A New bis(rhodamine)-Based Colorimetric Chemosensor for Cu2.

A novel sensor (RD) bearing rhodamine B and 4-tert-Butyl phenol unit have been designed and synthesized using microwave irradiation. The sensor allows selective detection of Cu2+ by forming absorptive complex and trigger the formation of highly colored ring-open spirolactam. The recognition ability of the sensor was investigated by absorbance, Job's plot, infrared (IR) and time dependent-density functional theory (TD-DFT) calculations.

A rhodamine-based fluorescent sensor for selective detection of Cu2+ in aqueous media: synthesis and spectroscopic properties.

Two new chemosensors, rhodamine B derivative bearing 3-formyl-6-nitrochromone (L 1 ) and 3-formyl-6-methylchromone (L 2 ) units were designed and synthesized using microwave irradiation for the selective detection of Cu2+ in aqueous media. Copper triggers the formation of highly fluorescent ring-open spirolactam. The fluorescence intensity was remarkably increased upon the addition of Cu2+ within a minute, while the other metal ions caused no significant effect. More importantly, the resulting complexes can be used as a reversible fluorescence sensor for CN-. The recognition ability of the sensors was investigated by fluorescence titration, Job's plot, 1H NMR spectroscopy and density functional theory (DFT) calculations.

Two colorimetric fluorescent turn-on chemosensors for detection of Al3+ and N3 - : Synthesis, photophysical and computational studies.

Two new rhodamine derivative L1 and L2 bearing 2-methoxy-1-naphthaldehyde and 5-bromo-3-methoxy salicylaldehyde units were designed and synthesized using microwave-assisted organic synthesis and utilized towards sequential fluorescence detection of aluminum ion (Al3+ ) and azide (N3 - ) in aqueous acetonitrile solution. Aluminum ion (Al3+ ) triggers the formation of highly fluorescent ring-open spirolactam. The fluorescence and colorimetric response of the L1 -Al3+ and L2 -Al3+ complexes were quenched by the addition of N3 - , which extracting the Al3+ from the complexes and turn-off the sensors, confirming that the recognition process is reversible. The recognition ability of the sensors was investigated by fluorescence titration, Job's plot, 1 H-NMR spectroscopy and density functional theory (DFT) calculations.

The Effects of Synthesized Rhenium Acetylsalicylate Compounds on Human Astrocytoma Cell Lines.

PURPOSE: Because of the scarcity of suitable brain cancer drugs, researchers are frantically trying to discover novel and highly potent drugs free of side effects and drug-resistance. Rhenium compounds are known to be nontoxic and exhibit no drug resistance. For that reason, we have developed a series of novel rhenium acetylsalicylato (RAC or ASP) complexes to test their cytotoxicity on brain cancer cells. Also we have attempted to explore the DNAbinding properties of these compounds because many drugs either directly or indirectly bind to DNA. METHODS: We have treated the RAC series compounds on human astrocytoma brain cancer cell lines and rat normal brain astrocyte cells and determined the efficacy of these complexes through in vitro cytotoxicity assay. We carried out the DNA-binding study through UV titrations of a RAC compound with DNA. Also we attempted to determine the planarity of the polypyridyl ligands of the RAC series compounds using DFT calculations. RESULTS: RAC6 is more potent than any other RAC series compounds on HTB-12 human astrocytoma cancer cells as well as on Glioblastoma Multiforme D54 cell lines. In fact, The IC-50 value of RAC6 on HTB-12 cancer cells is approximately 2 µM. As expected, the RAC series compounds were not active on normal cells. The DFT calculations on the RAC series compounds were done and suggest that the polypyridyl ligands in the complexes are planar. The UV-titrations of RAC9 with DNA were carried out. It suggests that RAC9 and possibly all RAC series compounds bind to minor grooves of the DNA. CONCLUSION: Because of the very low activity of RAC6 on normal cells and low lC50 value of on astrocytoma (HTB-12) cell lines, it is possible that RAC6 and its derivatives may potentially find application in the treatment of brain cancers. The DFT calculations and UV titrations suggest that RAC series compounds either bind to DNA intercalatively or minor grooves of the DNA or both. However, it is highly premature to make any definite statement in the absence of other techniques.

Unprecedented anticancer activities of organorhenium sulfonato and carboxylato complexes against hormone-dependent MCF-7 and hormone-independent triple-negative MDA-MB-231 breast cancer cells.

Cisplatin and other metal-based drugs often display side effects and tumor resistance after prolonged use. Because rhenium-based anticancer complexes are often less toxic, a novel series of organorhenium complexes were synthesized of the types: XRe(CO)3Z (X = α-diimines and Z = p-toluenesulfonate, 1-naphthalenesulfonate, 2-naphthalenesulfonate, picolinate, nicotinate, aspirinate, naproxenate, flufenamate, ibuprofenate, mefenamate, tolfenamate, N-acetyl-tryptophanate), and their biological properties were examined. Specifically, in hormone-dependent MCF-7 and hormone-independent triple-negative MDA-MB-231 breast cancer cells, the p-toluenesulfonato, 1-naphthalenesulfonato, 2-naphthalenesulfonato, picolinato, nicotinato, acetylsalicylato, flufenamato, ibuprofenato, mefenamato, and N-acetyl-tryptophanato complexes were found to be far more potent than conventional drug cisplatin. DNA-binding studies were performed in each case via UV-Vis titrations, cyclic voltammetry, gel electrophoresis, and viscosity, which suggest DNA partial intercalation interaction, and the structure-activity relationship studies suggest that the anticancer activities increase with the increasing lipophilicities of the compounds, roughly consistent with their DNA-binding activities.

DNA-binding and cytotoxic efficacy studies of organorhenium pentylcarbonate compounds.

Seven organorhenium pentylcarbonate compounds (PC1-PC7) have been synthesized. DNA-binding studies of the PC-series compounds using electronic spectroscopy and gel electrophoresis suggest that the compounds presumably bind to DNA in an intercalative mode. The intrinsic binding constants for PC4, PC6, and PC7 were found to be 1.6 × 10(4), 3.9 × 10(4), and 4.2 × 10(4) M(-1), respectively. The X-ray structure determinations and density functional theory calculations indicate that the polypyridyl ligands in the compounds are nearly planar facilitating DNA binding through an intercalation mechanism. Cytotoxicity studies of 10 µM pentylcarbonate compounds against HTB-12 human astrocytoma brain cancer cells were studied for 48 h. It was observed that each of the pentylcarbonate compounds is active against the cancer cells. However, under analogous conditions, CRL-2005 rat astrocyte normal brain cells are not affected significantly.