Abinaya Karikalan, Geetha Thamaraichelvan, Santhi Sambamoorthy, Sowbakya Sathiyamoorthi, Amala Subbiah
Department of Chemistry, Seethalakshmi Ramaswami College, Affiliated to Bharathidasan University, Tiruchirappalli, 620 002, Tamil Nadu, India.
Photochem Photobiol Sci. 2025 May;24(5):715-735. doi: 10.1007/s43630-025-00719-6. Epub 2025 May 3.
A new symmetrical and a new unsymmetrical Schiff bases are synthesized by condensing 1-(2,4-dihydroxyphenyl)ethanone with, Naphthalen-1-amine and Naphthalen-1,8-diamine under solvent free condition and characterized by IR, UV-visible, H NMR, C NMR and mass spectral studies. Cation recognizing potentiality of both the Schiff bases is explored-of the Schiff base 4-(1-(naphthalen-1-ylimino)ethyl)benzene-1,3-diol (NEBD) in aqueous methanolic medium and of Schiff base 4,4'-((naphthalene-1,8-diylbis(azanylylidene))bis(ethan-1-yl-1-ylidene))bis(benzene-1,3-diol) (NDBD) is scrutinized in aqueous ACN medium through dual modes namely absorption and emission methods. Both the Schiff base sensors are found to detect Cu(II) ion selectively. The detection occurs in an off-on mode (increase of emission intensity of the Schiff base in the presence of Cu(II) ion) and on-off mode (decrease of emission intensity of the Schiff base in the presence of Cu(II) ion) for the Schiff bases NEBD and NDBD respectively. For the Schiff base NEBD LOD for Cu(II) ion is 1.528 × 10 M and for NDBD it is 2.871 × 10 M. The sensing property is applied in bioimaging technique for the detection of human cancer cells HeLa. Both the Schiff bases are screened for their antimicrobial activities. Schiff base NEBD is found to be more potential than the standard drug amphotericin B towards Aspergillus niger. Regarding Schiff base NDBD, it is as potential as the standard drug towards all the organisms studied.
在无溶剂条件下，通过1-(2,4-二羟基苯基)乙酮与萘-1-胺和萘-1,8-二胺缩合，合成了一种新的对称席夫碱和一种新的不对称席夫碱，并通过红外光谱、紫外可见光谱、核磁共振氢谱、核磁共振碳谱和质谱研究对其进行了表征。研究了两种席夫碱的阳离子识别潜力——席夫碱4-(1-(萘-1-基亚氨基)乙基)苯-1,3-二醇(NEBD)在甲醇水溶液介质中的识别潜力，以及席夫碱4,4'-((萘-1,8-二基双(氮杂亚基))双(乙烷-1,1-二亚基))双(苯-1,3-二醇)(NDBD)在乙腈水溶液介质中的识别潜力，采用吸收和发射两种模式进行了详细研究。发现这两种席夫碱传感器都能选择性地检测铜(II)离子。对于席夫碱NEBD和NDBD，检测分别以开-关模式(在铜(II)离子存在下席夫碱发射强度增加)和关-开模式(在铜(II)离子存在下席夫碱发射强度降低)发生。对于席夫碱NEBD，铜(II)离子的检测限为1.528×10⁻⁶ M，对于NDBD，检测限为2.871×10⁻⁶ M。传感特性应用于生物成像技术中检测人类癌细胞HeLa。对这两种席夫碱的抗菌活性进行了筛选。发现席夫碱NEBD对黑曲霉的抗菌潜力比标准药物两性霉素B更强。关于席夫碱NDBD，它对所有研究的生物体的抗菌潜力与标准药物相当。
