Entity

Time filter

Source Type


Matysiak J.,Lublin University of Life Sciences | Juszczak M.,Institute of Rural Health in Lublin | Karpinska M.M.,Institute of Industrial Organic Chemistry in Warsaw | Langner E.,Institute of Rural Health in Lublin | And 8 more authors.
Molecular Diversity | Year: 2015

A new one-step synthesis of novel biologically active 2-substituted 2,4-dihydroxyphenyl-4(Formula presented.)-thieno[3,2-(Formula presented.)][1,3]thiazin-4-ones and 4(Formula presented.)-thieno[2,3-(Formula presented.)][1,3]thiazin-4-ones has been elaborated and described. The compounds were prepared by the reaction of aryl-modified sulfinylbis [(2,4-dihydroxyphenyl)methanethione]s and the corresponding aminothiophenecarboxamides. The derivatives showed anticancer activity in vitro. These compounds inhibited the proliferation and viability of lung cancer A549, colon cancer HT-29 and glioma C6 cells in a concentration-dependent manner. Some of the derivatives had no influence on normal skin fibroblasts culture viability. Moreover, one compound (1b) showed the ability to inhibit DNA synthesis in cancer cells, especially in C6 cells, and was not toxic for normal oligodendrocytes and hepatocytes. Using reversed phase RP 18 HPLC and immobilised artificial membrane (IAM) chromatography the phase affinity of the compounds was determined. The influence of lipophilicity on the activity of compounds has been discussed. © 2015 Springer International Publishing Switzerland Source


Matysiak J.,Lublin University of Life Sciences | Juszczak M.,Institute of Rural Health in Lublin | Karpinska M.M.,Institute of Industrial Organic Chemistry in Warsaw | Langner E.,Institute of Rural Health in Lublin | And 8 more authors.
Monatshefte fur Chemie | Year: 2015

Abstract: We reported the synthesis and characterization of a series of azolo- and azino[1,3]thiazinones containing the 2,4-dihydroxyphenyl substituent. The compounds were prepared by a new one-step reaction of aryl-modified sulfinylbis[(2,4-dihydroxyphenyl)methanethione]s and the corresponding aminoazolo(azino)carboxamides. Their chemical structures were confirmed by IR, NMR: 1H, 13C, HSQC, and EI-MS spectral data. The compounds inhibited proliferation and viability of lung cancer A549, colon cancer HT-29, and glioma C6 cells in a structure- and concentration-dependent manner. The activity of some analogues was below 10 μmol dm−3 (IC50). Glioma C6 cells were the most sensitive to tested compounds. Generally, the derivatives were not toxic for the skin fibroblast HSF culture. Moreover, some of them exerted a protective effect on the treated normal cells. Evaluation of compound properties in silico showed that they possess significant drug-like characteristics and most of them display a low toxicity. Graphical abstract: [Figure not available: see fulltext.] © 2015 The Author(s) Source


Karpinska M.M.,Institute of Industrial Organic Chemistry in Warsaw | Matysiak J.,Lublin University of Life Sciences | Niewiadomy A.,Institute of Industrial Organic Chemistry in Warsaw | Niewiadomy A.,Lublin University of Life Sciences | And 2 more authors.
Monatshefte fur Chemie | Year: 2012

A one-pot synthesis of new biologically active 4- and 6-(1-alkyl/aryl-17/- benzimidazol-2-yl)benzene-1,3-diols has been developed. The compounds were obtained by the reaction of aryl-modified sulfinylbis[(2,4-dihy-droxyphenyl) methanethione] with N-substituted benzene-1,2-diamines. Elemental analysis, IR, 1H NMR, 13C NMR, and mass spectral data were used to elucidate their structures. The developed method offers short reaction times, easy and quick isolation of the products, and good yields. The antiproliferative properties of the synthesized compounds were investigated against a panel of human cancer cell lines. Some of the tested compounds showed significant cytotoxic activity. © 2011 Springer-Verlag. Source

Discover hidden collaborations