A new isatin‐triazole tethered rhodamine based fluorescent probe R1 (1‐(2’’‐(4’‐(((3’’’,6’’’‐bis(diethylamino)‐3’’‐oxospiro[isoindoline‐1’’,9’’’‐xanthen]‐2’’‐yl)amino)methyl)‐1H‐1’,2’,3’‐triazolyl)ethyl)indoline‐2,3‐dione) has been synthesized using click chemistry approach. Probe R1 exhibits a dual sensor property for Cu2+ and Fe3+ ions through turn‐on fluorescence response. A prominent colour change from colourless to pink allows the naked eye identification of aforementioned metal ions. R1 forms a 1:2 complex with Cu2+ and Fe3+ ions with binding constants 8.0 × 108 and 2.93 × 107 M−2, respectively. The binding mode is scrutinised through various spectroscopic techniques which is further supported by theoretical calculations. The detection limit of R1 for Cu2+ and Fe3+ ions is found to be 12.2 nM and 0.33 μM, respectively. Further, R1 has been evaluated for its potential to detect Cu2+ ions in biological systems using fluorescence cell imaging studies.
A series of novel triazole linked isatin-dihydropyridine hybrids (N1-N15) have been synthesized and examined for their anti proliferative activity against human cancer cell lines viz. HeLa, Huh-7, PC-3, IMR-32 and MCF-7. All of the synthesized hybrids have shown moderate to potent cytotoxicity against all the tested cell lines except IMR-32. Compounds N1, N2 and N13 have displayed an enhanced inhibitory potency against Huh-7 cell line as compared to the standard drug, doxorubicin. Out of the three, N2 has shown the highest in vitro inhibitory action with IC 50 values of 6.73 � 0.33 μM and 17.94 � 0.23 μM against Huh-7 and MCF-7 cell lines, respectively. The docking studies of these most potent compounds have also been investigated which identified that N2 might be an excellent drug-like candidate worthy of further pursuit.
A novel pyranopyrazole-based Schiff base PPS has been synthesized via a condensation reaction between aldehyde and hydrazide derivatives of pyranopyrazole.
A glycerol-triazole tethered rhodamine based colorimetric and fluorimetric sensor 3',6'-bis(diethylamino)-2-(((1-(1,3-dihydroxypropan-2-yl)-1H-1,2,3-triazol-4-yl)methylene)aminospiro [isoindoline-1,9'-xanthen]-3-one (L1) is designed and synthesized for the selective recognition of Cu 2 + ion. The sensor L1 allows naked eye detection of Cu 2 + ion with a fast response (< 1 min). Among the various metal ions tested, the sensor L1 shows selective binding with Cu 2 + through turn-on fluorescence mechanism. The sensor shows 1 : 2 binding stoichiometry with binding constant, K a = 1.1 × 10 6 M À 2 as revealed by job's plot & Benesi-Hildebrand plot (BÀ H plot), respectively. The detection limit of L1 with Cu 2 + ion is found to be 3.3 μM. Further, the experimental results are also validated using density functional theoretical (DFT) study. The optimized geometries indicates that the formation of the L1-Cu 2 + complex is thermodynamically favourable by ΔG = À 11.7 kcal/mol. The HOMO-LUMO gap of the ligand L1 is found to be 3.49 eV, which decreases to 1.76 eV upon complexation with copper.
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