16878-92-5Relevant academic research and scientific papers
Arylidene pyruvic acids motif in the synthesis of new thiopyrano[2,3-d]thiazoles as potential biologically active compounds
Lozynskyi, Andrii,Zimenkovsky, Borys,Nektegayev, Ihor,Lesyk, Roman
, p. 55 - 59 (2015)
Novel rel-(5R,6S,7S)-2-oxo-5,7-diaryl-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazol-6-yl-oxo-acetic acids were synthesized in 52-70% yields via regioselective and diastereoselective hetero-Diels-Alder reaction of 5-arylidene-4-thioxo-2-thiazolidinones with a series of arylidene pyruvic acids. The synthesized compounds were evaluated for anticancer activity in NCI60 cancer cell lines and for antiexudative activity on the carrageenan edema model in rats. Biological screening data led to identification of 3e as having moderate antitumor activity on the colon cancer HT-29 cell line and of 3b as having promising antiexudative effect.
Synthesis, antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids
Lozynskyi, Andrii,Zasidko, Viktoria,Atamanyuk, Dmytro,Kaminskyy, Danylo,Derkach, Halyna,Karpenko, Olexandr,Ogurtsov, Volodymyr,Kutsyk, Roman,Lesyk, Roman
, p. 427 - 436 (2017/05/29)
Abstract: Here it is described the synthesis, antioxidant and antimicrobial activity determination of novel rel-(5 R, 6 S, 7 R)-6-benzoyl-7-phenyl-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-5-carboxylic acids. The target compounds were obtained in good yields from 5-arylidene-4-thioxo-2-thiazolidinones and β -aroylacrylic acids via regio- and diastereoselective hetero-Diels–Alder reaction. The stereochemistry of the cycloaddition was confirmed by NMR spectra. The antioxidant and antimicrobial activity screening identified 7 compounds (3c, 3e, 3f, 3g, 3k, 3l, 3p) with a high level of free radical scavenging (43–77% DPPH assay), and compounds with significant influence on Staphylococcus aureus, Bacillus subtilis and Candida albicans (MIC 3.13–6.25 μ g/mL), but slight effect on Escherichia coli.
A simple green synthesis of (Z)-5-arylmethylene-4-thioxothiazolidines and thiopyrano[2,3-d]thiazolidine-2-thiones in PEG-400 under catalyst-free conditions
Metwally, Nadia Hanafy
, p. 528 - 537 (2014/08/18)
An improved Knoevenagel condensation of various aromatic aldehydes with thiazolidine-2,4-dithione and with 4-thioxothiazolidin-4-one can be achieved at room temperature in polyethylene glycol-400 without catalyst to afford (Z)-5-arylmethylene-4-thioxothia
Synthesis, antimicrobial and cytotoxic activities of some 5-arylidene-4-thioxo-thiazolidine-2-ones
Gouveia, Frederico L.,de Oliveira, Renata M.B.,de Oliveira, Tatiane B.,da Silva, Ivanildo M.,do Nascimento, Silene C.,de Sena, Kesia X.F.R.,de Albuquerque, Julianna F.C.
experimental part, p. 2038 - 2043 (2009/09/05)
Several 5-arylidene-4-thioxo-thiazolidine-2-ones (3a-n) were synthesized and evaluated as antimicrobial agents against representative strains, including multidrug-resistant strains of clinical isolates. Also, the antiproliferative activity was evaluated a
New substituted 4-thioxothiazolidin-2-one derivatives: Synthesis and structural study
Chantegrel,Albuquerque,Guarda,Perrissin,Lima,Galdino,Brandao,Thomasson,Pitta,Luu-Duc
, p. 403 - 409 (2007/10/03)
Synthesis and physico-chemical properties of some 3-benzyl- and 3-phenacyl-4-thioxo-5-benzylidenethiazolidin-2-one derivatives are described. Fifteen new compounds were synthesized from thiazolidin-2-one by thionation of the 4-carbonyle, alkylation of the
Substituted thio-arylidene thiazolidinones: synthesis and structural study
Albuquerque,Galdino,Chantegrel,Thomasson,Pitta,Luu-Duc
, p. 201 - 205 (2007/10/03)
The synthesis and physico-chemical properties of fourteen 4-thio-5-arylidene-thiazolidine-2-ones and eight 3-(4-bromophenacyl)-4-thio-5-arylidene-thiazolidine-2-ones are described. These products were synthetized by the aldolisation-crotonisation reaction between aromatic aldehydes and 4-thio-thiazolidine-2-one followed by N-alkylation of this substituted compounds.
