118-61-6Relevant academic research and scientific papers
Design potential selective inhibitors for human leukocyte common antigen-related (PTP-LAR) with fragment replace approach
Li, Hong-Lian,Li, Wei-Ya,Lu, Xin-Hua,Ma, Ying,Tang, Xue,Wang, Run-Ling,Wu, Jing-Wei,Zhang, Huan,Zheng, Zhi-Hui
, p. 5338 - 5348 (2020)
The overexpression of PTP-LAR could cause the insulin resistance, so PTP-LAR might be a promising target for treating diabetes. In this study, we applied the computer modeling methods with fragment replace approach to screen the fragment database by targeting PTP domain and site B with the aim to discover potent and selective PTP-LAR inhibitors. A series of novel 4-thiazolidone derivatives were gained. The results of their ADMET predictions indicated that these new compounds might become drug candidates. The series of these derivatives were synthesized. Subsequently, their PTP-LAR inhibitory activities were assayed. The compound7d showed highly selectivity for PTP-LAR (10.41 μM) over its close homolog PTP1B (IC50=44.40 μM), SHP2 (IC50>122.81 μM) and CDC25B (IC50>122.81 μM) and docking and molecular dynamics simulation were applied to propose the most likely binding mode of compound7d with PTP-LAR. Thus, our findings reported here may pave a way for discovering potential selective PTP-LAR inhibitors. AbbreviationsPTP-LAR Human leukocyte common antigen-relatedPTP Protein Tyrosine PhosphataseIR insulin receptorPTP1B Protein tyrosine phosphatase-1BLRP Lung resistance proteinADMET absorption, distribution, metabolism, excretion, toxicityPPB plasma protein bindingBBB blood brain barrier penetrationCYP450 cytochrome P450HIA human intestinal absorptionTLC thin-layer chromatographyUV Ultra VioletNMR nuclear magnetic resonanceTMS tetramethylsilaneMS mass spectrometryANM anisotropic network modePDB Protein Data BankDMF N,N-DimethylformamidepNPP para-nitrophenyl phosphateDTT dithiothreitolMD molecular dynamicRMSD root-mean-square deviationRMSF root-mean-square fluctuationSPC single-point chargePME Particle Mesh EwaldMM-PBSA molecular mechanics Poisson Boltzmann surface areaH bond, hydrogen bondVDW Van der Waals Communicated by Ramaswamy H. Sarma.
Investigation of waste banana peels and radish leaves for their biofuels potential
Khan, Abdul Majeed,Khaliq, Shaista,Sadiq, Rabia
, p. 239 - 245 (2015)
This article is mainly based on the production of biodiesel and bioethanol from waste banana peels and radish leaves. The oily content from both the samples were converted to biodiesel by acid catalyzed and base catalyzed transesterification using methanol and ethanol. The biodiesel so obtained was subjected to analysis in accordance with the American Standard for Testing Materials (ASTM). The carbohydrates were extracted by distilled water and characterized by physical, chemical and biochemical methods. The carbohydrates were subjected to anaerobic fermentation using Saccharomyces cerevisiae to produce bioethanol which was confirmed by the preparation of UV active derivatives namely ethyl benzoate and ethyl salicylate. The highest % yield of fatty acid methyl ester and fatty acid ethyl ester was found to be 75% and 38%, respectively. The yield of bioethanol from banana peels and radish leaves was found to be 1.37% and 1.23%, respectively.
SO3H-functionalized Bronsted acidic ionic liquids as efficient catalysts for the synthesis of isoamyl salicylate
Tao, Duan-Jian,Wu, Jing,Wang, Zhen-Zhen,Lu, Zhang-Hui,Yang, Zhen,Chen, Xiang-Shu
, p. 1 - 7 (2014)
Six Bronsted acidic ionic liquids (BAILs) composed of [HSO 4] were prepared, characterized, and used as catalysts of low dosage in the synthesis of isoamyl salicylate. The effects of various parameters such as the kind of BAILs, temperature, catalyst loading, and molar ratio of the reactants on the conversion of salicylic acid were also examined in detail. The results suggested that the catalytic performances of BAILs were of close relevance to their Hammett acidities. The SO3H-functionalized BAILs 1-(4-sulfonic acid) butyl-3-methylimidazolium hydrogen sulfate ([BSmim][HSO 4]) and N-(4-sulfonic acid) butyl triethylammonium hydrogen sulfate ([BSEt3N][HSO4]) of strong acidities exhibited excellently catalytic activities and selectivities in the esterification of salicylic acid with isoamyl alcohol. The fully optimized geometries of [BSmim][HSO4] and [BSEt3N][HSO4] further manifest that their strong acidities are derived from the strong interactions between the anion with the sulfonic acid group. In addition, it was found that [BSmim][HSO4] could be also recovered easily and used repetitively at least six times without obvious decline in activity and quantity.
Esterification of salicylic acid using Ce4+ modified cation-exchange resin as catalyst
Zhang, Ming,Zhu, Wen Shuai,Li, Hua Ming,Shi, Hua,Yan, Yong Sheng,Wang, Zhi Gao
, p. 1477 - 1481 (2012)
The esterification of salicylic acid with methanol was carried out over a series of Ce4+ modified cation-exchange resins. The effect of different reaction conditions was studied on the conversion of salicylic acid, and the optimal reaction parameters were obtained. The experimental results indicated that Ce(SO4)2/001×7 was an effective catalyst for the synthesis of methyl salicylate. The conversion of salicylic acid could reach 93.3% while its selectivity was more than 99.0%. SEM-EDS and TG-DSC analysis were employed to characterize the structure and property of the catalyst. Besides, the catalytic performance of Ce(SO4) 2/001×7 in the esterification of salicylic acid with different alcohols was compared. The reusability of Ce(SO4)2/ 001×7 was also studied by using salicylic acid and methanol as model substrates. The mechanism was proposed for the esterification of salicylic acid with methanol over Ce4+ modified cation-exchange resins.
204. The Reaction of 1,3-Butadiene with Ethyl Diazopyruvate. Syntheses of Salicylates and of Nezukone
Wenkert, Ernest,Greenberg, Richard S.,Kim, Hong-Seok
, p. 2159 - 2165 (1987)
The Rh-catalyzed reaction of 1,3-butadiene with ethyl 3-diazopyruvate leads, inter alia, to a dihydro-oxepinecarboxylate whose oxidation and functional-group manipulation produce salicylates.Wittig reactions on the acylcyclopropane accompanying the dihydrooxepine yields acrylates whose pyrolyses afford cycloheptadienecarboxylates.Oxidation and functional-group transformation produces the natural tropone, nezukone.
Microwave-accelerated esterification of salicylic acid using Br?nsted acidic ionic liquids as catalysts
Shi, Hua,Zhu, Wenshuai,Li, Huaming,Liu, Hua,Zhang, Ming,Yan, Yongsheng,Wang, Zhigao
, p. 588 - 591 (2010)
A variety of Br?nsted acidic ionic liquids were screened as catalysts for the esterification of salicylic acid. The experimental results indicated that SO3H-functionalized ionic liquids with HSO4- performed high catalytic activity under microwave irradiation, and the yields can reach 91.9-93.6%. Furthermore, ionic liquids can be easily separated by simple decantation and have a fair reusability. The Br?nsted acidity-catalytic activity relationships were also investigated and the results showed that the activity of the acidic ionic liquids is in excellent agreement with their acidity order. Crown Copyright
Enhancement of optical faraday effect of nonanuclear Tb(III) complexes
Nakanishi, Takayuki,Suzuki, Yuki,Doi, Yoshihiro,Seki, Tomohiro,Koizumi, Hitoshi,Fushimi, Koji,Fujita, Koji,Hinatsu, Yukio,Ito, Hajime,Tanaka, Katsuhisa,Hasegawa, Yasuchika
, p. 7635 - 7641 (2014)
The effective magneto-optical properties of novel nonanuclear Tb(III) complexes with Tb-O lattice (specifically, [Tb9(sal-R) 16(μ-OH)10]+NO3-, where sal-R = alkyl salicylate (R = -CH3 (Me), -C2H 5 (Et), -C3H7 (Pr), or -C4H 9 (Bu)) are reported. The geometrical structures of these nonanuclear Tb(III) complexes were characterized using X-ray single-crystal analysis and shape-measure calculation. Optical Faraday rotation was observed in nonanuclear Tb(III) complexes in the visible region. The Verdet constant per Tb(III) ion of the Tb9(sal-Me) complex is 150 times larger than that of general Tb(III) oxide glass. To understand their large Faraday rotation, electron paramagnetic resonance measurements of Gd(III) complexes were carried out. In this Report, the magneto-optical relation to the coordination geometry of Tb ions is discussed.
A polynuclear Cu(ii) complex for real time monitoring of mitochondrial cytochrome: C release during cellular apoptosis
Brand?o, Paula,Das, Debasis,Félix, Vítor,Ghosh, Milan,Ghosh, Subhasis,Hira, Sumit Kumar,Khanra, Somnath,Manna, Partha Partim,Paladhi, Ankush,Ta, Sabyasachi
, p. 6563 - 6566 (2020)
A new amide-imine conjugate, 2-hydroxybenzoic acid-(2-hydroxybenzylidene)-hydrazide (L1), is employed to prepare a single crystal X-ray structurally characterized poly-nuclear Cu(ii) complex (M1). M1 selectively and spatially interacts with cytochrome C (Cyt C) to allow fluorescence imaging of intracellular translocation events in living cells. Thus, direct visualization of a Cyt C translocation event during an apoptotic process is achieved for the first time. The binding constant and LOD are 7.52 × 104 M-1 and 34.0 nM, respectively.
Synthesis of salicylates from anionically activated aromatic trifluoromethyl group
Lin, Chuankai,Liu, Jin-Biao,Wang, Ruixiang,Xie, Huilin
supporting information, (2021/12/22)
An efficient approach to salicylates via a novel transformation of anionically activated aromatic trifluoromethyl group is described. Anionically activated trifluoromethyl group can react with phenols/alcohols under alkaline conditions to afford aryl/alkyl salicylates in high yields. Mechanism studies indicate that the carbonyl oxygen atom of ester is from the H2O in the solvent.
Design, synthesis, and anti-proliferative evaluation of new quinazolin-4(3H)-ones as potential VEGFR-2 inhibitors
El-Adl, Khaled,El-Helby, Abdel-Ghany A.,Ayyad, Rezk R.,Mahdy, Hazem A.,Khalifa, Mohamed M.,Elnagar, Hamdy A.,Mehany, Ahmed B.M.,Metwaly, Ahmed M.,Elhendawy, Mostafa A.,Radwan, Mohamed M.,ElSohly, Mahmoud A.,Eissa, Ibrahim H.
, (2020/11/24)
Inhibiting VEGFR-2 has been set up as a therapeutic strategy for treatment of cancer. Thus, nineteen new quinazoline-4(3H)-one derivatives were designed and synthesized. Preliminary cytotoxicity studies of the synthesized compounds were evaluated against three human cancer cell lines (HepG-2, MCF-7 and HCT-116) using MTT assay method. Doxorubicin and sorafenib were used as positive controls. Five compounds were found to have promising cytotoxic activities against all cell lines. Compound 16f, containing a 2-chloro-5-nitrophenyl group, has emerged as the most active member. It was approximately 4.39-, 5.73- and 1.96-fold more active than doxorubicin and 3.88-, 5.59- and 1.84-fold more active than sorafenib against HepG2, HCT-116 and MCF-7 cells, respectively. The most active cytotoxic agents were further evaluated in vitro for their VEGFR-2 inhibitory activities. The results of in vitro VEGFR-2 inhibition were consistent with that of the cytotoxicity data. Molecular docking of these compounds into the kinase domain, moreover, supported the results.
