6746-81-2Relevant academic research and scientific papers
Dihydroquinozinone carboxylic acid compound and application thereof (by machine translation)
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Paragraph 0078-0081, (2020/02/14)
The invention belongs to the field of, pharmaceutical chemistry, and relates to (HBV) a dihydroquinozinone carboxylic acid compound with the activity of, and resisting hepatitis B virus (hepatitis B virus) .and a preparation method of the dihydroquinozino
Novel chiral stationary phases based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin combining cinchona alkaloid moiety
Zhu, Lunan,Zhu, Junchen,Sun, Xiaotong,Wu, Yaling,Wang, Huiying,Cheng, Lingping,Shen, Jiawei,Ke, Yanxiong
, p. 1080 - 1090 (2020/05/25)
Novel chiral selectors based on 3,5-dimethyl phenylcarbamoylated β-cyclodextrin connecting quinine (QN) or quinidine (QD) moiety were synthesized and immobilized on silica gel. Their chromatographic performances were investigated by comparing to the 3,5-dimethyl phenylcarbamoylated β-cyclodextrin (β-CD) chiral stationary phase (CSP) and 9-O-(tert-butylcarbamoyl)-QN-based CSP (QN-AX). Fmoc-protected amino acids, chiral drug cloprostenol (which has been successfully employed in veterinary medicine), and neutral chiral analytes were evaluated on CSPs, and the results showed that the novel CSPs characterized as both enantioseparation capabilities of CD-based CSP and QN/QD-based CSPs have broader application range than β-CD-based CSP or QN/QD-based CSPs. It was found that QN/QD moieties play a dominant role in the overall enantioseparation process of Fmoc-amino acids accompanied by the synergistic effect of β-CD moiety, which lead to the different enantioseparation of β-CD-QN-based CSP and β-CD-QD-based CSP. Furthermore, new CSPs retain extraordinary enantioseparation of cyclodextrin-based CSP for some neutral analytes on normal phase and even exhibit better enantioseparation than the corresponding β-CD-based CSP for certain samples.
An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5
Breunig, Michael,Gaich, Tanja,Yuan, Po
supporting information, p. 5521 - 5525 (2020/02/20)
We report a concise and versatile total synthesis of the diterpenoid (+)-norcembrene 5 from simple building blocks. Ring-closing metathesis and an auxiliary-directed 1,4-addition are the key steps of our synthetic route. During the synthesis, an unprecede
Development of Selective Steroid Inhibitors for the Glucose-6-phosphate Dehydrogenase from Trypanosoma cruzi
Fredo Naciuk, Fabrício,Do Nascimento Faria, Jéssica,Gonc?lves Eufrásio, Amanda,Torres Cordeiro, Artur,Bruder, Marjorie
supporting information, p. 1250 - 1256 (2020/07/27)
Chagas disease is a parasitic infection affecting millions of people across Latin America, imposing a dramatic socioeconomic burden. Despite the availability of drugs, nifurtimox and benznidazole, lack of efficacy and incidence of side-effects prompt the identification of novel, efficient, and affordable drug candidates. To address this issue, one strategy could be probing the susceptibility of Trypanosoma parasites toward NADP-dependent enzyme inhibitors. Recently, steroids of the androstane group have been described as highly potent but nonselective inhibitors of parasitic glucose-6-phosphate dehydrogenase (G6PDH). In order to promote selectivity, we have synthesized and evaluated 26 steroid derivatives of epiandrosterone in enzymatic assays, whereby 17 compounds were shown to display moderate to high selectivity for T. cruzi over the human G6PDH. In addition, three compounds were effective in killing intracellular T. cruzi forms infecting rat cardiomyocytes. Altogether, this study provides new SAR data around G6PDH and further supports this target for treating Chagas disease.
Glycidyl Tosylate: Polymerization of a “Non-Polymerizable” Monomer permits Universal Post-Functionalization of Polyethers
Jung, Philipp,Ziegler, Arthur D.,Blankenburg, Jan,Frey, Holger
supporting information, p. 12883 - 12886 (2019/08/22)
Glycidyl tosylate appears to be a non-polymerizable epoxide when nucleophilic initiators are used because of the excellent leaving group properties of the tosylate. However, using the monomer-activated mechanism, this unusual monomer can be copolymerized
Chiral ND - 322, ND - 364 or ND - 364 sulfoxide analogs and its preparation method
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Paragraph 0121; 0122, (2018/04/02)
The invention relates to a chiral ND-322, ND-364 or ND-364 sulfoxide analog and a preparation method therefor, and belongs to the technical field of pharmaceutical active compound synthesis. The chiral ND-322, ND-364 or ND-364 sulfoxide analog takes chira
An integrative study to identify novel scaffolds for sphingosine kinase 1 inhibitors
Vettorazzi, Marcela,Angelina, Emilio,Lima, Santiago,Gonec, Tomas,Otevrel, Jan,Marvanova, Pavlina,Padrtova, Tereza,Mokry, Petr,Bobal, Pavel,Acosta, Lina M.,Palma, Alirio,Cobo, Justo,Bobalova, Janette,Csollei, Jozef,Malik, Ivan,Alvarez, Sergio,Spiegel, Sarah,Jampilek, Josef,Enriz, Ricardo D.
, p. 461 - 481 (2017/08/21)
Sphingosine kinase 1 (SphK1), the enzyme that produces the bioactive sphingolipid metabolite, sphingosine-1-phosphate, is a promising new molecular target for therapeutic intervention in cancer and inflammatory diseases. In view of its importance, the main objective of this work was to find new and more potent inhibitors for this enzyme possessing different structural scaffolds than those of the known inhibitors. Our theoretical and experimental study has allowed us to identify two new structural scaffolds (three new compounds), which could be used as starting structures for the design and then the development of new inhibitors of SphK1. Our study was carried out in different steps: virtual screening, synthesis, bioassays and molecular modelling. From our results, we propose a new dihydrobenzo[b]pyrimido[5,4-f]azepine and two alkyl{3-/4-[1-hydroxy-2-(4-arylpiperazin-1-yl)ethyl]phenyl}carbamates as initial structures for the development of new inhibitors. In addition, our molecular modelling study using QTAIM calculations, allowed us to describe in detail the molecular interactions that stabilize the different Ligand-Receptor complexes. Such analyses indicate that the cationic head of the different compounds must be refined in order to obtain an increase in the binding affinity of these ligands.
Synthesis and characterization of new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-propoxybenzoates and their hydrochloride salts
Marvanova, Pavlina,Padrtova, Tereza,Pekarek, Tomas,Brus, Jiri,Czernek, Jiri,Mokry, Petr,Humpa, Otakar,Oravec, Michal,Jampilek, Josef
, (2016/07/06)
Five new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-propoxybenzoates were designed and synthesized as potential dual antihypertensive agents. The compounds were prepared as free bases and subsequently transformed to hydrochloride salts. The position of pr
Synthesis and determination of physicochemical properties of new 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-alkoxyethoxybenzoates
Marvanova, Pavlina,Padrtova, Tereza,Odehnalova, Klara,Hosik, Ondrej,Oravec, Michal,Mokry, Petr
, (2016/12/30)
Nine new dihydrochloride salts of 3-(4-arylpiperazin-1-yl)-2-hydroxypropyl 4-alkoxyethoxybenzoates were designed and synthesized. The physicochemical properties such as lipophilicity index (log kw) and dissociation constant (pKa) wer
Method for manufacturing optically active cyclic ether ester derivative
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Paragraph 0100; 0101; 0102, (2017/01/02)
The invention provides a method for simply and selectively manufacturing an optically active cyclic ether aryl sulfonic acid ester with an inexpensively obtained racemate as the raw material. The method for manufacturing the cyclic ether aryl sulfonic acid ester comprises the steps of with the existence of optically active bisoxazoline ligand, lewis acid compound, alkali and organic solvent, aryl sulfonyl halide and hydroxymethyl cyclic ether are subjected to the racemate reaction to obtain an optically active cyclic ether aryl sulfonic acid ester. Preferably glycidyl or 2-hydroxymethyl tetrahydrofuran is adopted as the above hydroxymethyl cyclic ether.
