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

Abstract

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.

Density Functional Theoretical Computational Studies on 3-Methyl 2-Vinyl Pyridinium Phosphate

“…Organic phosphates are highly lustrous, adherent, and ductile, and their additives are used in electroplating baths. Structure, as well as biological activities of thiazolo-pyridine dicarboxylic derivatives, were reported by Yahia et al [3]. Linear, as well as nonlinear optical properties of pyridine N-oxide, were reported by Soscun et al [4].…”

Fused Pyridine Derivatives: Synthesis and Biological Activities

“…Antibacterial (against both gram-positive and gram-negative bacteria), antiviral, antifungal, antituberculose, and antiparasitic activity of compounds containing thiazolopyridine structure were reported [247][248][249][250][251]. Additionally, cytotoxic and anticancer activity of thiazolopyridine derivatives were investigated in many studies [252][253][254][255]. Moreover, there are many thiazolopyridine-bearing compounds with various bioactivity profile, such as histamine H3-receptor antagonistic activity, mGluR5metabotropic glutamate receptor subtype 5-antagonist, sphingosine-1-phosphate (S1P) agonist, DNA Gyrase B (GyrB) ATPase inhibitor, anti-inflammatory activity, phosphoinositide 3-kinase inhibitor, and allosteric inhibitor of MALT1 [129,[256][257][258][259][260][261].…”

Exploring Chemistry with Pyridine Derivatives

“…Antibacterial (against both gram-positive and gram-negative bacteria), antiviral, antifungal, antituberculose, and antiparasitic activity of compounds containing thiazolopyridine structure were reported [247][248][249][250][251]. Additionally, cytotoxic and anticancer activity of thiazolopyridine derivatives were investigated in many studies [252][253][254][255]. Exploring Chemistry with Pyridine Derivatives 132 Moreover, there are many thiazolopyridine-bearing compounds with various bioactivity profile, such as histamine H3-receptor antagonistic activity, mGluR5metabotropic glutamate receptor subtype 5-antagonist, sphingosine-1-phosphate (S1P) agonist, DNA Gyrase B (GyrB) ATPase inhibitor, anti-inflammatory activity, phosphoinositide 3-kinase inhibitor, and allosteric inhibitor of MALT1 [129,[256][257][258][259][260][261].…”