4518-10-9Relevant articles and documents
Green synthesis and: In situ immobilization of gold nanoparticles and their application for the reduction of p -nitrophenol in continuous-flow mode
Szcs, Rózsa,Balogh-Weiser, Diána,Sánta-Bell, Evelin,Tóth-Szeles, Eszter,Varga, Tamás,Kónya, Zoltán,Poppe, László,Lagzi, István
, p. 9193 - 9197 (2019)
A green and facile method has been developed for the preparation of in situ immobilized gold nanoparticles (AuNPs) using agarose as a reducing and stabilizing agent. The size of the synthesized AuNPs ranges between 10 and 100 nm, and their average size can be controlled by the concentrations of the agarose and gold salt. The agarose matrix as a mild and green reaction medium can provide a good dispersion environment for forming AuNPs, and the hydrogel can be well homogenized with polyacrylic macroporous microbeads as well, which can adsorb and stabilize the particles leading to the simultaneous synthesis and immobilization of AuNPs avoiding harmful inorganic compounds or organic solvents. The supported gold nanocatalyst was successfully applied as a catalyst in packed bed reactors for efficient NaBH4-mediated reduction of p-nitrophenol in continuous-flow mode.
Parallel β-sheet assemblage in a model dipeptide: An X-ray diffraction study
Kundu, Sandip Kumar,Mazumdar, Pooja Anjali,Das, Amit Kumar,Bertolasi, Valerio,Pramanik, Animesh
, p. 1602 - 1604 (2002)
The dipeptide Boc-L-Ala-m-ABA-OMe has been synthesised in order to understand the structure of β-sheet polypeptides. Its crystal structure shows that it forms an infinite, distorted, parallel β-sheet assemblage by intermolecular hydrogen-bonding and π-π interactions between the benzene rings.
Copper(II)-directed static excimer formation of an anthracene-based highly selective fluorescent receptor
Malkondu, Sait,Turhan, Dilek,Kocak, Ahmet
, p. 162 - 167 (2015)
A novel 'turn-on' fluorescent receptor methyl 3-((anthracen-9-ylmethylene)amino)benzoate (MAB) with anthracene as the fluorophore and methyl 3-aminobenzoate as a metal ion chelating center has been designed and synthesized. The ability of the prepared receptor to detect metal ions has been evaluated by the changes in its emission intensity. MAB demonstrates high selectivity and sensitivity for Cu2+ among the nineteen metal ions examined in MeCN. The interaction of MAB with Cu2+ causes a significant enhancement in emission intensity due to the combination of a unique anthracenyl static excimer formation, the restricted CN isomerization and the suppression of highly efficient photoinduced electron transfer (PET) process. The disassociation of the excimer species to monomers is directed by temperature, Cu2+ concentration and solvent fraction. Furthermore, the considerable 'off-on' fluorescence response or the conversion of the excimer species to monomers concomitantly led to the apparent color changes, which could also be identified easily by the naked eye using a UV lamp.
CETP inhibitory activity of chlorobenzyl benzamides: QPLD docking, pharmacophore mapping and synthesis
Abu Khalaf, Reema,Abd El-Aziz, Hamada,Sabbah, Dima,Albadawi, Ghadeer,Abu Sheikha, Ghassan
, p. 1391 - 1400 (2017)
Background: Elevated levels of serum LDL and total cholesterol are considered important risk factors for the development of atherosclerosis. Cholesteryl ester transfer protein inhibition raises HDL levels and reduces atherosclerotic lesions. Objective: Consequently, there is a great interest in developing new CETP inhibitors. Methods: Herein, synthesis of four chlorobenzyl benzamides 8a-d that aim at CETP inhibition was performed. Results: Benzamide 8a showed the best CETP inhibitory activity with an IC50 of 1.6 μM. In vitro biological data shows that the presence of p-trifluoromethoxy group enhances CETP inhibitory activity more than m-trifluoromethyl groups. QPLD docking shows that the verified compounds accommodate the binding cleft of CETP and are enclosed by hydrophobic lining. The scaffold of 8a-d matches the pharmacophoric points of CETP inhibitors; particularly hydrophobic and aromatic functionalities. Conclusion: Future structural modification is needed to improve CETP inhibitory activity and to enhance understanding of the structure-activity relationship.
Synthesis, Biological Evaluation, and Molecular Modeling Study of Substituted Benzyl Benzamides as CETP Inhibitors
Abu Khalaf, Reema,Sabbah, Dima,Al-Shalabi, Eveen,Bishtawi, Samar,Albadawi, Ghadeer,Abu Sheikha, Ghassan
, (2017)
Cardiovascular disease is the most common cause for mortality and morbidity in the developed world; its risk is inversely related to the high-density lipoprotein (HDL) cholesterol levels. Therefore, there is a great interest in developing new cholesteryl ester transfer protein (CETP) inhibitors capable of raising HDL as a novel approach for the prevention of cardiovascular disease. Herein, the synthesis and characterization of ten benzyl benzamides 8a–j that aim at CETP inhibition was performed. The in vitro CETP inhibition bioassay revealed that benzamide 8j had the best activity, with a percent inhibition of 82.2% at 10 μM concentration and an IC50 value of 1.3 μM. The docking study shows that the verified compounds accommodate the binding cleft of CETP and are enclosed by a hydrophobic lining. Furthermore, the scaffold of 8a–j matches the pharmacophoric points of CETP inhibitors, particularly in its hydrophobic and aromatic functionalities.
Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes
Fu, Lihua,Li, Dingzhong,Lu, Hao,Qiu, Renhua,Sun, Tulai,Xing, Chen,Yang, Tianbao
, (2022/01/11)
The development of green and efficient methods for hydrogenation of nitroarenes is still highly demanding in organic synthesis. Herein, we report an industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles process for the synthesis of aryl amines with good yields via hydrogenation of nitroarenes. Nine key anti-cancer drug intermediates were successfully achieved with protocol. And Osimertinib intermediate 4m can be smoothly synthesized at a 2.67 kg-scale with >99.5% HPLC purity. This protocol features cheap carbon source, highly catalytic activity, simple operation, kilogram-scalable and recyclable catalysts (eight times without observable losing activity).
Synthesis of phenazine-2,8-dicarboxylates
Bhadbhade, Mohan M.,Constable, Grace E. O.,Hunter, Luke,Jung, Jane,Read, Roger W.,Wakelin, Laurence P. G.
supporting information, (2022/01/12)
Phenazine is a tricyclic heteroarene that forms the core of diverse functional molecules including DNA intercalators. However, 2,8-disubstituted phenazines are rare, and this potentially limits the medicinal development of this class of heterocycles. Here we describe the synthesis of two new members of this compound class (i.e. dimethyl phenazine-2,8-dicarboxylate and the corresponding diacid), following a synthetic route that involved inter- and intramolecular Buchwald-Hartwig N-arylations. We also detail a simple NMR-based method for proving the 2,8-disubstitution pattern, in order to counterbalance suspected structural misassignments elsewhere in the peer-reviewed and patent literature.
Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction
Zhou, Wenjuan,Xu, Chenhao,Dong, Guanjun,Qiao, Hui,Yang, Jing,Liu, Hongmin,Ding, Lina,Sun, Kai,Zhao, Wen
, (2021/03/24)
Defective in cullin neddylation 1(DCN1) is a co-E3 ligase that is important for cullin neddylation. Dysregulation of DCN1 highly correlates with the development of various cancers. Herein, from the initial high-throughput screening, a novel hit compound 5a containing a phenyltriazole thiol core (IC50 value of 0.95 μM for DCN1-UBC12 interaction) was discovered. Further structure-based optimization leads to the development of SK-464 (IC50 value of 26 nM). We found that SK-464 not only directly bound to DCN1 in vitro, but also engaged cellular DCN1, suppressed the neddylation of cullin3, and hindered the migration and invasion of two DCN1-overexpressed squamous carcinoma cell lines (KYSE70 and H2170). These findings indicate that SK-464 may be a novel lead compound targeting DCN1-UBC12 interaction.
3 -substituted indole derivative as well as preparation method and application thereof in antitumor drugs
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Paragraph 0123-0124, (2021/09/26)
The invention relates to 3 -substituted indole derivatives and a preparation method thereof and application thereof in antitumor drugs, wherein the structural formula of 3 -substituted indole derivatives is shown in formula 1 or formula 2. After the synthesized target compound is synthesized, the nuclear magnetic resonance hydrogen spectrum is obtained. The structure of the nuclear magnetic resonance carbon spectrum, the infrared spectrum (only the solid compound), and the mass spectrum (only the target compound) was determined, and its solid intermediate and the target compound melting point were determined by a melting point instrument. 5 - Fluorouracil is used as a positive reference, and through ADMET preliminary prediction of the drug properties and pharmacokinetic properties of the synthesized compound, a CCK - 8 experiment proves that the compound has a good inhibition effect on 3 tumor cells (A549, MCF - 7, NCI - N87). , The novel indole derivative is expected to be a medicine with a higher inhibiting effect on tumors.
Polyfluoroalkyl-containing isoindolinone benzamide derivative, preparation method and application thereof
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Paragraph 0126-0129, (2021/05/12)
The invention provides a polyfluoroalkyl-containing isoindolinone benzamide derivative, which has the following general formula A-1 as shown in the specification, wherein substituent groups are shown as the specification. The polyfluoroalkyl-containing isoindolinone benzamide derivative provided by the invention is suitable for agricultural insecticide.
