噻唑并吡啶二羧酸衍生物的晶体生长、单晶结构及生物活性

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

作者信息

Yahia Hamdi Ben, Sabri Souhir, Essehli Rachid, Kasak Peter, Drogosz-Stachowicz Joanna, Janecka Anna, El Bali Brahim

机构信息

Qatar Environment and Energy Research Institute (QEERI 2.0), Hamad Bin Khalifa University, Qatar Foundation, P.O. Box 34110 Doha, Qatar.

Energy and Transportation Science Division, Oak Ridge National Laboratory, Oak Ridge, 37831-2008 Tennessee, United States.

出版信息

ACS Omega. 2020 Oct 22;5(43):27756-27765. doi: 10.1021/acsomega.0c01769. eCollection 2020 Nov 3.

Four novel TPDCA derivatives were prepared via a supersaturation method combining TPDCA with water, -methyl-2-pyrrolidone (NMP), Na(POH), and ammonia solution: 2(CHNOS)HO (), (CHNOS)CHNO (), (CHNOS)Na(POH) (), and (CHNOS)(NH)(HO) (). Their crystal structures were determined by single-crystal X-ray diffraction. Compounds () and () crystallize in the monoclinic space groups 2 and 2/, respectively, whereas compounds () and () crystallize in the triclinic space group 1̅. Weak and moderate hydrogen bonds were detected in the four compounds. In the biological tests, () and () exhibited significant antibacterial activity against and ; in addition, () was cytotoxic against leukemia HL-60 cells with the IC value of 158.5 ± 12.5 μM.

通过将TPDCA与水、N-甲基-2-吡咯烷酮（NMP）、Na₂HPO₄和氨溶液相结合的过饱和方法制备了四种新型TPDCA衍生物：2(C₇H₅NO₄S)·H₂O (1)、(C₇H₅NO₄S)·CH₃NO₂ (2)、(C₇H₅NO₄S)₂·Na₂HPO₄ (3) 和 (C₇H₅NO₄S)·(NH₃)·(H₂O) (4)。通过单晶X射线衍射确定了它们的晶体结构。化合物1和2分别结晶于单斜空间群P2₁/c和P2₁/n，而化合物3和4结晶于三斜空间群P-1。在这四种化合物中检测到了弱和中等强度的氢键。在生物学测试中，1和2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，4对白血病HL-60细胞具有细胞毒性，IC₅₀值为158.5±12.5 μM。