3638-04-8Relevant articles and documents
Synthesis and characterization of lanthanide complexes with a pentadentate triazine-based ligand
Pavelek, Lubomír,Ladányi, Vít,Ne?as, Marek,Moravec, Zdeněk,Wichterle, Kamil
, p. 134 - 141 (2016)
A series of mononuclear [Ln(L)(H2O)(NO3)(solv)]·solv, (Ln?=?Pr (1), Nd (2), Sm (3), Eu (4), Gd (5), Tb (6–6a), Dy (7); solv?=?DMF, DMSO, H2O) and L?=?2,4-bis(2-hydroxybenzylidenehydrazino)-6-methoxy-s-triazine complexes were prepared. The lanthanide(III) ions are nine-coordinated in the complexes and are bound to the O atoms of bidentate nitrate, three N and two O atoms of a pentadentate L ligand and one O atom from water and one O atom from dimethylformamide with a spherical capped square antiprism coordination environment in 1–7. The compounds have been characterized by means of elemental analysis, IR spectroscopy, UV–Vis spectroscopy, X-ray diffraction, and thermal analysis. Lanthanide-centered emission of the complexes is overlapped by the ligand emission.
Inhibition of acetolactate synthase isozyme II from Escherichia coli by a new azido-photoaffinity sulfonylurea
Ortega, Florence,Bastide, Jean
, p. 261 - 274 (1997)
The sulfonylurea herbicides are very patent inhibitors of acetolactate synthase (ALS). These compounds have been reported as 'extraneous inhibitors' due to the fact that their inhibition site corresponds to neither the catalytic site nor the regulatory sites of the enzyme. So far, the complexity of the ALS reaction and the reversible binding mode of sulfonylureas have hampered any attempt to locate the inhibitor domain. Toward this goal, a photoactivatable azidosulfonylurea has been synthesized. The azido derivative was analyzed for its photochemical and in vitro biological properties toward the bacterial ALS isozyme II. Similar to other ALS inhibitors, azidosulfonylurea potently inhibited ALS II with estimated initial and final dissociation K(i) constant values of 52 and 300 nM, respectively, and slowly inactivated the enzyme. After inhibition, removal of the free azido inhibitor and precipitation with ammonium sulfate of the azidosulfonylurea/ALS II complex led to complete though slow recovery of the enzyme activity. Following photoreaction of the inhibited complex and removal of the free inhibitor under the same conditions, the bacterial enzyme conversely exhibited stable inactivation. These results suggest that the newly synthesized azidosulfonylurea is capable of undergoing covalent reaction with ALS II, and hence it might be useful, once radiolabeled, to shed light on the inhibitor binding site of ALS.
A highly emissive fluorescent Zn-MOF: molecular decoding strategies for solvents and trace detection of dunnite in water
Das, Prasenjit,Mandal, Sanjay K.
, p. 21274 - 21279 (2018)
The strategic exploration of a highly emissive methoxy and amine-functionalized fluorescent three-dimensional MOF, {[Zn2(MTAIA)(DMF)2(H2O)]·H2O}n (1), based on a new custom-designed tetracarboxylate (H4MTAIA) ligand, is demonstrated for (i) decoding of solvents based on solvent polarity parameters and an unprecedented dual readout (lifetime and quantum yield) identification scheme and (ii) ultrafast detection of highly explosive dunnite, which was used during World War I, with high selectivity in water at the ppb level for the first time. This is a rare example of such a dual functional chemosensor.
Synthesis of Amidation Agents and Their Reactivity in Condensation Reactions
Sole, Roberto,Agostinis, Lodovico,Conca, Silvia,Gatto, Vanessa,Bardella, Noemi,Morandini, Andrea,Buranello, Chiara,Beghetto, Valentina
supporting information, p. 1672 - 1682 (2021/02/01)
Nowadays, the development of new approaches which smartly bypass the use of harsh reaction conditions and hazardous chemicals covers a pivotal role. In this research paper the synthesis, characterization, and application of novel libraries of triazine bis-quaternary ammonium salts, employed as coupling agents to produce amides is reported. Full characterization of the novel compounds by 1H and 13C NMR, FT-IR spectroscopy, ESI-HRMS, and elemental analysis is provided. Furthermore, a comparison in terms of activity of the preformed triazine compounds versus in situ formulations has been evaluated for the formation of amides in the presence of phenylethylamine and different aliphatic or aromatic acids. A possible correlation between the chemical structure of the triazine and their reactivity for the formation of the triazine bis-quaternary ammonium salts is also reported. Moreover, best performing condensation agents have been further tested for the cross-linking of collagen powder as possible wet white tanning systems, for sustainable and environmentally friendly leather tanning.
Interfering with the Tumor-Immune Interface: Making Way for Triazine-Based Small Molecules as Novel PD-L1 Inhibitors
Russomanno, Pasquale,Assoni, Giulia,Amato, Jussara,D'Amore, Vincenzo Maria,Scaglia, Riccardo,Brancaccio, Diego,Pedrini, Martina,Polcaro, Giovanna,La Pietra, Valeria,Orlando, Paolo,Falzoni, Marianna,Cerofolini, Linda,Giuntini, Stefano,Fragai, Marco,Pagano, Bruno,Donati, Greta,Novellino, Ettore,Quintavalle, Cristina,Condorelli, Gerolama,Sabbatino, Francesco,Seneci, Pierfausto,Arosio, Daniela,Pepe, Stefano,Marinelli, Luciana
, p. 16020 - 16045 (2021/11/10)
The inhibition of the PD-1/PD-L1 axis by monoclonal antibodies has achieved remarkable success in treating a growing number of cancers. However, a novel class of small organic molecules, with BMS-202 (1) as the lead, is emerging as direct PD-L1 inhibitors. Herein, we report a series of 2,4,6-tri- and 2,4-disubstituted 1,3,5-triazines, which were synthesized and assayed for their PD-L1 binding by NMR and homogeneous time-resolved fluorescence. Among them, compound 10 demonstrated to strongly bind with the PD-L1 protein and challenged it in a co-culture of PD-L1 expressing cancer cells (PC9 and HCC827 cells) and peripheral blood mononuclear cells enhanced antitumor immune activity of the latter. Compound 10 significantly increased interferon γrelease and apoptotic induction of cancer cells, with low cytotoxicity in healthy cells when compared to 1, thus paving the way for subsequent preclinical optimization and medical applications.
Di- and tri-substituted s-triazine derivatives: Synthesis, characterization, anticancer activity in human breast-cancer cell lines, and developmental toxicity in zebrafish embryos
El-Faham, Ayman,Farooq, Muhammad,Almarhoon, Zainab,Alhameed, Rakia Abd,Wadaan, Mohammad A.M.,de la Torre, Beatriz G.,Albericio, Fernando
, (2019/11/26)
Here we report on a small library based on a 4-aminobenzonitile-s-triazine moiety. We used a straightforward orthogonal synthetic pathway to prepare di- and tri-substituted s-triazine derivatives, whose basic structure was modified. The newly synthesized compounds were fully characterized by 1H NMR, 13C NMR and elemental analysis. They showed strong anticancer activity against two human breast cancer cell lines (MIDA-MB-231 and MCF-7), with IC50 values less than 1 μM. These s-triazine compounds were generally more selective towards hormone receptor-positive breast cancer cell line MCF-7 than the triple negative MDA-MB-231 cell line. Zebrafish embryos were used to test the developmental toxicity of the target compounds in vivo. The phenotype of embryos treated with the derivatives resembled that of those treated with estrogen disruptors. This observation strongly supports the notion that that these compounds induce their anticancer activity in human breast cancer cells via targeting the estrogen and progesterone receptors.
