Synthesis and pharmacological evaluation of succinic acid receptor (SUCNR1) small molecule modulators

Poster (2012, November 30)

Synthesis and pharmacology of N"-(4-arylaminopyrid-3-yl)sulfonyl-N-cyano-N'-isopropylguanidines

Poster (1994, May)

Synthesis and pharmacology of pyrid-3-ylsulfonylcyanoguanidines as diuretics

in European Journal of Medicinal Chemistry (1995), 30

Synthesis and physico-chemical characterization of fatty esters

Poster (2012, November 16)

Specific antioxidant molecules (e.g. phenolics) help to prevent oxidation reaction of the cell membrane. A fatty chain grafted on these compounds should enhance their capacity to interact with the ... [more ▼]

Specific antioxidant molecules (e.g. phenolics) help to prevent oxidation reaction of the cell membrane. A fatty chain grafted on these compounds should enhance their capacity to interact with the membrane lipids. In our study, three fatty esters comprising an aromatic part were synthesized. They differentiate the aromatic substituent and the number of carbons between the aromatic ring and the ester function. A structure-function relationships study was performed to identify the structural pattern affecting the interfacial properties and the membrane interaction properties. The behavior of their monolayer film at an air-water interface was studied. The interactions with membrane were assessed on living cells and were predicted by a computational approach. In the future, we will investigate the effect of the presence of a sugar unit on these molecules. [less ▲]

Synthesis and polarized light-induced birefringence of new polymethacrylates containing carbazolyl and azobenzene pendant groups

in Journal of Polymer Science Part B-Polymer Physics (2000), 38(1), 205-213

Low Tg copolymers of [11(N-carbazolyl)undecylmethacrylate] and [2,5-dimethylphenyl-[(4-nitrophenyl)azo]-phenoxyalkylmethacrylate] have been synthesized and the polarized light-induced birefringence of ... [more ▼]

Low Tg copolymers of [11(N-carbazolyl)undecylmethacrylate] and [2,5-dimethylphenyl-[(4-nitrophenyl)azo]-phenoxyalkylmethacrylate] have been synthesized and the polarized light-induced birefringence of thick films (70 m) has been investigated at a constant deducted temperature relative to Tg (T - Tg = 10 °C). The optical properties of these copolymers have been studied in relation to the azo-dye content and the length of the alkyl spacer between the azo-dye and the methacrylic backbone. They have been compared with the dispersion of (4-methoxy-2,5-dimethylphenyl)-(4-nitrophenyl)diazene (DMNPAA) within a poly[11(N-carbazolyl)undecyl-methacrylate] and a poly[N-vinylcarbazole] (PVK) matrix. The experimental curves have been fitted by biexponentials, so emphasizing the effects of the copolymer structure on the kinetics of the writing process. The photoinduced orientation is more than three orders of magnitude higher in a grafted material compared to the dispersion version. The azo-dye concentration also has an important role in both the amplitude and the dynamics of the photo-orientation. [less ▲]

Synthesis and preliminary animal studies of [131I]iodotropapride: a cerebral dopamine D2 receptor ligand.

in Journal of Labelled Compounds & Radiopharmaceuticals (1991), 30

Synthesis and Processing of Bovine Herpesvirus-1 Glycoprotein H

in Virology (1995), 206(1), 651-4

The translation product of the bovine herpesvirus-1 (BHV-1) gH gene was identified and characterized. Synthetic peptides were used to generate specific antisera and a glycoprotein of 108K was precipitated ... [more ▼]

The translation product of the bovine herpesvirus-1 (BHV-1) gH gene was identified and characterized. Synthetic peptides were used to generate specific antisera and a glycoprotein of 108K was precipitated by one of the antisera. Cross-immunoprecipitations with monoclonal antibodies to BHV-1 glycoprotein gp108 and the anti-gH peptide antiserum demonstrated that gp108 is the translation product of the gH open reading frame. Glycoprotein gH synthesis and intracellular processing was analyzed in infected Madin-Darby bovine kidney cells using anti-gp 108 monoclonal antibodies. Glycoprotein gH is expressed as a beta-gamma protein and could be detected by radioimmunoprecipitation as early as 2 hr postinfection. Cotranslational N-glycosylation of gH is essential for the recognition by monoclonal antibodies, suggesting that N-linked glycans are involved in protein folding or that they are targets for most of monoclonal antibodies used in this study. [less ▲]

SYNTHESIS AND PURIFICATION OF 36 AROMATIC CHOLINE ESTERS AS STANDARDS

Poster (1999)

Natural aromatic choline esters occurring in seeds of Brassicaceae are determined, after extraction with a mixture of methanol and acetic acid 0.01N (70/30), by high performance liquid chromatography. So ... [more ▼]

Natural aromatic choline esters occurring in seeds of Brassicaceae are determined, after extraction with a mixture of methanol and acetic acid 0.01N (70/30), by high performance liquid chromatography. So, from a qualitative and a quantitative point of view, it is very useful to have in the laboratory pure standards for confirm retention times, response factors and for the constitution of u.v., infra-red or mass spectra libraries. As choline esters are not available by a commercial way, we decided to synthesise different aromatic choline esters (36). The structure of the acidic part of all the choline esters prepared are derived from benzoic or cinnamic acids with hydroxy or methoxy substituants in ortho, para or meta position. Pure aromatic choline esters were synthesised according to a fast method using bromocholine bromide. An aromatic acid (in excess) in methanol is first neutralised by NaOH (0.1 N). Then bromocholine bromide in methanol is added in the evaporation flask. Solvent is evaporated to dryness using a rotative evaporator Büchi (40°C). The flask containing the dried mixture is placed in an oven (107°C) during 5 hours, avoiding carbonisation. The choline ester is taken up with 2 x 3 ml of distilled water and purified on a SP Sephadex C25-120 resin. After washing with distilled water, the ester is eluted HCl (1N). The elution is followed by measuring u.v. absorbance at 280 nm. The eluate is evaporated to dryness with a rotative evaporator (Büchi) and the crystals obtained are washed with acetone. The purity obtained for all the choline esters produced was close to 98% and total amount between 5 to 100 mg. An u.v. spectra library of each aromatic choline esters has been constituted for rapid identification when a diode array detector is coupled with the HPLC. [less ▲]

Synthesis and Radioligand Binding Studies of Bis-Isoquinolinium Derivatives as Small Conductance Ca(2+)-Activated K(+) Channel Blockers

in Journal of Medicinal Chemistry (2007), 50(21), 5070-5075

Starting from the scaffold of N-methyllaudanosine and N-methylnoscapine, which are known small conductance Ca2+-activated K+ channel blockers, original bis-isoquinolinium derivatives were synthezised and ... [more ▼]

Starting from the scaffold of N-methyllaudanosine and N-methylnoscapine, which are known small conductance Ca2+-activated K+ channel blockers, original bis-isoquinolinium derivatives were synthezised and evaluated using binding studies, electrophysiology, and molecular modeling. These quaternary compounds are powerful blockers, and the most active ones have 10 times more affinity for the channels than dequalinium. The unsubstituted compounds possess a weaker affinity than the analogues having a 6,7-dimethoxy- or a 6,7,8-trimethoxy substitution. The length of the linker has no influence in the alkane derivatives. In relation to the xylene derivatives, the affinities are higher for the ortho and meta isomers. These results are well corroborated by a molecular modeling study. Finally, the most effective compounds have been tested in electrophysiological experiments on midbrain dopaminergic neurons and demonstrate the blocking potential of the apamin-sensitive after-hyperpolarization. [less ▲]

Synthesis and radioligand binding studies of methoxylated 1,2,3,4-tetrahydroisoquinolinium derivatives as ligands of the apamin-sensitive Ca2+- activated K+ channels

in Journal of Medicinal Chemistry (2006), 49(24), 7208-7214

Several methoxylated 1,2,3,4-tetrahydroisoquinoliniums derived from N-methyl-laudanosine and N-methyl-noscapine were synthesized and evaluated for their affinity for apamin-sensitive binding sites. The ... [more ▼]

Several methoxylated 1,2,3,4-tetrahydroisoquinoliniums derived from N-methyl-laudanosine and N-methyl-noscapine were synthesized and evaluated for their affinity for apamin-sensitive binding sites. The quaternary ammonium derivatives have a higher affinity with regard to the tertiary amines. 6,7-Dimethoxy analogues possess a higher affinity than the 6,8- and 7,8- dimethoxy isomers. A 3,4-dimethoxybenzyl or a 2-naphthylmethyl moiety in C-1 position are more favorable than a 3,4-dimethoxyphenethyl group. Smaller groups such as propyl or isobutyl are unfavorable. In 6,7-dimethoxy analogues, increasing the size and lipophilicity with a naphthyl group in the C-1 position leads to a slight increase of affinity, while the same group in the 6,7,8- trimethoxy series is less favorable. The 6,7,8- trimethoxy derivative 3f is the first tertiary amine in the series to possess an affinity close to that of N-methyl-laudanosine and N-methyl-noscapine. Moreover, electrophysiological studies show that the most effective compound 4f blocks the apamin-sensitive afterhyperpolarization in rat dopaminergic neurons. [less ▲]