5088-91-5Relevant academic research and scientific papers
Synthesis, crystal structure and luminescence studies of zinc(II) and cadmium(II) complexes with 6-(1H -tetrazol-5-yl)-2-naphthoic acid
Chen, Xi,Zhang, Biquan,Yu, Fan,Su, Min,Qin, Wenming,Li, Bao,Zhuang, Gui-Lin,Zhang, Tianle
, p. 6396 - 6402 (2016)
Two coordination polymers (CPs) with a novel bifunctional ligand, [ZnL]n (1) and [CdL(H2O)]n (2), (L = rigid 6-(1H-tetrazol-5-yl)-2-naphthoic acid), have been synthesized and structurally characterized, which reveal that the two constructed CPs exhibit three dimensional structures. The two CPs consist of a one-dimensional Zn-tetrazole chain and a double-layered two-dimensional Cd-tetrazole structure. In addition, IR, elemental analysis, and luminescent spectra of 1 and 2 were also examined. At room temperature, 1 exhibits an intense emission at around 421 nm upon 370 nm excitation, whereas 2 exhibits an intense emission at 381 nm upon 350 nm excitation. Through variable-temperature luminescent and quantum calculations, the blue-shift of the peaks from the ligand and 1 and 2 is ascribed to the different configurations of L caused by the different coordination environments of the metal ions.
Cyanation of Phenol Derivatives with Aminoacetonitriles by Nickel Catalysis
Takise, Ryosuke,Itami, Kenichiro,Yamaguchi, Junichiro
supporting information, p. 4428 - 4431 (2016/10/12)
Generation of useful arylnitrile structures from simple aromatic feedstock chemicals represents a fundamentally important reaction in chemical synthesis. The first nickel-catalyzed cyanation of phenol derivatives with metal-free cyanating agents, aminoacetonitriles, is described. A nickel-based catalytic system consisting of a unique diphosphine ligand such as dcype or dcypt enables the cyanation of versatile phenol derivatives such as aryl carbamates and aryl pivalates. The use of aminoacetonitriles as a cyanating agent leads to an environmentally and easy-to-use method for arylnitrile synthesis.
Ligand material with zinc salt fluorescence function and preparation method of ligand material
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Paragraph 0033; 0034, (2017/02/17)
The invention discloses a ligand material with a zinc salt fluorescence function and a preparation method of the ligand material. The preparation of the ligand material with the zinc salt fluorescence function comprises the following steps of (1) preparing reaction liquid; adding 6-(1H-tetrazole-5-yl)-2-naphthalene carboxylic acid and zinc salt to the solvent, and performing sufficient stirring and dissolving under the condition of normal temperature, so as to obtain the reaction liquid; (2) performing a crystal reaction: placing the reaction liquid obtained in step (1) to an oven of 140-160 DEG C for 3-5 days, so as to obtain massive colorless crystals, then sequentially performing filtering and washing, so as to obtain the ligand material with the zinc salt fluorescence function. The ligand material with the zinc salt fluorescence function, disclosed by the invention, is formed by self-assembling ligand of the zinc salt and the ligand material with a zinc salt fluorescence function, so that the ligand material shows high stability on humidity and temperature, and can show high fluorescent characteristics.
Cadmium salt fluorescent functional coordination material and preparation method thereof
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Paragraph 0034; 0040; 0046, (2017/10/27)
The invention discloses a cadmium salt fluorescent functional coordination material and a preparation method thereof. The preparation method of the cadmium salt fluorescent functional coordination material includes steps: 1) reaction liquid preparation, to be more specific, adding 6-(1H-tetrazole-5-yl)-2-naphthoic acid and cadmium salt into a solvent, and well stirring for dissolution at a normal temperature to obtain reaction liquid; 2) crystallization reaction, to be more specific, putting the reaction liquid obtained at the step 1) in a drying oven at 135-145 DEG C to react for 10-14h to obtain clear crystal blocks, and sequentially filtering and washing to obtain the cadmium salt fluorescent functional coordination material. The cadmium salt fluorescent functional coordination material is formed by self-assembly coordination of the cadmium salt and 6-(1H-tetrazole-5-yl)-2-naphthoic acid, stable in humidity and temperature and excellent in fluorescent characteristic.
One-pot synthesis of amidoxime via Pd-catalyzed cyanation and amidoximation
Yang, Chu-Ting,Han, Jun,Liu, Jun,Gu, Mei,Li, Yi,Wen, Jun,Yu, Hai-Zhu,Hu, Sheng,Wang, Xiaolin
supporting information, p. 2541 - 2545 (2015/04/14)
A novel "one-pot" reaction was developed for the synthesis of aryl or heteroaryl-substituted amidoxime compounds containing various functional groups. Fluorescence titration experiments coupled with theoretical analysis revealed that the steric hindrance and electronic effects of substituents influence the binding ability of the amidoxime compounds to uranyl ions. This journal is
Substrate profiling of Finegoldia magna SufA protease, inhibitor screening and application to prevent human fibrinogen degradation and bacteria growth in vitro
Burchacka, Ewa,Sieńczyk, Marcin,Frick, Inga-Maria,Wysocka, Magdalena,Lesner, Adam,Oleksyszyn, Józef
, p. 137 - 143 (2014/07/21)
SufA, which belongs to the subtilisin-like serine protease family, contains a non-canonical Asp-His-Ser catalytic triad. Under in vitro conditions, SufA is capable of human fibrinogen hydrolysis leading to inhibition of fibrin network formation, thus suggesting its important role in the development and progression of Finegoldia magna infections. In addition, it has been demonstrated that SufA can hydrolyze antibacterial peptides such as LL-37 and the chemokine MIG/CXCL 9, hence evading host defence mechanisms. Although the SufA protease from F. magna was discovered several years ago, its optimal substrate preference has not yet been identified. Considering the role of SufA, we have focused on the profiling of its substrate sequence preference spanning S1-S3 binding pockets using the FRET (fluorescence resonance energy transfer) approach. Next, based on the structure of the P1 residue of the developed substrate, we narrowed the inhibitor screening to the phosphonic analogues of amino acids containing an arginine-like side chain. Among all the compounds tested, only Cbz-6-AmNphthP(OPh)2 showed any inhibitory activity against SufA displaying k2/Ki value of 10 800 M -1 s-1. In addition, it prevented SufA-mediated human fibrinogen hydrolysis in vitro and exhibited potent antibacterial activity against F. magna, Staphylococcus aureus and Escherichia coli. Herein, we report on the substrate specificity, synthesis and kinetic evaluation of phosphonic inhibitors of SufA protease from F. magna which could help to establish its function in pathogenesis development and may lead to the elaboration of new antibacterial drugs.
Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)
Venkatraj, Muthusamy,Messagie, Jonas,Joossens, Jurgen,Lambeir, Anne-Marie,Haemers, Achiel,Van Der Veken, Pieter,Augustyns, Koen
scheme or table, p. 1557 - 1568 (2012/04/17)
Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in nonpeptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups.
Identification of Novel Binding Interactions in the Development of Potent, Selective 2-Naphthamidine Inhibitors of Urokinase. Synthesis, Structural Analysis, and SAR of N-Phenyl Amide 6-Substitution
Wendt, Michael D.,Rockway, Todd W.,Geyer, Andrew,McClellan, William,Weitzberg, Moshe,Zhao, Xumiao,Mantei, Robert,Nienaber, Vicki L.,Stewart, Kent,Klinghofer, Vered,Giranda, Vincent L.
, p. 303 - 324 (2007/10/03)
The preparation and assessment of biological activity of 6-substituted 2-naphthamidine inhibitors of the serine protease urokinase plasminogen activator (uPA, or urokinase) is described. 2-Naphthamidine was chosen as a starting point based on synthetic considerations and on modeling of substituent vectors. Phenyl amides at the 6-position were found to improve binding; replacement of the amide with other two-atom linkers proved ineffective. The phenyl group itself is situated near the S1′ subsite; substitutions off of the phenyl group accessed S1′ and other distant binding regions. Three new points of interaction were defined and explored through ring substitution. A solvent-exposed salt bridge with the Asp60A carboxylate was formed using a 4-alkylamino group, improving affinity to Ki = 40 nM. Inhibitors also accessed two hydrophobic regions. One interaction is characterized by a tight hydrophobic fit made with a small dimple largely defined by His57 and His99; a weaker, less specific interaction involves alkyl groups reaching into the broad prime-side protein binding region near Val41 and the Cys42-Cys58 disulfide, displacing water molecules and leading to small gains in activity. Many inhibitors accessed two of these three regions. Affinities range as low as Ki = 6 nM, and many compounds had Ki 100 nM, while moderate to excellent selectivity was gained versus four of five members of a panel of relevant serine proteases. Also, some selectivity against trypsin was generated via the interaction with Asp60A. X-ray structures of many of these compounds were used to inform our inhibitor design and to increase our understanding of key interactions. In combination with our exploration of 8-substitution patterns, we have identified a number of novel binding interactions for uPA inhibitors.
Naphthamidine urokinase inhibitors
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, (2008/06/13)
Compounds having the formula: are inhibitors of urokinase and are useful in the treatment of diseases in which urokinase plays a role. Also disclosed are urokinase-inhibiting compositions, methods for the preparation of urokinase-inhibitors, and a method of inhibiting urokinase in a mammal.
Naphthamidine urokinase inhibitors
-
, (2008/06/13)
Compounds having the formula are inhibitors of urokinase and are useful in the treatment of diseases in which urokinase plays a role. Also disclosed are urokinase-inhibiting compositions, methods for the preparation of urokinase-inhibitors, and a method of inhibiting urokinase in a mammal.
