Eu(III)-DO3A and BODIPY dyad as a chemosensor for anthrax biomarker.

The sensitive and selective determination of Bacillus anthracis spores before the infection is vital for human health and safety. Dipicolinic acid (DPA) is an excellent biomarker due to its presence in the nucleus of bacterial spores at high concentrations (up to 1 M, about 15% dry weight). In the present work, a new molecular chemosensor 1, based on europium(III)-DO3A and BODIPY dyad, is developed to detect DPA in phosphate-buffered saline (PBS) buffered solution and tap water samples. Also, 1 can be used as a ratiometric optical chemosensor to track DPA.

Atomistic Engineering of Chemiluminogens: Synthesis, Properties and Polymerization of 2,3-Dihydro-Pyrrolo[3,4-d]Pyridazine-1,4-Dione Scaffolds.

Two chemiluminescent compounds containing 2,5-di(thien-2-yl)pyrrole and pyridazine units, namely 5,7-di(thiophen-2-yl)-2,3-dihydro-1H-pyrrolo[3,4-d]pyridazine-1,4(6H)-dione (5) and 6-phenyl-5,7-di(thiophen-2-yl)-2,3-dihydro-1H-pyrrolo[3,4-d]pyridazine-1,4(6H)-dione (6), were successfully synthesized and electrochemically polymerized. The compounds have chemiluminescent properties and glow in the presence of hydrogen peroxide in basic medium. The intensity of the glow can be increased dramatically by using Fe3+ ions, hemin (1.0 ppm) or blood samples (1.0 ppm) as catalyst. The compounds 5 and 6 have one well-defined irreversible oxidation peak at 1.08 V and 1.33 V vs Ag/AgCl, respectively. Electrochemical polymerization of both 5 and 6 were carried out successfully by repeating potential scanning in the presence of BF3. Et2O in an electrolyte solution of 0.1 M LiClO4 dissolved in acetonitrile. The electronic band gaps (Eg) of the polymers P5 and P6 were found to be 2.02 eV and 2.16 eV, respectively. On the other hand, the corresponding polymers are electroactive and exhibited electrochromic features. Graphical Abstract ᅟ.

Transdermal delivery system to release phthalocyanine photosensitizers for the potential treatment of skin cancer with PDT.

This research aims to examine the transdermal release of water-soluble indium and zinc metallo phthalocyanine (InPc and ZnPc) compounds from the poly(vinyl alcohol) (PVA) membrane and the cytotoxicity effect of these Pcs on normal mouse fibroblasts (L929 fibroblast) and human melanoma (SK-MEL-30) cells. For this purpose, the effects of temperature, pH, drug concentration and membrane thickness on transdermal release were investigated in order to obtain the optimum transdermal release profile by preparing PVA membranes with different thicknesses and crosslinked by heat treatment. Optimum drug release was found to be 85.36% using 6 µm thick PVA membrane at 37 ± 0.5 °C, when upper cell pH 1.2 and lower cell pH 5.5, for 3 mg/mL InPc drug concentration. Under the same conditions, the drug release value for ZnPc was found to be 69.78%. In addition, in vitro studies were performed on L929 and SK-MEL-30 cells. under optimized drug (InPc and ZnPc) and membrane conditions. It was found that no significant cytotoxic effect was observed in L929 and SK-MEL-30 cells in the dark. Photodynamic tests were also carried out with InPc and ZnPc. The results show that cell viability decreases in SK-MEL-30 cells at concentrations of 10 µg/mL and above. In addition, while the InPc IC50 value was determined as 4.058 µg/mL, this value was determined as 11.574 µg/mL for ZnPc.

Aza-BODIPY-based Fluorescent and Colorimetric Sensors and Probes.

Aza-boron-dipyrromethenes (Aza-BODIPYs) represent an important class of chromophores absorbing and emitting in the near-infrared (NIR) region. They have unique optical and electronic features and higher physiological and photo stability than other NIR dyes. Especially after the development of facile synthetic routes, Aza-BODIPYs have become indispensable fluors that can find various applications ranging from chemosensors, bioimaging, phototherapy, solar energy materials, photocatalysis, photon upconversion, lasers, and optoelectronics. Herein, we review Aza-BODIPY based fluorescent and colorimetric chemosensors. We show the potential and untapped toolbox of Aza-BODIPY based fluorescent and colorimetric chemosensors. Hence, we divide the fluorescent and colorimetric chemosensors and probes into five sections according to the target analytes. The first section begins with the chemosensors developed for pH. Next, we discuss Aza-BODIPY based ion sensors, including metal ions and anions. Finally, we present the chemosensors and probes concerning reactive oxygen (ROS) and nitrogen species (RNS) along with biologically relevant species in the last two sections. We believe that Aza-BODIPYs are still in their infancy, and they have a promising future for translation from the bench to real biomedical and materials science applications. After two decades of intensive research, it seems that there are many more to come in this already fertile field. Overall, we hope that future work will further expand the applications of Aza-BODIPY in many areas.

N-doped carbon nanomaterials as fluorescent pH and metal ion sensors for imaging.

Herein we describe the facile synthesis of new N-doped carbon nanoparticles (CNPs) obtained from 1,10-phenanthroline by the solvothermal method. Characterization of CNPs were carried out with transmission electron microscope (TEM), X-ray photoelectron spectra (XPS), Fourier transform infrared spectra (FTIR), UV-vis absorption spectra, and luminescence spectra. CNPs were pH sensitive and exploited as fluorescent chemosensors and imaging agents for Al(III) and Zn(II) ions in real-life samples. Remarkably, we show that CNPs can be used for the detection of Al(III) and Zn(II) ions in water samples. Accordingly, the results indicate that CNPs are highly effective in detecting Zn(II) content of cosmetic creams. We also demonstrated that the CNPs could be used for in vitro imaging of Al(III) and Zn(II) in Human Larynx Squamous Cell Carcinoma (Hep-2). Finally, Al(III) imaging in Angelica Officinalis root tissue was also achieved successfully. The CNPs are promising as luminescent multianalyte (pH, Al(III) and Zn(II)) sensors.

A novel electrochemical biosensor based on palladium nanoparticles decorated on reduced graphene oxide-polyaminophenol matrix for the detection and discrimination of mitomycin C-DNA and acyclovir-DNA interaction.

Both the design of molecules that will interact specifically with DNA and the determination of the mechanism of action of this drug on DNA are important as they allow the control of gene expression. In particular, rapid and precise analysis of this type of interaction is a vital element for pharmaceutical studies. In the present study, a novel reduced graphene oxide/ palladium nanoparticles/ poly(2-amino-4-chlorophenol) (rGO/Pd@PACP) nanocomposite was synthesized by chemical process to modify pencil graphite electrode (PGE) surface. Here, the performance of the newly developed nanomaterial-based biosensor for drug-DNA interaction analysis has been demonstrated. For this purpose, it was determined whether this system, which was developed by selecting a drug molecule (Mitomycin C; MC) known to interact with DNA and a drug molecule (Acyclovir; ACY) that does not interact with DNA, performs a reliable/accurate analysis. Here, ACY was used as a negative control. Compared to bare PGE, the rGO/Pd@PACP nanomaterial modified sensor exhibited 17 times higher sensitivity performance in terms of guanine oxidation signal measured by differential pulse voltammetry (DPV). Moreover, the developed nanobiosensor system provided a highly specific determination between the anticancer drug MC and ACY by discrimination the interactions of these drugs with double-stranded DNA (dsDNA). ACY was also preferred in studies for the optimization of the new nanobiosensor developed. ACY was detected in a concentration as low as 0.0513 µM (51.3 nM) (LOD), and limit of quantification (LOQ) was 0.1711 µM with a linear range from 0.1 to 0.5 µM.

Tb(III)-DO3A and BODIPY dyad as multimode responsive hypochlorite probe.

A multimode responsive hypochlorite probe 1, based on Terbium (III)-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (Tb(III)-DO3A) and 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY), is described. We have shown that probe 1 can detect ClO- by absorption, fluorescence, and phosphorescence simultaneously. The multimode response makes probe 1 a versatile ClO- probe for practical applications. We have found that probe 1 can be used in naked-eye colorimetric and fluorogenic detection of NaOCl in solution. Also, we have constructed a colorimetric test paper for visual sensing of NaOCl. Furthermore, fluorescence imaging studies indicated that probe 1 was a versatile tool for in vitro imaging of NaOCl in living cells. Thus, to the best of our knowledge, probe 1 represents one of the rare examples of multimode responsive ClO- probes.

Norsquaraine endowed with anticancer and antibacterial activities.

BACKGROUND: Photodynamic therapy (PDT) is a method for the treatment of cancer. Furthermore, PDT can also be used for the eradication of bacteria. The photo-sensitizing drug, a.k.a photosensitizer, is critical for the success of PDT. Although norsquaraines are analogs of squaraine dyes, they are overlooked as photosensitizers. METHODS: In this work, synthesis, characterization, bioimaging and in vitro PDT applications of a new norsquaraine dye 1 were described. We also prepared nanoparticles from norsquaraine 1 and Pluronic F127 to obtain 1@F127. RESULTS: Norsquaraine 1 boosted the generation of reactive oxygen species over a wide range of pH (pH 8.0, 7.0, 6.0, and 2.2.). Furthermore, 1 was internalized by epidermoid laryngeal carcinoma Hep-2 (Hep-2) cells and used for fluorescence imaging. Remarkably, norsquaraine 1 destroyed most of the cancer cells (ca. 77% to 89%) after illumination with red light. Most strikingly, 1 successfully inhibited the growth of Methicillin-resistant Staphylococcus aureus (MRSA) upon illumination. Last but not least, photodynamic sterilization of tomato juice, an acidic beverage, was feasible using 1 as a photo sterilizer. Nano formulation of 1 with Pluronic F127 provided 1@F127 nanoparticles. It is lucid that 1@F127 nanoparticles permeate into Hep-2 cells and boost the generation of ROS upon illumination. CONCLUSION: Norsquaraine 1 shows superior features as a photosensitizer pertinent to PDT in a wide range of pH. This norsquaraine is endowed with anticancer and antibacterial activities. Which should be further evaluated.

BODIPY and 2,3-Dihydrophthalazine-1,4-Dione Conjugates As Heavy Atom-Free Chemiluminogenic Photosensitizers.

We disclose an interesting concept for developing heavy atom-free chemiluminogenic photosensitizers. To accomplish this, conjugates 2 and 3, which are composed of boron-dipyrromethene (BODIPY) and 2,3-dihydrophthalazine-1,4-dione units, are investigated. 2 and 3 are compared in terms of their photophysical properties, chemiluminescence responses, and singlet oxygen production. Strikingly, the results indicate that decoration of BODIPY with the 2,3-dihydrophthalazine-1,4-dione scaffold boosts the singlet oxygen generation. Furthermore, treatment of epidermoid laryngeal carcinoma Hep-2 (Hep-2) cells with conjugates 2 and 3 results in efficient cellular internalization which ensures live- cell imaging of Hep-2 cells. Finally, it is noteworthy that in vitro cytotoxicity assays reveal that both 2 and 3 induce cytotoxicity when illuminated with red light. Thus, 2 and 3 represent heavy atom-free chemiluminogenic photosensitizers.

Triple channel responsive Cu2+ probe.

A simple, selective and sensitive Cu(II) probe is highlighted. It is noteworthy that this novel probe induces triple channel (colorimetric, fluorogenic and voltammetric) response to Cu(II) ions, which makes it viable for practical applications.