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1.
Molecules ; 26(5)2021 Mar 07.
Article in English | MEDLINE | ID: mdl-33800111

ABSTRACT

This article reviews and summarizes work recently performed in this laboratory on the synthesis of advanced transparent conducting oxide nanopowders by the use of plasma. The nanopowders thus synthesized include indium tin oxide (ITO), zinc oxide (ZnO) and tin-doped zinc oxide (TZO), aluminum-doped zinc oxide (AZO), and indium-doped zinc oxide (IZO). These oxides have excellent transparent conducting properties, among other useful characteristics. ZnO and TZO also has photocatalytic properties. The synthesis of these materials started with the selection of the suitable precursors, which were injected into a non-transferred thermal plasma and vaporized followed by vapor-phase reactions to form nanosized oxide particles. The products were analyzed by the use of various advanced instrumental analysis techniques, and their useful properties were tested by different appropriate methods. The thermal plasma process showed a considerable potential as an efficient technique for synthesizing oxide nanopowders. This process is also suitable for large scale production of nano-sized powders owing to the availability of high temperatures for volatilizing reactants rapidly, followed by vapor phase reactions and rapid quenching to yield nano-sized powder.


Subject(s)
Metal Nanoparticles/chemistry , Nanotechnology/methods , Plasma Gases/chemistry , Aluminum/chemistry , Catalysis , Equipment Design , Indium/chemistry , Microscopy, Electron, Scanning , Nanotechnology/instrumentation , Photoelectron Spectroscopy , Powders , Spectrometry, X-Ray Emission , Spectrum Analysis, Raman , Tin Compounds/chemical synthesis , X-Ray Diffraction , Zinc Oxide/chemical synthesis
2.
Int J Nanomedicine ; 16: 89-104, 2021.
Article in English | MEDLINE | ID: mdl-33447029

ABSTRACT

BACKGROUND: Therapeutic selectivity and drug resistance are critical issues in cancer therapy. Currently, zinc oxide nanoparticles (ZnO NPs) hold considerable promise to tackle this problem due to their tunable physicochemical properties. This work was designed to prepare SnO2-doped ZnO NPs/reduced graphene oxide nanocomposites (SnO2-ZnO/rGO NCs) with enhanced anticancer activity and better biocompatibility than those of pure ZnO NPs. MATERIALS AND METHODS: Pure ZnO NPs, SnO2-doped ZnO (SnO2-ZnO) NPs, and SnO2-ZnO/rGO NCs were prepared via a facile hydrothermal method. Prepared samples were characterized by field emission transmission electron microscopy (FETEM), energy dispersive spectroscopy (EDS), field emission scanning electron microscopy (FESEM), X-ray diffraction (XRD), ultraviolet-visible (UV-VIS) spectrometer, and dynamic light scattering (DLS) techniques. Selectivity and anticancer activity of prepared samples were assessed in human breast cancer (MCF-7) and human normal breast epithelial (MCF10A) cells. Possible mechanisms of anticancer activity of prepared samples were explored through oxidative stress pathway. RESULTS: XRD spectra of SnO2-ZnO/rGO NCs confirmed the formation of single-phase of hexagonal wurtzite ZnO. High resolution TEM and SEM mapping showed homogenous distribution of SnO2 and rGO in ZnO NPs with high quality lattice fringes without any distortion. Band gap energy of SnO2-ZnO/rGO NCs was lower compared to SnO2-ZnO NPs and pure ZnO NPs. The SnO2-ZnO/rGO NCs exhibited significantly higher anticancer activity against MCF-7 cancer cells than those of SnO2-ZnO NPs and ZnO NPs. The SnO2-ZnO/rGO NCs induced apoptotic response through the upregulation of caspase-3 gene and depletion of mitochondrial membrane potential. Mechanistic study indicated that SnO2-ZnO/rGO NCs kill cancer cells through oxidative stress pathway. Moreover, biocompatibility of SnO2-ZnO/rGO NCs was also higher against normal breast epithelial (MCF10A cells) in comparison to SnO2-ZnO NPs and ZnO NPs. CONCLUSION: SnO2-ZnO/rGO NCs showed enhanced anticancer activity and better biocompatibility than SnO2-ZnO NPs and pure ZnO NPs. This work suggested a new approach to improve the selectivity and anticancer activity of ZnO NPs. Studies on antitumor activity of SnO2-ZnO/rGO NCs in animal models are further warranted.


Subject(s)
Antineoplastic Agents/pharmacology , Graphite/chemical synthesis , Graphite/pharmacology , Nanocomposites/chemistry , Oxidative Stress , Tin Compounds/chemical synthesis , Zinc Oxide/chemical synthesis , Zinc Oxide/pharmacology , Apoptosis/drug effects , Dynamic Light Scattering , Graphite/chemistry , Humans , MCF-7 Cells , Nanocomposites/ultrastructure , Nanoparticles/chemistry , Optical Phenomena , Oxidative Stress/drug effects , Spectrometry, X-Ray Emission , Tin Compounds/pharmacology , X-Ray Diffraction , Zinc Oxide/chemistry
3.
Sci Rep ; 10(1): 3228, 2020 02 24.
Article in English | MEDLINE | ID: mdl-32094420

ABSTRACT

The present work demonstrates the synthesis, characterization and biological activities of different concentrations of tin doped indium oxide nanoparticles (Sn doped In2O3 NPs), i.e., (Sn/In = 5%, 10% and 15%). We have synthesized different size (38.11 nm, 18.46 nm and 10.21 nm) of Sn doped In2O3 NPs. by using an ultra-sonication process. The Sn doped In2O3 NPs were characterized by by x-ray diffraction (XRD), scanning electron microscopy (SEM), and transmission electron microscopy (TEM) which confirmed the successful doping of tin (Sn) with Indium oxide (In2O3). Anticandidal activity was performed by standard agar dilution method using Candida albicans for the study. The minimum inhibitory/fungicidal concentration (MIC/MFC) values recorded were, 8 & >8 mg/ml for pure In2O3 NPs, 4 & 8 mg/ml for 5%, 2 & 8 mg/ml for 10%, whereas 1 & >4 mg/ml for 15% Sn doped In2O3 NPs, respectively. The topographical alteration caused by Sn doped In2O3 NPs on Candida cells, was clearly observed by SEM examination. A significant enhancement in anticandidal activity was seen, when Candida cells were exposed to (Sn/In = 5%, 10% and 15%). Moreover, we have also evaluated the impact of Sn-In2O3 NPs on human colorectal carcinoma cells (HCT-116). The results demonstrated that Sn-In2O3 NPs (Sn/In = 5%, 10% and 15%), caused dose dependent decrease in the cancer cell viability as the low dosage (2.0 mg/mL) showed 62.11% cell viability, while 4.0, 8.0, 16.0, 32.0 mg/mL dosages showed 20.45%, 18.25%, 16.58%, and 15.58% cell viability. In addition, the treatment of Sn-In2O3 NPs also showed significant cellular and anatomical changes in cancer cells as examined by microscopes. We have also examined the impact of Sn-In2O3 NPs (5%, 10%, 15%) on normal cells (HEK-293) and the results demonstrate that Sn-In2O3 NPs did not reduce the cell viability of normal cells.


Subject(s)
Antifungal Agents/pharmacology , Candida/drug effects , Nanoparticles/chemistry , Sonication , Tin Compounds/chemical synthesis , Biofilms/drug effects , Candida/ultrastructure , Cell Proliferation/drug effects , Cell Shape/drug effects , Crystallization , HCT116 Cells , HEK293 Cells , Humans , Hyphae/drug effects , Hyphae/growth & development , Microbial Sensitivity Tests , Nanoparticles/ultrastructure , Tin/chemistry , X-Ray Diffraction
4.
Mater Sci Eng C Mater Biol Appl ; 108: 110350, 2020 Mar.
Article in English | MEDLINE | ID: mdl-31923999

ABSTRACT

Photothermal therapy (PTT) is among the popular approach for treating solid tumours. The rapid killing of cancer cells under the influence of infrared radiation by a rapid increase in the temperature of the remote area now demands external agents with high photothermal transduction efficiency (PTE). Despite their improved PTE, black nanomaterials such as black phosphorus and titanium oxide are unable to meet the challenges in the physiological conditions. To address this major concern, we have developed black tin oxide (bSnO) with enhanced capabilities to respond in the physiological milieu. To make the synthesis cost-effective and eco-friendly, we have used electrochemical oxidation at 5 V and 100 mA to achieve ∼15 nm nanoparticle of bSnO. The as-synthesized bSnO exhibited high NIR absorption as well as high photothermal transduction efficiency. To circumvent the low aqueous solubility and photostability, bSnO was functionalized with polyethyleneimine (PEI). Upon exposure to 808 nm laser for ∼8-10 min, the temperature of the bSnO@PEI solution reached ∼58.5 °C. PTE of bSnO@PEI was calculated to be 51.2%. Owing to its high biological compatibility, tin offers relatively better stability when exposed to cancer cells in vitro and in vivo. In comparison to other black nanomaterials, bSnO@PEI was found to exhibit better response under NIR irradiance for non-invasive photothermal therapy of cancer.


Subject(s)
Electrochemical Techniques , Hyperthermia, Induced , Neoplasms, Experimental , Phototherapy , Tin Compounds , A549 Cells , Animals , Humans , Mice , Mice, Inbred ICR , Neoplasms, Experimental/metabolism , Neoplasms, Experimental/pathology , Neoplasms, Experimental/therapy , Tin Compounds/chemical synthesis , Tin Compounds/chemistry , Tin Compounds/pharmacology
5.
Molecules ; 24(15)2019 Jul 31.
Article in English | MEDLINE | ID: mdl-31370316

ABSTRACT

Aluminum-doped tin oxide (SnO 2:Al) thin films were produced by an ultrasonic spray pyrolysis method. The effect of aluminum doping on structural, optical, and electrical properties of tin oxide thin films synthesized at 420 ∘C was investigated. Al doping induced a change in the morphology of tin oxide films and yielded films with smaller grain size. SnO 2 thin films undergo a structural reordering and have a texture transition from (301) to (101), and then to (002) preferred cristallographic orientation upon Al doping. The lattice parameters (a and c) decreases with Al doping, following in a first approximation Vegard's law. The optical transmission does not change in the visible region with an average transmittance value of 72-81%. Conversely, in the near infrared (NIR) region, the plasmon frequency shifts towards the IR region upon increasing Al concentration in the grown films. Nominally undoped SnO 2 have a conductivity of ∼1120 S/cm, which is at least two orders of magnitude larger than what is reported in literature. This higher conductivity is attributed to the Cl- ions in the SnCl 4.5(H 2 O) precursor, which would act as donor dopants. The introduction of Al into the SnO 2 lattice showed a decrease of the electrical conductivity of SnO 2 due to compensating hole generation. These findings will be useful for further studied tackling the tailoring of the properties of highly demanded fluorine doped tin oxide (FTO) films.


Subject(s)
Aluminum/chemistry , Pyrolysis , Tin Compounds/chemistry , Zinc Oxide/chemistry , Electric Conductivity , Indium/chemistry , Spectrometry, X-Ray Emission , Tin Compounds/chemical synthesis , Ultrasonics
6.
Anal Chim Acta ; 1071: 98-108, 2019 Sep 13.
Article in English | MEDLINE | ID: mdl-31128761

ABSTRACT

In this work, we report a sensitive and selective electrochemical sensor for the detection of dopamine (DA) neurotransmitter based on VS2-SnS2/f-MWCNT hybrids. Herein, the binary metal sulfide (VS2-SnS2) was synthesized via single step hydrothermal route and hybrids with f-MWCNT via the ultrasonication process. The as-prepared VS2-SnS2/f-MWCNT hybrids were characterized through the FESEM, EDX and elemental mapping, TEM, XPS, Raman and XRD techniques. The electrochemical performance and catalytic activity of the modified electrodes were probed using electrochemical impedance spectra (EIS), cyclic voltammetry (CV) and differential pulse voltammetry (DPV). Interestingly, DPV results exhibits an appreciable linear range from 0.025 to 1017 µM and LOD of 0.008 µM. The selectivity study was performed to prove the high selectivity of the VS2-SnS2/f-MWCNT hybrids modified electrode. Furthermore, the practical applicability of the DA sensor was scrutinized in human serum sample and rat brain sample.


Subject(s)
Dopamine/blood , Nanotubes, Carbon/chemistry , Neurotransmitter Agents/blood , Sulfides/chemistry , Tin Compounds/chemistry , Vanadium Compounds/chemistry , Animals , Brain Chemistry , Electrochemical Techniques/instrumentation , Electrochemical Techniques/methods , Electrodes , Humans , Hydrogen-Ion Concentration , Limit of Detection , Rats , Reproducibility of Results , Sulfides/chemical synthesis , Tin/chemistry , Tin Compounds/chemical synthesis , Vanadium/chemistry , Vanadium Compounds/chemical synthesis
7.
J Vis Exp ; (141)2018 11 16.
Article in English | MEDLINE | ID: mdl-30507901

ABSTRACT

A method for producing simple and efficient thermally-activated delayed fluorescence organic light-emitting diodes (OLEDs) based on guest-host or exciplex donor-acceptor emitters is presented. With a step-by-step procedure, readers will be able to repeat and produce OLED devices based on simple organic emitters. A patterning procedure allowing the creation of personalized indium tin oxide (ITO) shape is shown. This is followed by the evaporation of all layers, encapsulation and characterization of each individual device. The end goal is to present a procedure that will give the opportunity to repeat the information presented in cited publication but also using different compounds and structures in order to prepare efficient OLEDs.


Subject(s)
Organic Chemistry Phenomena , Tin Compounds/chemical synthesis , Vacuum , Fluorescence , Lasers, Semiconductor , Tin Compounds/analysis
8.
Anal Chem ; 90(20): 12270-12277, 2018 10 16.
Article in English | MEDLINE | ID: mdl-30226050

ABSTRACT

Herein, we designed an electrochemiluminescence (ECL) biosensor with SnS2 quantum dots (SnS2 QDs) as novel emitters for the ultrasensitive assay of cytomegalovirus pp65 antibody (anti-CMV pp65) via smart circular peptide-DNA nanomachine amplification. First, the novel ECL biosensing platform was constructed by self-assembly of water-soluble, nontoxic, and earth-abundant SnS2 QDs on the 3D hierarchical silver nanoflowers (Ag NFs) surface, where the Ag NFs, as coreaction accelerator in the ECL ternary (SnS2 QDs/S2O82-/Ag NFs) system, could efficiently boost the ECL intensity of SnS2 QDs. Furthermore, we designed a specific nucleic acid sequence labeled antigenic peptide to act as multifunctionalized capture probe (CP), which could specifically recognize the target antibody assisting with two auxiliary DNA strands via the proximity hybridization of DNA motifs to form a smart circular peptide-DNA nanomachine. Then, with the aid of nuclease, the resultant circular peptide-DNA nanomachine could initiate the subsequent cascade recycling amplification to output massive DNA products as mimic target (MT). As a result, the proposed ECL biosensor for anti-CMV pp65 detection exhibited high sensitivity with a wide linear range from 1 fM to 100 nM and a low detection limit (0.33 fM). Importantly, this work not only first utilized SnS2 QDs as promising ECL emitters for biosensing platform construction but also opened an efficient way for highly sensitive and selective detection of antibody in disease diagnosis and clinical analysis.


Subject(s)
Antibodies, Viral/analysis , Biosensing Techniques , Electrochemical Techniques , Luminescent Measurements , Quantum Dots/chemistry , Sulfides/chemistry , Tin Compounds/chemistry , Antibodies, Viral/immunology , Cytomegalovirus/immunology , Humans , Luminescence , Particle Size , Sulfides/chemical synthesis , Surface Properties , Tin Compounds/chemical synthesis
9.
Drug Des Devel Ther ; 12: 2129-2138, 2018.
Article in English | MEDLINE | ID: mdl-30022811

ABSTRACT

BACKGROUND: Biopharmaceutics classification system class II drugs have low solubility, which limits their extent and speed of absorption after oral administration. Over the years, mesoporous materials have been widely used to increase the dissolution rate and oral relative bioavailability of poorly water-soluble drugs. OBJECTIVES: In order to improve the dissolution rate and increase oral relative bioavailability of the poorly water-soluble drugs, a tin oxide carrier (MSn) with a mesoporous structure was successfully synthesized. METHODS: In this study, MSn was synthesized using mesoporous silica material (SBA-15) as the template. Fenofibrate (FNB) was adsorbed into the channels of MSn by an adsorption method. Characterizations of the pure FNB, MSn, physical mixture of the drug and MSn (PM; 1:1) and FNB-loaded MSn (FNB-MSn) samples were carried out by the scanning electron microscopy (SEM), transmission electron microscopy (TEM), N2 adsorption/desorption, powder X-ray diffractometer (PXRD), differential scanning calorimetry (DSC) and Fourier transform infrared (FT-IR) spectroscopy. Cytotoxicity assay (MTT) was used to evaluate the cytotoxicity of MSn. In vitro dissolution studies were performed to investigate the dissolution rate of FNB-MSn. In vivo pharmacokinetic studies were used to investigate the changes of plasma drug concentrations of FNB-MSn tablets and commercial FNB tablets in rabbits. RESULTS: Detailed characterization showed that FNB in the channels of MSn was present in an amorphous state. The in vitro release tests demonstrated that MSn with a good biocompatibility could effectively enhance the dissolution rate of FNB. Pharmacokinetic results indicated that MSn significantly increased the oral relative bioavailability of FNB. CONCLUSION: MSn can be regarded as a promising carrier for an oral drug delivery system.


Subject(s)
Fenofibrate/chemistry , Fenofibrate/pharmacokinetics , Tin Compounds/chemistry , Administration, Oral , Animals , Biological Availability , Caco-2 Cells , Drug Carriers/chemical synthesis , Drug Carriers/chemistry , Fenofibrate/administration & dosage , Humans , Particle Size , Porosity , Rabbits , Solubility , Surface Properties , Tin Compounds/chemical synthesis
10.
J Photochem Photobiol B ; 184: 44-53, 2018 Jul.
Article in English | MEDLINE | ID: mdl-29803072

ABSTRACT

In the present study, microwave heating method was established for the biosynthesis of SnO2 Quantum dots (QDs) using Parkia speciosa Hassk pods extract. The as-synthesized quantum dots have been characterized by various techniques such as UV, XRD, EDX, TEM, HRTEM, SAED and FTIR spectroscopy. The biosynthesized SnO2 QDs was employed for the first time as an efficient photocatalyst for the degradation of a food dye, acid yellow 23 dye from aqueous phase under the UV254 light. Various parameters, such as the effect of catalyst dose, the initial concentration of acid yellow 23 dye (AY23), pH of the solution and irradiation time on the photodegradation process are also studied for efficient and better use of the synthesized SnO2 QDs as a catalyst. The biosynthesized SnO2 QDs exhibited excellent photocatalytic performances with degradation efficiency 98% on the degradation of an aqueous solution of AY23 of concentration 5 mg/L with a catalyst dose of 20 mg under UV254 light within 24 min. The synthesized SnO2 QDs can be reused up to 5 cycles of photodegradation experiment without losing its stability and efficiency. The biosynthesized SnO2 QDs also shows a fair activity in the scavenging of 2,2-diphenyl-1-picrylhydrazyl free radical with the IC50 value of 312.6 ±â€¯0.025 µg/mL.


Subject(s)
Light , Photochemistry , Quantum Dots , Tin Compounds/chemical synthesis , Antioxidants , Azo Compounds/chemistry , Catalysis , Drug Stability , Fabaceae/chemistry , Green Chemistry Technology , Inhibitory Concentration 50 , Microwaves , Plant Oils/chemistry , Tin Compounds/chemistry , Tin Compounds/pharmacology , Water/chemistry
11.
Angew Chem Int Ed Engl ; 57(24): 7091-7095, 2018 06 11.
Article in English | MEDLINE | ID: mdl-29671931

ABSTRACT

Reported is the stereospecific cross-coupling of anomeric stannanes with symmetrical diselenides, resulting in the synthesis of selenoglycosides with exclusive anomeric control. The reaction proceeds without the need for directing groups and is compatible with free hydroxy groups as demonstrated in the preparation of glycoconjugates derived from mono-, di-, and trisaccharides and peptides (35 examples). Given its generality and broad substrate scope, the glycosyl cross-coupling method presented herein can find use in the synthesis of selenium-containing glycomimetics and glycoconjugates.


Subject(s)
Glycoconjugates/chemical synthesis , Glycosides/chemical synthesis , Organoselenium Compounds/chemical synthesis , Chemistry Techniques, Synthetic , Glycoconjugates/chemistry , Glycosides/chemistry , Oligosaccharides/chemical synthesis , Oligosaccharides/chemistry , Organoselenium Compounds/chemistry , Peptides/chemical synthesis , Peptides/chemistry , Stereoisomerism , Tin Compounds/chemical synthesis , Tin Compounds/chemistry
12.
J Am Chem Soc ; 140(6): 2062-2066, 2018 02 14.
Article in English | MEDLINE | ID: mdl-29338207

ABSTRACT

We report a total synthesis of the pyridine-containing limonoid alkaloid (-)-xylogranatopyridine B in 11 steps from commercially available dihydrocarvone. The central pyridine ring was assembled by a late-stage fragment coupling approach employing a modified Liebeskind pyridine synthesis. One fragment was prepared by an allyl-palladium catalyzed oxidative enone ß-stannylation, in which the key bimetallic ß-stannyl palladium enolate intermediate undergoes a ß-hydride elimination. This methodology also allowed introduction of alkyl and silyl groups to the ß-position of enones.


Subject(s)
Alkaloids/chemical synthesis , Monoterpenes/chemistry , Palladium/chemistry , Pyridines/chemical synthesis , Tin Compounds/chemical synthesis , Alkaloids/chemistry , Catalysis , Cyclohexane Monoterpenes , Limonins/chemical synthesis , Limonins/chemistry , Monoterpenes/chemical synthesis , Oxidation-Reduction , Tin Compounds/chemistry
13.
Water Res ; 129: 470-485, 2018 02 01.
Article in English | MEDLINE | ID: mdl-29190577

ABSTRACT

In the present study, SnO2 nanoparticles were successfully synthesized by chemical precipitation method using anhydrous aspartic acid and surfactant at two annealing temperatures, 300 °C and 600 °C. The effect of surfactants cationic CTAB and anionic SDS on the synthesized SnO2 nanoparticles (NPs) were studied elaborately. In this article, for the first time, SnO2 NPs were employed as an excellent photocatalyst in the degradation of carbamazepine (CBZ), a popular antiepileptic drug which is most commonly detected pharmaceutically active compounds (PhACs) in municipal wastewater under UV-C light irradiation. Comparative studies between the photocatalytic activity of SnO2 NPs synthesized with CTAB (SC1) and SDS (SS1) on the degradation of the CBZ drug were investigated. Parameters like the effect of catalytic loading, initial concentration, pH and contact time were also studied for optimization. The results indicate that SC1 is a better photocatalyst with rate constant 6.66 × 10-2 min-1 than SS1 with rate 5.7 × 10-2 min-1. To determine the transformation product formed on the photodegradation LCMS (ESI) analysis was done. The synthesized SnO2 NPs can be recycled up to 8th cycles without any notable alteration in its photocatalytic activity.


Subject(s)
Carbamazepine/chemistry , Cetrimonium Compounds/chemistry , Nanoparticles/chemistry , Surface-Active Agents/chemistry , Tin Compounds/chemical synthesis , Aspartic Acid/chemistry , Catalysis , Cetrimonium , Chemical Precipitation , Photolysis , Ultraviolet Rays
14.
J Am Chem Soc ; 139(49): 17908-17922, 2017 12 13.
Article in English | MEDLINE | ID: mdl-29148749

ABSTRACT

Stereoselective manipulations at the C1 anomeric position of saccharides are one of the central goals of preparative carbohydrate chemistry. Historically, the majority of reactions forming a bond with anomeric carbon has focused on reactions of nucleophiles with saccharide donors equipped with a leaving group. Here, we describe a novel approach to stereoselective synthesis of C-aryl glycosides capitalizing on the highly stereospecific reaction of anomeric nucleophiles. First, methods for the preparation of anomeric stannanes have been developed and optimized to afford both anomers of common saccharides in high anomeric selectivities. We established that oligosaccharide stannanes could be prepared from monosaccharide stannanes via O-glycosylation with Schmidt-type donors, glycal epoxides, or under dehydrative conditions with C1 alcohols. Second, we identified a general set of catalytic conditions with Pd2(dba)3 (2.5 mol%) and a bulky ligand (JackiePhos, 10 mol%) controlling the ß-elimination pathway. We demonstrated that the glycosyl cross-coupling resulted in consistently high anomeric selectivities for both anomers with mono- and oligosaccharides, deoxysugars, saccharides with free hydroxyl groups, pyranose, and furanose substrates. The versatility of the glycosyl cross-coupling reaction was probed in the total synthesis of salmochelins (siderophores) and commercial anti-diabetic drugs (gliflozins). Combined experimental and computational studies revealed that the ß-elimination pathway is suppressed for biphenyl-type ligands due to the shielding of Pd(II) by sterically demanding JackiePhos, whereas smaller ligands, which allow for the formation of a Pd-F complex, predominantly result in a glycal product. Similar steric effects account for the diminished rates of cross-couplings of 1,2-cis C1-stannanes with aryl halides. DFT calculations also revealed that the transmetalation occurs via a cyclic transition state with retention of configuration at the anomeric position. Taken together, facile access to both anomers of various glycoside nucleophiles, a broad reaction scope, and uniformly high transfer of anomeric configuration make the glycosyl cross-coupling reaction a practical tool for the synthesis of bioactive natural products, drug candidates, allowing for late-stage glycodiversification studies with small molecules and biologics.


Subject(s)
Glycosylation , Monosaccharides/chemistry , Monosaccharides/chemical synthesis , Biological Products/chemical synthesis , Biological Products/chemistry , Catalysis , Glycosides , Palladium/chemistry , Quantum Theory , Tin Compounds/chemical synthesis , Tin Compounds/chemistry
15.
J Am Chem Soc ; 139(44): 15636-15639, 2017 11 08.
Article in English | MEDLINE | ID: mdl-29064682

ABSTRACT

Described herein are the first total syntheses of naturally occurring antitumor agents disorazoles A1 and B1 and the full structural assignment of the latter. The syntheses were achieved through convergent strategies employing enantioselective constructions of the required building blocks, including a novel Sharpless epoxidation/enzymatic kinetic resolution of stannane-containing substrates that led selectively to both enantiomeric forms of an epoxy vinyl stannane, and a series of coupling reactions, including a Wittig reaction, a Suzuki coupling, a Stille coupling, a Yamaguchi esterification and a Yamaguchi macrolactonization.


Subject(s)
Antineoplastic Agents/chemical synthesis , Oxazoles/chemical synthesis , Antineoplastic Agents/chemistry , Chemistry Techniques, Synthetic/methods , Oxazoles/chemistry , Stereoisomerism , Tin Compounds/chemical synthesis , Tin Compounds/chemistry
16.
Chemistry ; 23(3): 558-562, 2017 01 12.
Article in English | MEDLINE | ID: mdl-27883234

ABSTRACT

The known procedures for the conversion of alkenylstannanes into the corresponding fluoroalkenes suffer from largely variable yields and a limited compatibility with functional groups; most notably, protodestannation becomes a serious issue whenever protic sites are present in the substrate. Outlined in this paper is a convenient alternative with a much improved application profile, which is largely unperturbed by free alcohols and amides of all sorts. Key to success is the use of F-TEDA-PF6 in combination with non-hygroscopic and bench-stable silver phosphinate (AgOP(O)Ph2 ) that acts as an essentially neutral, non-nucleophilic promotor and effective tin-scavenger at the same time. This new method opens many opportunities for late-stage fluorination of elaborate compounds far beyond the scope of the literature procedures, as witnessed by the preparation of a fluorinated macrolide antibiotic, a fluorinated prostaglandin derivative, and a set of fluorinated amino acid surrogates and peptide isosteres.


Subject(s)
Alkenes/chemistry , Silver/chemistry , Tin Compounds/chemistry , Catalysis , Crystallography, X-Ray , Fluorides/chemistry , Halogenation , Molecular Conformation , Phosphinic Acids/chemistry , Stereoisomerism , Tin/chemistry , Tin Compounds/chemical synthesis
17.
J Photochem Photobiol B ; 162: 441-447, 2016 Sep.
Article in English | MEDLINE | ID: mdl-27450298

ABSTRACT

There are variety of effluents are dumped or directly discarded into atmosphere due to drastic industrialization which leads to damages in living organisms. To prevent many type of environmental defects our research group focused to synthesis material which degrades toxic substance like dyes with the help of ecofriendly synthesis. We have synthesized Tin oxide nanoparticles (SnO2 NPs) using aqueous extract of Catunaregam spinosa (C. spinosa) root barks. Bio-inspired synthesized SnO2 NPs were monitored by analytical characterization which inferred that SnO2 NPs resulted in shape of spherical, with size average of 47±2nm. Further bio-green synthesized SnO2 NPs were subjected to degrade toxic Congo red dye, which results in higher percentage of degradation with the K value of 0.9212 which obeys pseudo-first order reaction kinetics. This report said to be novel due to null report on SnO2 NPs synthesized from C. spinosa root bark aqueous extract which also stated to be simplest, cheaper and non-toxic while compare to other methods. Further to identify the metabolites which is present in the aqueous extract were identified through Gas Chromatography and Mass Spectrometry with methanol as a solvent results that 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one contains higher area percentage of 67.47 with the retention time (RT) of 18.660.


Subject(s)
Azo Compounds/chemistry , Environmental Pollutants/chemistry , Nanoparticles/chemistry , Nanotechnology , Photolysis , Tin Compounds/chemistry , Azo Compounds/isolation & purification , Catalysis , Congo Red/chemistry , Congo Red/isolation & purification , Environmental Pollutants/isolation & purification , Green Chemistry Technology , Kinetics , Particle Size , Tin Compounds/chemical synthesis
18.
ACS Comb Sci ; 18(2): 130-7, 2016 Feb 08.
Article in English | MEDLINE | ID: mdl-26798986

ABSTRACT

A high-throughput optimization and subsequent scale-up methodology has been used for the synthesis of conductive tin-doped indium oxide (known as ITO) nanoparticles. ITO nanoparticles with up to 12 at % Sn were synthesized using a laboratory scale (15 g/hour by dry mass) continuous hydrothermal synthesis process, and the as-synthesized powders were characterized by powder X-ray diffraction, transmission electron microscopy, energy-dispersive X-ray analysis, and X-ray photoelectron spectroscopy. Under standard synthetic conditions, either the cubic In2O3 phase, or a mixture of InO(OH) and In2O3 phases were observed in the as-synthesized materials. These materials were pressed into compacts and heat-treated in an inert atmosphere, and their electrical resistivities were then measured using the Van der Pauw method. Sn doping yielded resistivities of ∼ 10(-2) Ω cm for most samples with the lowest resistivity of 6.0 × 10(-3) Ω cm (exceptionally conductive for such pressed nanopowders) at a Sn concentration of 10 at %. Thereafter, the optimized lab-scale composition was scaled-up using a pilot-scale continuous hydrothermal synthesis process (at a rate of 100 g/hour by dry mass), and a comparable resistivity of 9.4 × 10(-3) Ω cm was obtained. The use of the synthesized TCO nanomaterials for thin film fabrication was finally demonstrated by deposition of a transparent, conductive film using a simple spin-coating process.


Subject(s)
Electric Conductivity , High-Throughput Screening Assays/methods , Tin Compounds/chemical synthesis , Nanoparticles , Pilot Projects , Powders , Tin Compounds/chemistry
19.
Chem Biol Interact ; 242: 45-9, 2015 Dec 05.
Article in English | MEDLINE | ID: mdl-26381425

ABSTRACT

Nano-Tin oxide was synthesized using hydrothermal method at 150 °C for 6 h and then thin films were deposited by electrophoretic method at an optimized voltage of 100 V for 5 min on electropolished aluminum substrate. Spherical particles of about 30-50 nm diameters are observed with partial agglomeration when observed under electron microscope, which are tetragonal rutile structure. XPS results showed peaks related to Sn 4d, Sn 3d, O 1s & C 1s with spin-orbit splitting of 8.4 eV for Sn 3d. Feasibility studies of enzyme less urea sensing characteristics of nano-tin oxide thin films are exhibited herein. The deposited films have been used for enzyme less urea sensing from 1 to 20 mM concentration in buffer solution. The sensors were characterized electrochemically to obtain cyclic voltammogram as a function of urea concentration and scan rate. The sensitivity is estimated as 18.9 µA/mM below 5 mM and 2.31 µA/mM above 5 mM with a limit of detection of 0.6 mM.


Subject(s)
Electrochemical Techniques/methods , Nanostructures/chemistry , Tin Compounds/chemical synthesis , Urea/analysis , Chemistry Techniques, Synthetic , Electrochemical Techniques/instrumentation , Enzymes/chemistry , Enzymes/metabolism , Microscopy, Electron, Scanning , Nanotechnology/methods , Photoelectron Spectroscopy , Sensitivity and Specificity , Tin Compounds/chemistry
20.
J Biomed Nanotechnol ; 11(6): 942-50, 2015 Jun.
Article in English | MEDLINE | ID: mdl-26353584

ABSTRACT

In this work, the biocompatibility and antibacterial activities of novel SnO2 nanowire coatings prepared by electron-beam (E-Beam) evaporation process at low temperatures were studied. The nanowire coatings were characterized by scanning electron microscopy (SEM), energy dispersive X-ray analysis (EDX), and X-ray diffraction (XRD) methods. The results of in vitro cytotoxicity and cell proliferation assays suggested that the SnO2 nanowire coatings were nontoxic and promoted the proliferation of C2C12 and L929 cells (> 90% viability). Cellular activities, cell adhesion, and lactate dehydrogenase activities were consistent with the superior biocompatibility of the nanowire materials. Notably, the nanowire coating showed potent antibacterial activity against six different bacterial strains. The antibacterial activity of the SnO2 material was attributed to the photocatalytic nature of SnO2. The antibacterial activity and biocompatibility of the newly developed SnO2 nanowire coatings may enable their use as coating materials for biomedical implants.


Subject(s)
Anti-Bacterial Agents/chemical synthesis , Biocompatible Materials/chemical synthesis , Nanotechnology/methods , Nanowires/chemistry , Tin Compounds/chemistry , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/pharmacology , Apoptosis/drug effects , Biocompatible Materials/chemistry , Biocompatible Materials/pharmacology , Cell Proliferation/drug effects , Cells, Cultured , Lasers , Materials Testing , Mice , Microbial Sensitivity Tests , Surface Properties , Tin Compounds/chemical synthesis , Tin Compounds/pharmacology , Titanium/chemistry , Volatilization , X-Ray Diffraction
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