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https://www.readbyqxmd.com/read/28225627/1-2-3-triazolium-based-peptoid-oligomers
#1
Hafida Aliouat, Cécile Caumes, Olivier Roy, Mohamed Zouikri, Claude Taillefumier, Sophie Faure
The cis-directing effect of the 1,2,3-triazolium-type side chain was studied on dimeric peptoid models with various patterns: αα, αβ, βα and ββ. Low influences of the sequence and of the solvent were observed, the cis conformation of the amide carrying the triazolium ranging from 83 to 94% in proportion. The synthesis of peptoid homooligomers with four or eight pendant 1,2,3-triazolium side chains is described. α-, β- and α,β-peptoids carrying propargyl groups were subjected to CuAAC reaction using alkyl azides, and the resulting triazoles were quaternized providing well-defined multitriazolium platforms...
February 22, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28224673/orthogonal-click-postfunctionalization-of-alternating-copolymers-prepared-by-nitroxide-mediated-polymerization
#2
Matthias Tesch, Sergej Kudruk, Matthias Letzel, Armido Studer
Nitroxide Mediated Polymerization (NMP) was applied to prepare alternating copolymers using 1,1,1,3,3,3-hexafluoroisopropyl acrylate (HFIPA) 1 and ((6-trimethylsilyl)-hex-5-yn-1-yl)vinyl ether (THVE) 2 as monomers. The alternating sequence of the resulting poly(HFIPA-alt-THVE) 3 was proved via tandem mass spectrometry (MS/MS) and further supported by 1H NMR spectroscopy. Alternating alkyne and activated ester moieties of copolymer 3 were further functionalized with organic azides and amines using sequential Cu-catalyzed azide-alkyne click (CuAAC) and amidation reactions, providing dually functionalized poly(acrylamide-alt-triazole) polymers 5...
February 22, 2017: Chemistry: a European Journal
https://www.readbyqxmd.com/read/28223863/design-synthesis-molecular-modeling-and-biological-evaluation-of-novel-diaryl-heterocyclic-analogs-as-potential-selective-cyclooxygenase-2-cox-2-inhibitors
#3
Deema A Al-Turki, Mohamed A Al-Omar, Laila A Abou-Zeid, Ihsan A Shehata, Mohammed S Al-Awady
New series of 3,4-diaryl-2-thioxoimidazolidin-4-ones and 3-alkylthio-4,5-diaryl-4H-1,2,4-triazoles were designed, synthesized and evaluated for their activity as anti-inflammatory agents. Compounds 20, 21, 23 and 34 are highly selective inhibitors of COX-2 enzyme at a concentration of 100 mM relative to celecoxib, the standard reference. (±)-3-(4-Phenoxy-phenyl)-5-phenyl-2-thioxoimidazolidin-4-ones 23 exhibited the most active anti-inflammatory agent.
January 2017: Saudi Pharmaceutical Journal: SPJ: the Official Publication of the Saudi Pharmaceutical Society
https://www.readbyqxmd.com/read/28223388/in-vitro-and-in-vivo-antifungal-profile-of-a-novel-and-long-acting-inhaled-azole-pc945-on-aspergillus-fumigatus-infection
#4
Thomas Colley, Alexandre Alanio, Steven L Kelly, Gurpreet Sehra, Yasuo Kizawa, Andrew G S Warrilow, Josie E Parker, Diane E Kelly, Genki Kimura, Lauren Anderson-Dring, Takahiro Nakaoki, Mihiro Sunose, Stuart Onions, Damien Crepin, Franz Lagasse, Matthew Crittall, Jonathan Shannon, Michael Cooke, Stéphane Bretagne, John King-Underwood, John Murray, Kazuhiro Ito, Pete Strong, Garth Rapeport
The profile of PC945, a novel triazole antifungal, designed for administration via inhalation, has been assessed in a range of in vitro and in vivo studies. PC945 was characterized as a potent, tight-binding inhibitor of Aspergillus fumigatus sterol 14α-demethylase (CYP51A and CYP51B) activity (IC50, 0.23 μM and 0.22 μM, respectively), with characteristic type II azole binding spectra. Against 96 clinically isolated A. fumigatus strains, the MIC values of PC945 ranged from 0.032∼>8 μg/ml, whilst those of voriconazole ranged from 0...
February 21, 2017: Antimicrobial Agents and Chemotherapy
https://www.readbyqxmd.com/read/28221777/rhenium-complexes-based-on-2-pyridyl-1-2-3-triazole-ligands-a-new-class-of-co2-reduction-catalysts
#5
H Y Vincent Ching, Xia Wang, Menglan He, Noemi Perujo Holland, Régis Guillot, Cyrine Slim, Sophie Griveau, Hélène C Bertrand, Clotilde Policar, Fethi Bedioui, Marc Fontecave
A series of [Re(N^N)(CO)3(X)] (N^N = diimine and X = halide) complexes based on 4-(2-pyridyl)-1,2,3-triazole (pyta) and 1-(2-pyridyl)-1,2,3-triazole (tapy) diimine ligands have been prepared and electrochemically characterized. The first ligand-based reduction process is shown to be highly sensitive to the nature of the isomer as well as to the substituents on the pyridyl ring, with the peak potential changing by up to 700 mV. The abilities of this class of complexes to catalyze the electroreduction and photoreduction of CO2 were assessed for the first time...
February 21, 2017: Inorganic Chemistry
https://www.readbyqxmd.com/read/28220919/phosphorescent-pt-ii-complexes-bearing-a-monoanionic-c-n-n-luminophore-and-tunable-ancillary-ligands
#6
Marian Hebenbrock, Linda Stegemann, Jutta Kösters, Nikos L Doltsinis, Jens Müller, Cristian A Strassert
A versatile design strategy is presented towards new monoanionic pincer luminophores, showing that cyclometallating C^N^N ligands can yield phosphorescent Pt(ii) complexes even if a neutral 1,2,3-triazole ring is inserted by click chemistry. The overall charge, intermolecular interactions and excited state properties can be manipulated and controlled by varying the nature of the ancillary ligand, and its effect on the structural and the triplet state characteristics can be thoroughly investigated and correlated by means of theory and spectroscopy...
February 21, 2017: Dalton Transactions: An International Journal of Inorganic Chemistry
https://www.readbyqxmd.com/read/28218680/application-of-the-triazolization-reaction-to-afford-dihydroartemisinin-derivatives-with-anti-hiv-activity
#7
Sampad Jana, Shabina Iram, Joice Thomas, Muhammad Qasim Hayat, Christophe Pannecouque, Wim Dehaen
Artemisinin and synthetic derivatives of dihydroartemisinin are known to possess various biological activities. Post-functionalization of dihydroartemisinin with triazole heterocycles has been proven to lead to enhanced therapeutic potential. By using our newly developed triazolization strategy, a library of unexplored fused and 1,5-disubstituted 1,2,3-triazole derivatives of dihydroartemisinin were synthesized in a single step. All these newly synthesized compounds were characterized and evaluated for their anti-HIV (Human Immunodeficiency Virus) potential in MT-4 cells...
February 17, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28218535/sulfur-groups-improve-the-performance-of-triazole-and-triazolium-based-interaction-units-in-anion-binding
#8
Monica Alvarez-Perez, Marina Velado, Diego Garcia-Puentes, Elena Saez, Cristina Vicent, Roberto Fernández de la Pradilla, Alma Viso, Maria C De La Torre, Miguel A Sierra
An NMR comparative study of 1,2,3-triazole and triazolium anion recognition units containing sulfoxide, sulfone and sulfoximine groups at C4 unveils an enhancement in binding ability up to ≈1 kcal/mol in acetone-d6 correlated with a theoretical increase of H5 acidity. DFT calculations provide insight into binding modes in line with experimental data for these receptors.
February 20, 2017: Journal of Organic Chemistry
https://www.readbyqxmd.com/read/28217336/crystal-structure-and-hirshfeld-surface-analysis-of-ethyl-2-4-ethyl-5-quinolin-8-yloxymeth-yl-4h-1-2-4-triazol-3-yl-sulfan-yl-acetate
#9
Rawia Imane Bahoussi, Ahmed Djafri, Abdelkader Chouaih, Ayada Djafri, Fodil Hamzaoui
In the title compound, C18H20N4O3S, the 1,2,4-triazole ring is twisted with respect to the mean plane of quinoline moiety at 65.24 (4)°. In the crystal, mol-ecules are linked by weak C-H⋯O and C-H⋯N hydrogen bonds, forming the three-dimensional supra-molecular packing. π-π stacking between the quinoline ring systems of neighbouring mol-ecules is also observed, the centroid-to-centroid distance being 3.6169 (6) Å. Hirshfeld surface (HS) analyses were performed.
February 1, 2017: Acta Crystallographica. Section E, Crystallographic Communications
https://www.readbyqxmd.com/read/28212011/a-fluorescent-anionic-mof-with-zn4-trz-2-chain-for-highly-selective-visual-sensing-of-contaminants-cr-iii-ion-and-tnp
#10
Xiao-Xia Jia, Ru-Xin Yao, Fu-Qiang Zhang, Xian-Ming Zhang
Heavy-metal ions and nitroaromatic substances are highly toxic and harmful to human health and the ecological environment. It is an urgent issue to selectively detect and capture these toxic substances. By introducing the triazole ligand to the π-conjugated aromatic carboxylate system and borrowing the organic template open framework idea, a stable fluorescent framework [Me2NH2]4[Zn6(qptc)3(trz)4]·6H2O (1) (H4qptc = terphenyl-2,5,2'5'-tetracarboxylic acid, trz = 1,2,4-triazole) has been successfully synthesized, which features Zn4(trz)2 chain-based 3D anionic structure with channels filled by [Me2NH2](+) cations...
February 17, 2017: Inorganic Chemistry
https://www.readbyqxmd.com/read/28208725/reaction-of-3-amino-1-2-4-triazole-with-diethyl-phosphite-and-triethyl-orthoformate-acid-base-properties-and-antiosteoporotic-activities-of-the-products
#11
Patrycja Miszczyk, Dorota Wieczorek, Joanna Gałęzowska, Błażej Dziuk, Joanna Wietrzyk, Ewa Chmielewska
The reaction of diethyl phosphite with triethyl orthoformate and a primary amine followed by hydrolysis is presented, and the reaction was suitable for the preparation of (aminomethylene)bisphosphonates. 3-Amino-1,2,4-triazole was chosen as an interesting substrate for this reaction because it possesses multiple groups that can serve as the amino component in the reaction-namely, the side-chain and triazole amines. This substrate readily forms 1,2,4-triazolyl-3-yl-aminomethylenebisphosphonic acid (compound 1) as a major product, along with N-ethylated bisphosphonates as side products...
February 8, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28208643/synthesis-of-some-new-1-3-4-thiadiazole-thiazole-and-pyridine-derivatives-containing-1-2-3-triazole-moiety
#12
Nadia A Abdelriheem, Ali M M Mohamed, Abdou O Abdelhamid
In this study, 1-(5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl)ethan-1-one, was reacted with Thiosemicarbazide, alkyl carbodithioate and benzaldehyde to give thiosemicarbazone, alkylidenehydrazinecarbodithioate and 3-phenylprop-2-en-1-one-1,2,3-triazole derivatives. The 1,3,4-thiadiazole derivatives containing the 1,2,3-triazole moiety were obtained via reaction of alkylidenecarbodithioate with hydrazonoyl halides. Also, hydrazonoyl halides were reacted with thiosemicarbazone and pyrazolylthioamide to give 1,3-thiazoles derivatives...
February 10, 2017: Molecules: a Journal of Synthetic Chemistry and Natural Product Chemistry
https://www.readbyqxmd.com/read/28199049/towards-organic-zeolites-and-inclusion-catalysts-heptazine-imide-salts-can-exchange-metal-cations-in-the-solid-state
#13
Markus Antonietti, Aleksandr Savateev, Sergey Pronkin, Marc Willinger, Dariya Dontsova
Highly crystalline potassium (heptazine imides) were prepared by the thermal condensation of substituted 1,2,4-triazoles in eutectic salt melts. These semiconducting salts are already known to be highly active photocatalysts, e.g. for the visible light driven generation of hydrogen from water. Herein, we show that within the solid state structure, potassium ions can be exchanged to other metal ions while the crystal habitus is essentially preserved.
February 15, 2017: Chemistry, An Asian Journal
https://www.readbyqxmd.com/read/28198480/di-and-octa-nuclear-dysprosium-clusters-derived-from-pyridyl-triazole-based-ligand-dy2-showing-single-molecule-magnetic-behaviour
#14
Muhammad Nadeem Akhtar, Xiao-Fen Liao, Yan-Cong Chen, Jun-Liang Liu, Ming-Liang Tong
Two dysprosium aggregates, formulated as [Dy2(μ-OH)2(H2bpte)2Cl2(MeOH)2]Cl2 (1), and [Dy8(μ-OH)8(bpte)8]·24H2O (2) (H2bpte = 1,2-bis(3-(pyridin-2-yl)-1H-1,2,4-triazol-5-yl)ethane), were obtained using solvothermal reactions. Upon changing the metal salt and synthetic reaction conditions, an eight-member {Dy8} (2) ring was isolated. Complex 1 is centrosymmetric in which two {Dy2} clusters are connecting to each other through the hydrogen bonding. Complex 2 forms an eight-member Dy(III) ring with an inner diameter of 4...
February 15, 2017: Dalton Transactions: An International Journal of Inorganic Chemistry
https://www.readbyqxmd.com/read/28198206/nitraria-retusa-fruit-prevents-penconazole-induced-kidney-injury-in-adult-rats-through-modulation-of-oxidative-stress-and-histopathological-changes
#15
Mariem Chaâbane, Mohamed Koubaa, Nejla Soudani, Awatef Elwej, Malek Grati, Kamel Jamoussi, Tahia Boudawara, Semia Ellouze Chaabouni, Najiba Zeghal
CONTEXT: Nitraria retusa (Forssk.) Asch. (Nitrariaceae) is a medicinal plant which produces edible fruits whose antioxidant activity has been demonstrated. OBJECTIVE: The current study elucidates the potential protective effect of N. retusa fruit aqueous extract against nephrotoxicity induced by penconazole, a triazole fungicide, in the kidney of adult rats. MATERIALS AND METHODS: Adult Wistar rats were exposed either to penconazole (67 mg/kg body weight), or to N...
December 2017: Pharmaceutical Biology
https://www.readbyqxmd.com/read/28197928/enhanced-reactivity-in-nucleophilic-acyl-substitution-ion-ion-reactions-using-triazole-ester-reagents
#16
Jiexun Bu, Zhou Peng, Feifei Zhao, Scott A McLuckey
The acyl substitution reactions between 1-hydroxy-7-aza-benzotriazole (HOAt)/1-hydroxy-benzotriazole (HOBt) ester reagents and nucleophilic side chains on peptides have been demonstrated in the gas phase via ion/ion reactions. The HOAt/HOBt ester reagents were synthesized in solution and ionized via negative nano-electrospray ionization. The anionic reagents were then reacted with doubly protonated model peptides containing amines, guanidines, and imidazoles in the gas phase. The complexes formed in the reaction cell were further probed with ion trap collision induced dissociation (CID) yielding either a covalently modified analyte ion or a proton transfer product ion...
February 14, 2017: Journal of the American Society for Mass Spectrometry
https://www.readbyqxmd.com/read/28197776/effects-of-melanocortin-4-receptor-agonists-and-antagonists-on-expression-of-genes-related-to-reproduction-in-spotted-scat-scatophagus-argus
#17
Dong-Neng Jiang, Jian-Tao Li, Ya-Xiong Tao, Hua-Pu Chen, Si-Ping Deng, Chun-Hua Zhu, Guang-Li Li
Melanocortin-4 receptor (Mc4r) function related to reproduction in fish has not been extensively investigated. Here, we report on gene expression changes by real-time PCR following treatment with Mc4r agonists and antagonists in the spotted scat (Scatophagus argus). Using in vitro incubated hypothalamus, the Mc4r nonselective agonist NDP-MSH ([Nle(4), D-Phe(7)]-α-melanocyte stimulating hormone; 10(-6) M) and selective agonist THIQ (N-[(3R)-1, 2, 3, 4-Tetrahydroisoquinolinium-3-ylcarbonyl]- (1R)-1-(4-chlorobenzyl)-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl) piperidin-1-yl]-2-oxoethylamine; 10(-7) M) significantly increased the expression of gnrh (Gonadotropin releasing hormone), while the Mc4r nonselective antagonist SHU9119 (Ac-Nle-[Asp-His-DPhe/DNal(2')-Arg-Trp-Lys]-NH2; 10(-6) M) and selective antagonist Ipsen 5i (compound 5i synthesized in Ipsen Research Laboratories; 10(-6) M) significantly inhibited gnrh expression after 3 h of incubation...
February 14, 2017: Journal of Comparative Physiology. B, Biochemical, Systemic, and Environmental Physiology
https://www.readbyqxmd.com/read/28196318/common-skin-conditions-in-children-skin-infections
#18
Brian Z Rayala, Dean S Morrell
Skin infections account for a significant subset of dermatologic conditions of childhood. Common cutaneous viral infections in children include warts, molluscum contagiosum, hand-foot-and-mouth disease, and herpes simplex. Although viral infections are self-limited and often only mildly symptomatic, they can cause anxiety, embarrassment, and health care use. Recognition of their common and atypical presentations is necessary to differentiate them from other skin conditions of similar morphology. Impetigo, cellulitis, and abscess comprise the majority of childhood bacterial skin infections and are treated with topical or systemic antibiotics that cover group A Streptococcus and Staphylococcus aureus...
February 2017: FP Essentials
https://www.readbyqxmd.com/read/28194832/synthesis-of-enantiopure-c3-symmetric-triangular-molecules
#19
Tomoya Miura, Takayuki Nakamuro, Scott G Stewart, Yuuya Nagata, Masahiro Murakami
An asymmetric synthesis of C3 -symmetric triangular macrocycles is reported. 1-Methylsulfonyl-4-(4-vinylphenyl)-1,2,3-triazole undergoes a rhodium(II)-catalyzed cyclotrimerization to establish an enantiopure C3 -symmetric triangular macrocycle motif. This method can be applied to the synthesis of an enantiopure hydrocarbon, which owes its chirality to asymmetric distribution of H/D atoms on the benzene rings.
February 14, 2017: Angewandte Chemie
https://www.readbyqxmd.com/read/28193870/disruption-of-quercetin-metabolism-by-fungicide-affects-energy-production-in-honey-bees-apis-mellifera
#20
Wenfu Mao, Mary A Schuler, May R Berenbaum
Cytochrome P450 monooxygenases (P450) in the honey bee, Apis mellifera, detoxify phytochemicals in honey and pollen. The flavonol quercetin is found ubiquitously and abundantly in pollen and frequently at lower concentrations in honey. Worker jelly consumed during the first 3 d of larval development typically contains flavonols at very low levels, however. RNA-Seq analysis of gene expression in neonates reared for three days on diets with and without quercetin revealed that, in addition to up-regulating multiple detoxifying P450 genes, quercetin is a negative transcriptional regulator of mitochondrion-related nuclear genes and genes encoding subunits of complexes I, III, IV, and V in the oxidative phosphorylation pathway...
February 13, 2017: Proceedings of the National Academy of Sciences of the United States of America
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