Publications by authors named "Anthony F Lagalante"

3-Phenyl-2-(thio-phen-3-yl)-2,3-di-hydro-4-pyrido[3,2-][1,3]thia-zin-4-one (CHNOS, ) and 2-(1-indol-3-yl)-3-phenyl-2,3-di-hydro-4-pyrido[3,2-][1,3]thia-zin-4-one 0.438-hydrate (CHNOS·0.438HO, ) crystallize in space groups 2/ and 2/, respectively.

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Quantifying sulforaphane (SFN) and its thiol metabolites in biological samples using liquid chromatography-tandem mass spectrometry is complicated by SFN's electrophilic nature and the facile dissociation of SFN-thiol conjugates. SFN can be lost during sample preparation due to conjugation with protein thiols, which are precipitated and discarded. We observe that only 32 ± 3% of SFN is recovered 2 h after spiking into fetal bovine serum.

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The title sulfones, 2,3-diphenyl-2,3-di-hydro-4-1,3-benzo-thia-zine-1,1,4-trione, CHNOS, and 2,3-diphenyl-2,3-di-hydro-4-pyrido[3,2-][1,3]thia-zine-1,1,4-trione, CHNOS, crystallize in space group 2/ with two mol-ecules in each of the asymmetric units and have almost identical unit cells and extended structures. In both structures, the thia-zine rings exhibit a screw-boat pucker. The inter-molecular inter-actions observed are C-H⋯O-type hydrogen bonds and parallel partial π-π stacking between the fused aromatic rings (benzo- or pyrido-) of the core of the mol-ecules within each asymmetric unit, and also connecting to mol-ecules with translational periodicity in the -axis direction in what can be described as columns (two per asymmetric unit) of stacked mol-ecules with alternating chirality.

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A series of fourteen 2-aryl-3-phenyl-2,3-dihydro-4-pyrido[3,2-][1,3]thiazin-4-ones was prepared at room temperature by T3P-mediated cyclization of -phenyl--aryl imines with thionicotinic acid, two difficult substrates. The reactions were operationally simple, did not require specialized equipment or anhydrous solvents, could be performed as either two or three component reactions, and gave moderate-good yields as high as 63%. This provides ready access to -phenyl compounds in this family, which have been generally difficult to prepare.

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Kinetoplastid parasites are model eukaryotes with a complex cell cycle that is highly regulated both spatially and temporally. In addition, diseases caused by these parasites continue to have a significant impact on human and animal health worldwide. While there have been advancements in chemotherapy for these diseases, there is a continual need for an arsenal of compounds that have robust anti-parasite activity with minimal impact on the human host.

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Premise Of The Study: Understanding the phylogenetic distribution of defensive plant secondary metabolites is essential to the macroevolutionary study of chemically mediated plant-animal interactions. The chemical ecology of pyrrolizidine alkaloids (PAs) has been extensively studied in a number of plant-herbivore systems, including Apocynaceae (the milkweed and dogbane family) and Danainae (the milkweed and clearwing butterflies). A systematic survey is necessary to establish a detailed understanding of their occurrence across Apocynaceae.

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Coaxial electrospray has been used effectively for several dual-emitter applications, but has not been utilized for the study of rapid in-source chemistry. In this paper, we report the fabrication of a coaxial, micro-volume dual-emitter through the modification of a manufacturer's standard electrospray probe. This modification creates rapid mixing inside the Taylor cone and the ability to manipulate fast reactions using a variety of solvents and analytes.

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Rationale: Art conservation science is in need of a relatively nondestructive way of rapidly identifying the binding media within a painting cross-section and isolating binding media to specific layers within the cross-section. Knowledge of the stratigraphy of cross-sections can be helpful for removing possible unoriginal paint layers on the artistic work.

Methods: Desorption electrospray ionization mass spectrometry (DESI-MS) was used in ambient mode to study cross-sections from mock-up layered paint samples and samples from a 17th century baroque painting.

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Rationale: Human health concerns have arisen for common bisphenols (BPA and BPS) as well as new structural analogs. While native sulfone bisphenols and sulfone-derivatized bisphenols are amenable to electrospray ionization (ESI), alternative ionization methods such as atmospheric pressure chemical ionization (APCI) and APPI were investigated to analyze non-derivatized, non-sulfone-containing bisphenols.

Methods: Ionization of bisphenols using negative ion APPI was compared to negative ion ESI and negative ion APCI for their relative abilities to produce [M-H] precursor ions for subsequent collision-induced dissociation (CID) in a triple quadrupole mass analyzer.

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Eastern hemlocks (Tsuga canadensis Carrière) at two sites in southwestern Virginia were treated by trunk and soil injections of imidacloprid to determine the insecticide's impact on hemlock woolly adelgid, Adelges tsugae Annand. Treatments were 25, 50, and 100% of the highest labeled dosage rates for both stem and soil injection. Three and 4 yr after treatment, the half and full rates had significantly reduced A.

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The levels of 21 PBDE congeners were detemined in the dust sampled from 66 personal automobiles. The dominant congener in automobile dust was BDE-209 with a median level of 8.12 μg g⁻¹.

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Eastern hemlock, Tsuga canadensis (L.) Carrière, branchlets were systemically treated with imidacloprid and bioassayed with hemlock woolly adelgid, Adelges tsugae (Annand) (Hemiptera: Adelgidae), and predators. After 10 d, two hemlock woolly adelgid predators, Laricobius nigrinus Fender (Coleoptera: Derodontidae) and Sasajiscymnus tsugae Sasaji & McClure (Coleoptera: Coccinellidae), were allowed to feed on remaining hemlock woolly adelgid for 20 d on branches systemically treated with 1, 10, or 100 ppm imidacloprid.

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The extraction of polybrominated diphenyl ethers (PBDEs) from SRM 2585 (Organic Contaminants in House Dust) was investigated using supercritical fluid R134a as an extraction solvent. Three methods of dust extraction were studied: (1) extraction of dry dust, (2) extraction of dry dust dispersed on Ottawa sand and (3) extraction of dust wet with dichloromethane. For each of the three sample preparation methods, extracts at three temperatures (110, 150, and 200 degrees C) above the critical temperature of R134a were performed.

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The levels of BDE-28, BDE-47, BDE-99, BDE-100, BDE-153, BDE-154, BDE-183, and BDE-209 were determined in the dust sampled from 60 automobiles that were available for resale at U.S. dealerships.

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Eight polybrominated diphenyl ether (PBDE) congeners of primary interest to the US EPA were separated using reverse-phase liquid chromatography on an octadecylsilane column. BDE-28, BDE-47, BDE-99, BDE-100, BDE-153, BDE-154, BDE-183, and BDE-209 were baseline-resolved under isocratic conditions in 92:8 methanol/water (v/v). Negative-ion atmospheric pressure photoionization (NI-APPI) with a toluene dopant produced precursor ions corresponding to [M-Br+O](-) for the eight congeners studied.

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The volatile terpenoid fraction from needles in 13 cultivars of Tsuga canadensis L. (Carriere) was analyzed by gas chromatography with mass spectrometry (GC-MS). The results of this study are considered along with previously reported results for foliar terpenoid levels of the Asian (T.

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A flow injection analysis (FIA) to quantify imidacloprid was developed based upon (1) ultraviolet (254 nm) photochemical dissociation of imidacloprid to produce nitrite, (2) chemical reduction of the nitrite to nitric oxide by iodide in acid, (3) removal of gas-phase nitric oxide from the aqueous stream using a membrane separator, and (4) detection of the nitric oxide by chemiluminescent reaction with ozone. The cross-reactivity of imidacloprid with eight metabolites of imidacloprid was determined using a commercial ELISA kit and the FIA method. While the ELISA kit demonstrated varying degrees of cross-reactivity, cross-reactivity in the FIA method was observed for only the N-nitro and N-nitroso metabolites.

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A novel nickel-nioxime analytical method to measure polyhexamethylene biguanide (PHMB) in swimming pools and spas was developed. This method utilizes nickel(II) chloride and 1,2-cyclohexanedionedioxime (nioxime) chemistry. In the method, nickel ions bind and neutralize PHMB in the solution.

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The terpenoid content of eastern hemlock (Tsuga canadensis) foliage was measured over an annual cycle of development from bud opening, shoot elongation, shoot maturation, to bud-break at the start of the next growing season. The objective was to determine if variation in terpenoid composition is linked with spatial and temporal feeding preferences of the hemlock woolly adelgid (HWA; Adelges tsugae). The HWA has two periods of feeding over the course of 1 yr spanning two complete generations.

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A method for quantitative analysis of acrylamide has been developed for use with headspace solid-phase microextraction (SPME). In the method, acrylamide undergoes silylation with N,O-bis(trimethylsilyl)trifluoroacetamide (BSTFA) to form the volatile N,O-bis(trimethylsilyl)acrylamide (BTMSA). Once formed, BTMSA is readily extracted from the headspace over the silylation reaction using a 100 microm poly(dimethylsiloxane) SPME fiber.

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A sampling method for determining the volatile terpenoid composition from single needles of seven Tsuga species was developed using headspace solid-phase microextraction (SPME). A reproducible sampling method for the volatile components was generated by examination of sample storage, method of needle cutting, and headspace sampling duration. Following SPME collection of the volatile compounds from the seven Tsuga species, gas chromatography/ion-trap mass spectrometry was used to identify 51 terpenoids present in the needle headspace.

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The potential of 4-nitropyridine N-oxide to act as a solvatochromic indicator of the hydrogen-bond donor ability of solvents has been evaluated. A linear free-energy relationship has been established that is predominantly dependent on the Kamlet-Taft alpha parameter of the solvent. In comparison to the previously reported results obtained for pyridine N-oxide, 4-nitropyridine N-oxide possesses a solvatochromic effect that is located in the long wavelength ultraviolet region (lambda = 330-355 nm) of the spectrum, making it a viable probe for hydrogen-bond donation assessment.

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