactose groups linked via four dendritic wedges to a central Gd complex have been characterised; their enhanced relaxivity is interpreted in terms of effective motional coupling
Selective protection strategies in the synthesis of TRIS-fatty ester derivatives
Adhikari, Raju,Francis, Craig L.,Simpson, Gregory W.,Yang, Qi
, p. 629 - 634 (2007/10/03)
A methodology for the selective synthesis of lipophilic acyl derivatives of the glycinamido triol (1) with either one, two, or three fatty ester groups has been established. Peracylation of (1), with palmitoyl chloride gave the triacylated derivative. Conversion of (1) into the acetonide, followed by acylation with either palmitoyl chloride or lauroyl chloride, and acetal hydrolysis provided the monoacylated derivatives. Treatment of (1) with trimethyl orthoacetate gave the orthoacetate derivative. Mild hydrolysis provided the monoacetate/diol. Acylation of the two hydroxyl groups with palmitoyl chloride gave the dipalmitate/acetate. Selective cleavage of the acetate group afforded the dipalmitate of (1). Analogous chemistry with trimethyl orthoformate provided the same dipalmitate via the orthoformate, monoformate/diol, and dipalmitate/formate. A more robust synthesis of the dipalmitate was achieved by converting the hydroxyl group of the acetonide of (1) into a tert-butyldiphenylsilyl ether, followed by acetal hydrolysis, palmitoylation of the liberated hydroxyl groups, and desilylation.
Synthesis of a Glycolipidic Amphiphilic Nitrone as a New Spin Trap
Ouari, Olivier,Polidori, Ange,Pucci, Bernard,Tordo, Paul,Chalier, Florence
, p. 3554 - 3556 (2007/10/03)
The synthesis of a new amphiphilic nitrone, A, derived from a digalactosyl tris(hydroxymethyl)-aminomethane bearing a perfluorocarbon chain is described. A exhibited a surfactant behavior (cmc = 1.6 x 10-5 mol/L), and the specific recognition o
Vesicles and other supramolecular systems made from double-tailed synthetic glycolipids derived from galactosylated tris(hydroxymethyl)aminomethane
Polidori, Ange,Pucci, Bernard,Zarif, Leila,Lacombe, Jean-Michel,Riess, Jean G.,Pavia, Andre A.
, p. 225 - 251 (2007/10/02)
A series of double-tailed hydrocarbon glycolipids derived from tris(hydroxymethyl)aminomethane (Tris) have been prepared. These amphiphiles consist of three parts: a hydrophilic head derived from mono- or polygalactosylated Tris, a linking arm of peptidic
Synthesis of Cluster Galactosides with High Affinity for the Hepatic Asialoglycoprotein Receptor
Biessen, Erik A.L.,Beuting, Diana M.,Roelen, Harlof C.P.F.,Marel, Gijs A. van de,Boom, Jacques H. van,Berkel, Theo J.C. van
, p. 1538 - 1546 (2007/10/02)
High-affinity ligands for the asialoglycoprotein receptor, which is uniquely localized on the parenchymal liver cell and recognizes oligoantennary galactosides, might be utilized as homing device to specifically target drugs or genes to paranchymal liver
Synthesis of Double-Chain Glycolipids derived from Aspartic Acid : Preliminary Investigation of their Colloidal Behavior
Polidori, Ange,Pucci, Bernard,Riess, Jean G.,Zarif, Leila,Pavia, Andre A.
, p. 2899 - 2902 (2007/10/02)
Double-tailed glycolipids derived from mono-, di- and tri-O-galactosyl tris(hydroxymethyl) aminomethane and aspartic acid have been synthesized.Preliminary assessment by negative staining transmission electron microscopy of dispersions of these amphiphile
Synthesis of polymerizable glycolipids derived from Tris (hydroxymethyl) aminomethane: Preparation of polymerized micelles
Pucci,Polidori,Rakotomanomana,Chorro,Pavia
, p. 4185 - 4188 (2007/10/02)
We have synthesized a series of new polymerizable glycolipids derived from Tris(hydroxymethyl) aminomethane (TRIS). Galactosylation of TRIS was performed in good yield by means of ultrasounds. Polymerization of 11-N-acrylamido-N-Tris(β-D-galactopyranosyl
A water-soluble cholesteryl-containing trisgalactoside: Synthesis, properties, and use in directing lipid-containing particles to the liver
Kempen,Hoes,Van Boom,et al.
, p. 1306 - 1312 (2007/10/02)
The synthesis of a trisgalactoside-terminated cholesterol derivative is described. Tris(galactosyloxymethyl)-aminomethane is coupled to cholesterol by using glycyl and succinyl as intermediate hydrophilic spacer moieties. The resulting cholesteryl ester d
