Aiegens for cancer cells and gram-positive bacteria discrimination and killing
A technology for gram-positive bacteria and cancer cells, applied in antibacterial drugs, organic active ingredients, climate sustainability, etc., can solve problems such as hindering practical application, low treatment efficiency, and limited production of reactive oxygen species
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Embodiment 1
[0202] Synthesis of TPPCN and TPE-CP
[0203] 4-(1-(4-(2,2-dicyano-1-styryl)phenyl-2,2-bis(4-methoxystyryl)-1-methylpyridine hexafluorophosphate (TPPCN,6)
[0204] TiCl 4 (1 mL, 9.0 mmol) was gradually added to dry THF (50 mL) containing zinc dust (1.17 g, 18.0 mmol) at -78 °C to form a reaction mixture. The reaction was refluxed for 2 hours, and 4,4'-dimethoxybenzophenone (1.090 g, 4.5 mmol) and compound 2 (0.786 g, 3 mmol) in dry THF (20 ml) were added to the reaction mixture. The reaction mixture was refluxed for an additional 5 hours. After the reaction was completed, the solvent was removed with compressed air, the residue was extracted with DCM, and the residue was extracted with anhydrous Na 2 SO 4 dry. The crude product was purified on a silica gel column using DCM as eluent. A yellow solid compound 3 was obtained with a yield of 50%.
[0205] n-BuLi (0.6 mL, 1.2 mmol, 2.0 M n-hexane) was slowly added dropwise to a solution of compound 3 (0.471 g, 1.0 mmol) i...
Embodiment 2
[0210] Photophysical properties of TPPCN
[0211] like figure 1 The UV absorption spectrum of TPPCN in dichloromethane (DCM) solution is shown. The maximum absorption peak of TPPCN is at 440 nm, which is located in the visible light range, and visible light causes less damage to biological systems than UV light. Fluorescence spectra of solution and aggregated states indicate that TPPCN has typical AIE properties, such as Figures 2A-2B As shown, in the mixed system of n-hexane / dichloromethane, when the volume fraction of 2-n-hexane is 0-70%, TPPCN almost does not emit fluorescence, when the volume fraction of n-hexane increases to 80%, the fluorescence gradually appears, and the peak at 606nm. After further increasing the n-hexane volume fraction to 90%, the peak fluorescence intensity was about 217 times higher than that in pure DCM solution. Bright yellow fluorescence can be observed under irradiation of a 365 nm light source with a hand-held UV lamp. This apparent di...
Embodiment 3
[0213] Biocompatibility of TPPCN
[0214] The cytotoxicity of TPPCN on HeLa cells was detected by 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide (MTT) method. When the TPPCN concentration was increased to 10 μM, cell viability was not significantly affected ( image 3 ), indicating that TPPCN has good biocompatibility to HeLa cells within the tested concentration range.
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