Crystal Growth, Single Crystal Structure, and Biological Activity of Thiazolo-Pyridine Dicarboxylic Acid Derivatives

Four
novel TPDCA derivatives were prepared via a supersaturation
method combining TPDCA with water, N-methyl-2-pyrrolidone
(NMP), Na­(PO2H2), and ammonia solution: 2­(C9H7NO5S)­H2O (1), (C9H7NO5S)­C5H9NO (2), (C9H7NO5S)­Na­(PO2H2) (3), and (C9H5NO5S)­(NH4)2(H2O) (4). Their crystal structures were determined by
single-crystal X-ray diffraction. Compounds (1) and (2) crystallize in the monoclinic space groups P21 and P21/c, respectively, whereas compounds (3) and (4) crystallize in the triclinic space group P1̅.
Weak and moderate hydrogen bonds were detected in the four compounds.
In the biological tests, (1) and (3) exhibited
significant antibacterial activity against Escherichia
coli and Staphylococcus aureus; in addition, (1) was cytotoxic against leukemia HL-60
cells with the IC50 value of 158.5 ± 12.5 μM.

通过结合TPDCA与水、N-甲基-2-吡咯烷酮（NMP）、Na(PO2H2)和氨溶液的超饱和方法，制备了四种新型的TPDCA衍生物：2-(C9H7NO5S)H2O（1）、(C9H7NO5S)C5H9NO（2）、(C9H7NO5S)Na(PO2H2)（3）和(C9H5NO5S)(NH4)2(H2O)（4）。其晶体结构通过单晶X射线衍射确定。其中，化合物（1）和（2）分别以单斜晶系P21和P21/c空间群结晶，而化合物（3）和（4）则以三斜晶系P1̅空间群结晶。在四种化合物中检测到弱至中等的氢键。在生物学测试中，（1）和（3）对大肠杆菌和金黄色葡萄球菌表现出显著的抗菌活性；此外，（1）对白血病HL-60细胞具有细胞毒性，其半数抑制浓度（IC50）为158.5 ± 12.5 μM。