20327-08-6Relevant articles and documents
Design and synthesis of quinolinium-based derivatives targeting FtsZ for antibacterial evaluation and mechanistic study
Zhong, Dong-Xiao,She, Meng-Ting,Guo, Xiao-Chun,Zheng, Bo-Xin,Huang, Xuan-He,Zhang, Yi-Han,Ser, Hooi-Leng,Wong, Wing-Leung,Sun, Ning,Lu, Yu-Jing
, (2022/04/13)
The discovery of small molecular inhibitors targeting essential and conserved bacterial drug targets such as FtsZ protein is a promising approach to fight against multi-drug resistant bacteria. In the present study, two new series of FtsZ inhibitors based on a 1-methylquinolinium scaffold were synthesized. The inhibitors possess a variety of substituent groups including the cyclic or linear amine skeleton at the 2- and 4-position of the quinolinium ring for structure-activity relationship study. In general, the inhibitors bearing a cyclic amine substituent at the 4-position of the quinolinium ring showed better antibacterial activity (MIC down to 0.25 μg/mL) than that at the 2-position, especially against Gram-positive bacteria. Among the twenty FtsZ inhibitors examined in various assays, A3 was identified to exhibit excellent antibacterial activity against S. aureus (MIC = 0.5–1 μg/mL), S. epidermidis (MIC = 0.25 μg/mL) and E. faecium (MIC = 1–8 μg/mL). More importantly, A3 showed low hemolytic toxicity (IC5 = 64 μg/mL) and was found not readily to induce drug resistance. A3 at 2–8 μg/mL promoted the polymerization of FtsZ and interrupted the bacterial division. Furthermore, the ligand-FtsZ interaction study conducted with circular dichroism and molecular docking revealed that A3 induced secondary structure changes of FtsZ protein upon binding to the interdomain cleft of the protein. A3 is thus a potent inhibitor of FtsZ and shows potential to be used as a new antibacterial agent against drug-resistant bacteria.
Applying styryl quinolinium fluorescent probes for imaging of ribosomal RNA in living cells
Saady, Abed,Varon, Eli,Jacob, Avi,Shav-Tal, Yaron,Fischer, Bilha
, (2019/11/02)
The detection of subcellular domains in cells can be obtained by specific fluorescent markers. Here we report the use of styryl quinolinium dyes that selectively stain ribosomal RNA (rRNA) in nucleoli and in the cytoplasm of mammalian cells. Specifically,
Combination of N-Arylstilbazolium Organic Nonlinear Optical Chromophores with Iodoargentates: Structural Diversities and Optical Properties
Wang, Yu-Kang,Zhao, Li-Ming,Fu, Yu-Qing,Chen, Zhao,Lin, Xiao-Yan,Wang, Dao-Hua,Li, Yi,Li, Hao-Hong,Chen, Zhi-Rong
, p. 3827 - 3840 (2018/06/11)
A combination of N-arylstilbazolium organic nonlinear optical chromophores with iodoargentates results in five new hybrids, i.e., [(DAST)(Ag2I3)]n (1), [(DMAQS)(Ag2I3)]n (2), [(DPAS)(Ag2I3)]n (3), [(DPTAS)2(Ag5I7)]n (4), and [(CEMAS)2(Ag5I7)]n (5). Among them, the former four are centrosymmetric, and 5 is non-centrosymmetrical (space group Pna21) with the introduction of a cyano group in an organic chromophore. The (Ag5I7)n2n- chains in 4 and 5 are special, in which that of 4 is constructed from Ag5I10 building blocks with a μ6-I σ-bonding to six Ag ions, and that in 5 is the connection of a cubane-like Ag4I4 core with bridged AgI4 tetrahedra. UV/vis/near-IR adsorptions and near-IR photoluminescences have been observed. All the organic chromophores are stacked as head-to-tail arrangements, resulting in second harmonic generation (SHG) inactive in 1-4. But 5 is SHG active without J-aggregation of organic chromophore, whose symmetry break was driven by the formation of hydrogen bonds around the cyano group. The SHG activity of 5 originates from the polarizations of the asymmetric contribution of Ag5I94- unit mixing with non-centrosymmetrical (CEMAS)22+ pair. Theoretical calculations were carried out to disclose their electronic structures.
