Department of Chemistry, University of Life Sciences, Akademicka 15, PL-20-950 Lublin.
Chem Biodivers. 2012 Jan;9(1):48-57. doi: 10.1002/cbdv.201100007.
A one-pot synthesis of new 4-(1,3-thiazolo[5,4-b]pyridin-2-yl)benzene-1,3-diols has been described. The compounds were prepared by the reaction of sulfinylbis[(2,4-dihydroxyphenyl)methanethione] derivatives, with various substituents in the aryl rings, with 2-chloropyridin-3-amines. Their structures were deduced from IR and, (1) H- and (13) C-NMR spectroscopic, mass spectrometric, and elemental analyses. The antiproliferative properties of some of the products against human cancer cell lines were comparable to those of cisplatin. Structure-activity analysis showed that the presence of hydrophobic substituents in both heterocyclic fused and phenyl rings of the compounds improves their biological effects. Further, an additional OH group in the resorcinol moiety reduced the antiproliferative activity.
一种新型 4-(1,3-噻唑并[5,4-b]吡啶-2-基)苯-1,3-二醇的一锅合成法已被描述。这些化合物是通过亚磺酰基双[(2,4-二羟基苯基)甲硫酮]衍生物与各种取代基的芳基环与 2-氯吡啶-3-胺反应制备的。它们的结构是通过红外光谱、(1)H-和(13)C-NMR 光谱、质谱和元素分析推断出来的。一些产物对人癌细胞系的抗增殖活性与顺铂相当。构效关系分析表明，化合物中杂环稠合和苯环上存在疏水性取代基可以提高它们的生物效应。此外，间苯二酚部分的额外 OH 基团降低了抗增殖活性。
