Synthesis of novel heterocyclic fused pyrimidin-4-one derivatives from imino-1,2,3-dithiazoles

International audienceExtending the potential applications of 4,5-dichloro-1,2,3-dithiazolium chloride chemistry, we investigated the synthesis of original derivatives of thieno[2,3-d]pyrimidin-4-one system by condensation of alkyl and aromatic diamines with 2-N-iminodithiazolothiophene derivatives. We continued our study for access to novel pyrazolo- and pyrido- fused pyrimidinones using the potential applications of Appel’s salt chemistr

Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5-dihydro-4H-imidazol-4-ones.

A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydro-imidazol-4-ones 4a-c using ketene dithioacetal intermediates 3a-c is described. Thereactivity of thiohydantoin derivatives 2a-c towards N,N-dimethylformamide diethylacetal(DMF-DEA) was also explored using solvent-free technique under microwave irradiation(μω). The 1H- and 13C-NMR spectra of some representative products are discussed

Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5-dihydro-4H-imidazol-4-ones.

A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydro-imidazol-4-ones 4a-c using ketene dithioacetal intermediates 3a-c is described. Thereactivity of thiohydantoin derivatives 2a-c towards N,N-dimethylformamide diethylacetal(DMF-DEA) was also explored using solvent-free technique under microwave irradiation(μÉ). The 1H- and 13C-NMR spectra of some representative products are discussed

Perle d'orient : polka-mazurka pour piano / composée par Ed. Chérouvrier ; [orn. par] A. Villée

Titre uniforme : Chérouvrier, Edmond (1831-1905). Compositeur. [Perle d'orient. Piano

Picciola : valse brillante pour piano / par Edm. Chérouvrier ; [orn. par] A.V.

Titre uniforme : Chérouvrier, Edmond (1831-1905). Compositeur. [Picciola. Piano

Reactivity of 2-Thiohydantoins Towards Various Electrophilic Reagents: Applications to the Synthesis of New 2-Ylidene-3,5dihydro-4H-imidazol-4-ones.

Abstract: A new route to 5-(imidazolidin-2-ylidene)-2-methylsulfanyl-3,5-dihydroimidazol-4-ones 4a-c using ketene dithioacetal intermediates 3a-c is described. The reactivity of thiohydantoin derivatives 2a-c towards N,N-dimethylformamide diethylacetal (DMF-DEA) was also explored using solvent-free technique under microwave irradiation (µω). The 1 H- and 13 C-NMR spectra of some representative products are discussed

Attenuation of cancer proliferation by suppression of glypican-1 and its pleiotropic effects in neoplastic behavior

Glypicans (GPC1-6) are associated with tumorigenic processes and their involvement in neoplastic behavior has been discussed in different cancer types. Here, a cancer-wide GPC expression study, using clinical cancer patient data in The Cancer Genome Atlas, reveals net upregulation of GPC1 and GPC2 in primary solid tumors, whereas GPC3, GPC5 and GPC6 display lowered expression pattern compared to normal tissues. Focusing on GPC1, survival analyses of the clinical cancer patient data reveal statistically significant correlation between high expression of GPC1 and poor prognosis in 10 particular cancer types i.e., bladder urothelial carcinoma, brain lower grade glioma, liver hepatocellular carcinoma, colon adenocarcinoma, kidney renal clear cell carcinoma, lung adenocarcinoma, mesothelioma, ovarian serous cystadenocarcinoma, uterine corpus endometrial carcinoma and uveal melanoma. In vitro studies targeting GPC1 expression by CRISPR/Cas9 or siRNA or treatment with an anti-GPC1 antibody resulted in attenuation of proliferation of cancer cells from bladder carcinoma, glioma and hepatocellular carcinoma patients (T24, U87 and HepG2 cells). Further, overexpression of GPC1 exhibited a significant and negative correlation between GPC1 expression and proliferation of T24 cells. Attempt to reveal the mechanism through which downregulation of GPC1 leads to attenuation of tumor growth using systematic Ingenuity Pathway Analysis indicate that suppression of GPC1 results in ECM-mediated inhibition of specific pro-cancer signaling pathways involving TGF-β and p38 MAPK. Identified differential expression and pleiotropic effects of GPCs in specific cancer types emphasize their potential of as novel diagnostic tools and prognostic factors and open doors for future GPC targeted therapy

Microwave-Assisted Kinetic Resolution of Homochiral (Z)-Cyclooct-5-ene-1,2-diol and (Z)-2-Acetoxycyclooct-4-enyl Acetate Using Lipases

International audienceOver the last decade, the use of biocatalysts has become an attractive alternative to conventional chemical methods, especially for organic synthesis, due to their unusual properties. Among these enzymes, lipases are the most widely used, because they are cheap, easily available, cofactor-free, and have broad substrate specificity. Combined to microwave heating in non-aqueous medium, recent results suggest that irradiation may influence the enzyme activity. This Communication reports the benefits of lipases and the microwave irradiation on the kinetic resolution of racemic homochiral (Z)-cyclooct-5-ene-1,2-diol and (Z)-2-acetoxycyclooct-4-enyl acetate. In order to best achieve the kinetic resolution, different parameters were studied including the type of lipase, the temperature, the impact of microwave power compared to conventional heating. Optimization of the reaction parameters lead to the obtainment of highly enriched or enantiopure diols and diesters in a clean, efficient and safe way

Synthesis of novel heterocyclic fused pyrimidin-4-one derivatives from imino-1,2,3-dithiazoles

International audienceExtending the potential applications of 4,5-dichloro-1,2,3-dithiazolium chloride chemistry, we investigated the synthesis of original derivatives of thieno[2,3-d]pyrimidin-4-one system by condensation of alkyl and aromatic diamines with 2-N-iminodithiazolothiophene derivatives. We continued our study for access to novel pyrazolo- and pyrido- fused pyrimidinones using the potential applications of Appel’s salt chemistr