22042-71-3Relevant articles and documents
Three-component synthesis of chromeno β-lactam hybrids for inflammation and cancer screening
Borazjani, Nassim,Sepehri, Saghi,Behzadi, Maryam,Jarrahpour, Aliasghar,Rad, Javad Ameri,Sasanipour, Maryam,Mohkam, Milad,Ghasemi, Younes,Akbarizadeh, Amin Reza,Digiorgio, Carole,Brunel, Jean Michel,Ghanbari, Mohammad Mehdi,Batta, Gyula,Turos, Edward
, p. 389 - 403 (2019)
Highly diastereoselective synthesis of chromeno β-lactam hybrids was achieved by an efficient one-pot three-component reaction. With this procedure, the desired β-lactam products were obtained in good yields and with exclusive cis stereoselection, by combining a variety of benzaldehydes, malononitrile, and either 5,5-dimethylcyclohexane-1,3-dione or 4-hydroxycoumarin in the presence of 1,4-diazabicyclo [2.2.2]octane under reflux conditions. These adducts were structurally characterized on the basis of IR, 1D and 2D NMR spectra, X-ray analysis, H–H COSY and H–C HSQC two-dimensional NMR experiments, and elemental analysis. Each of the synthesized compounds was screened for anti-inflammatory and anticancer activities. β-Lactams 5b and 8b showed a 53.4 and 19.8 anti-inflammatory ratio, respectively, and 5b appeared more active than the well-known dexamethasone corticosteroid used for the treatment of rheumatoid and skin inflammation. β-Lactams 5a, 5b, 5e, 5f, 5g, 8c, 8j and 8p also showed good antitumor activity against the SW1116 (colon cancer) cell line without notable cytotoxicity towards the HepG2 control cell line.
Synthesis, structural characterization, and antibacterial activity of tricyclohexyltin aryloxyacetates
Zhang, Hao,Yu, Haixia,Liu, Xijie,Tian, Laijin
, p. 157 - 164 (2015)
Three tricyclohexyltin aryloxyacetates, p-YC6H4OCH2COOSn(C6H11-c)3 (where Y=H, 1; CHO, 2; CH2OH, 3), have been synthesized and characterized by means of elemental analysis, IR, and NMR (1H, 13C, and 119Sn) spectroscopy. The crystal structures of complexes 1 and 3 are determined by X-ray single-crystal diffraction. The carboxylate in the compounds is monodentate. The tin atom of compound 1 adopts distorted tetrahedral coordination geometry. In the crystal lattice of compound 3, there is a four-coordinated tin and a five-coordinated tin in which the fifth coordination site is occupied by a water molecule, and the molecules are linked by R33(30) and R55(28) hydrogen bonds into a two-dimensional supramolecular network. Bioassay results have shown that the compounds have good in vitro antibacterial activity against Escherichia coli.
Application of bioorthogonal hetero-Diels-Alder cycloaddition of 5-arylidene derivatives of 1,3-dimethylbarbituric acid and vinyl thioether for imaging inside living cells
Bazan, Bart?omiej,Pa?asz, Aleksandra,Skalniak, ?ukasz,Cie?, Dariusz,Buda, Szymon,J?drzejowska, Katarzyna,G?omb, Sonia,Kamzol, Daniel,Czarnota, Kinga,Latos, Krystian,Kozie?, Krzysztof,Musielak, Bogdan
supporting information, p. 6045 - 6058 (2021/07/25)
New bioorthogonal cycloaddition of 5-arylidene derivatives of 1,3-dimethylbarbituric acid as 1-oxa-1,3-butadienes and vinyl thioether as a dienophile has been applied to imaging inside living cells. The reaction is high yielding, selective, and fast in aqueous media. The proposed 1-oxa-1,3-butadiene derivative conjugated to a FITC fluorochrome selectively and rapidly labels the cancer cells pretreated with the dienophile-taxol. The second order rate constants k2 for various proposed bioorthogonal cycloadditions were estimated to be in the range from 0.9 × 10-2 M-1 s-1 to 1.4 M-1 s-1, which is much better than in the case of the first generation TQ-ligation (o-quinolinone quinone methide and vinyl thioether ligation, k2 = 1.5 × 10-3 M-1 s-1) and comparable or better to that for the second generation TQ-ligation (k2 = 2.8 × 10-2 M-1 s-1). The reaction rate constants k2 of proposed ligation reactions are in the range of the rate constants k2 for tetrazines and norbornenes or tetrazines and cyclopropenes. These findings indicate that this chemistry is suitable for in vitro imaging experiments.
Chalcone aryloxyacetamide compound as well as preparation method and application thereof
-
, (2018/03/26)
The invention relates to the field of pharmaceutical chemistry, in particular to a chalcone aryloxyacetamide compound (I) or (II) and a preparation method thereof. As proved by a pharmacodynamic test,the compound has the effects of reducing blood glucose, reducing triglyceride and reducing cholesterol, and can be used for treating abnormal glucolipid metabolism and obesity. A general formula of the compound is shown in the description.
