158518

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Uptake of phenoxyacetic acid derivatives into Caco-2 cells by the monocarboxylic acid transporters.

Osamu Kimura et al.

Toxicology letters, 189(2), 102-109 (2009-05-26)

The uptake mechanism of phenoxyacetic acid (PA) and its chlorine derivatives, 4-chlorophenoxyacetic acid (4-CPA), 2,4-dichlorophenoxyacetic acid (2,4-D), and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), was investigated using Caco-2 cells. The cells were incubated with PA, 4-CPA, 2,4-D or 2,4,5-T at pH 6.0 and

Decrease of intracellular pH as possible mechanism of embryotoxicity of glycol ether alkoxyacetic acid metabolites.

Jochem Louisse et al.

Toxicology and applied pharmacology, 245(2), 236-243 (2010-03-17)

Embryotoxicity of glycol ethers is caused by their alkoxyacetic acid metabolites, but the mechanism underlying the embryotoxicity of these acid metabolites is so far not known. The present study investigates a possible mechanism underlying the embryotoxicity of glycol ether alkoxyacetic

In memoriam professor Corwin Hansch: birth pangs of QSAR before 1961.

Toshio Fujita

Journal of computer-aided molecular design, 25(6), 509-517 (2011-06-23)

2-Cycloalkyl phenoxyacetic acid CRTh2 receptor antagonists.

David A Sandham et al.

Bioorganic & medicinal chemistry letters, 17(15), 4347-4350 (2007-05-29)

High throughput screening identified a phenoxyacetic acid scaffold as a novel CRTh2 receptor antagonist chemotype, which could be optimised to furnish a compound with functional potency for inhibition of human eosinophil shape change and oral bioavailability in the rat.

Chemical class-specific gene expression changes in the zebrafish embryo after exposure to glycol ether alkoxy acids and 1,2,4-triazole antifungals.

Sanne A B Hermsen et al.

Reproductive toxicology (Elmsford, N.Y.), 32(2), 245-252 (2011-05-31)

The zebrafish embryotoxicity test (ZET) is an alternative test to predict embryotoxicity of substances based on morphological assessment. Implementing transcriptomics may increase sensitivity and objectivity of the test system. We applied the category approach to compare effects of compounds from

Understanding the role of cyclodextrins in the self-assembly, crystallinity, and porosity of titania nanostructures.

Rudina Bleta et al.

Langmuir : the ACS journal of surfaces and colloids, 30(39), 11812-11822 (2014-09-16)

A series of mesoporous titania photocatalysts with tailorable structural and textural characteristics was prepared in aqueous phase via a colloidal self-assembly approach using various cyclodextrins (CDs) as structure-directing agents. The photocatalysts and the structure-directing agents were characterized at different stages

Liquid-liquid-liquid microextraction with automated movement of the acceptor and the donor phase for the extraction of phenoxyacetic acids prior to liquid chromatography detection.

Chung-Chiang Chen et al.

Journal of chromatography. A, 1104(1-2), 33-39 (2005-12-20)

A simple liquid-liquid-liquid microextraction with automated movement of the acceptor and the donor phase (LLLME/AMADP) technique is described for the quantitative determination of five phenoxyacetic acids in water using a disposable and ready to use hollow fiber. The target compounds

Switching between agonists and antagonists at CRTh2 in a series of highly potent and selective biaryl phenoxyacetic acids.

Tim Luker et al.

Bioorganic & medicinal chemistry letters, 21(12), 3616-3621 (2011-05-20)

A novel series of biaryl phenoxyacetic acids was discovered as potent, selective antagonists of the chemoattractant receptor-homologous expressed on Th2 lymphocytes receptor (CRTh2 or DP2). A hit compound 4 was discovered from high throughput screening. Modulation of multiple aryl substituents

A novel photopolymerizable derivative of hyaluronan for designed hydrogel formation.

Tomáš Bobula et al.

Carbohydrate polymers, 161, 277-285 (2017-02-13)

A new photopolymerizable derivative of hyaluronan (methacrylhydrazide-HA, MAHA) was prepared by carbodiimide chemistry. The reaction conditions were optimized for molecular weight (M

Synthesis and insect antifeedant activity of aurones against Spodoptera litura larvae.

Masanori Morimoto et al.

Journal of agricultural and food chemistry, 55(3), 700-705 (2007-02-01)

A series of aurones were prepared from various phenols via phenoxy acetic acids and coumaranones and evaluated for insect antifeedant activity against the common cutworm (Spodoptera litura). The naturally occurring aurone was most active at an ED50 of 0.12 micromol/cm2.

Discovery of novel phenoxyacetic acid derivatives as antimycobacterial agents.

Mohamed Ashraf Ali et al.

Bioorganic & medicinal chemistry, 15(5), 1896-1902 (2007-01-26)

A series of 2-{4-[1-amino (thioxo) methyl-5-(substituted phenyl)-4,5-dihydro-1H-3-pyrazolyl]-2-methoxyphenoxy}acetic acid and 2-{4-[1-carbamoyl-5-(substituted phenyl)-4,5-dihydro-1H-3-pyrazolyl]-2-methoxyphenoxy}acetic acid were synthesized and the in vitro activity of the synthesized compounds against Mycobacterium tuberculosis H37Rv (MTB) and INH-resistant M. tuberculosis (INHR-MTB) was studied. Among the synthesized compounds, compound

Discovery of carboranes as inducers of 20S proteasome activity.

Hyun Seung Ban et al.

ChemMedChem, 5(8), 1236-1241 (2010-05-13)

Synthesis and evaluation of in vitro antiviral activity of novel phenoxy acetic acid derivatives.

M Shahar Yar et al.

Journal of enzyme inhibition and medicinal chemistry, 24(3), 876-882 (2008-10-28)

Several substituted phenoxy acetic acid derived pyrazolines were synthesized by the reaction between 2-{4-[3-(2,4-dihydroxyphenyl)-3-oxo-1-propenyl]-2-methoxyphenoxy} acetic acid and substituted acid hydrazides and were tested for their in vitro cytotoxicity and antiviral activity. None of the compounds showed any specific antiviral activity

Characterization of 2,4-dichlorophenoxyacetic acid and 2,4,5-trichlorophenoxyacetic acid-degrading fungi in Vietnamese soils.

Kazuhito Itoh et al.

FEMS microbiology ecology, 84(1), 124-132 (2012-11-22)

Sixty-nine fungal strains were isolated countrywide from 10 Vietnamese soils, in areas both with and without a history of exposure to Agent Orange, and their degrading activities on the phenoxy acid herbicides 2,4-dichlorophenoxyacetic acid (2,4-D) and 2,4,5-trichlorophenoxyacetic acid (2,4,5-T), as

Phenoxyacetic acids as PPARδ partial agonists: synthesis, optimization, and in vivo efficacy.

Karen A Evans et al.

Bioorganic & medicinal chemistry letters, 21(8), 2345-2350 (2011-03-19)

A series of phenoxyacetic acids as subtype selective and potent hPPARδ partial agonists is described. Many analogues were readily accessible via a single solution-phase synthetic route which resulted in the rapid identification of key structure-activity relationships (SAR), and the discovery

FT-IR, FT-Raman spectra and quantum chemical calculations of some chloro substituted phenoxy acetic acids.

N Sundaraganesan et al.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(2), 430-438 (2008-02-20)

In this work, we will report a combined experimental and theoretical study on molecular and vibrational structure of o-chlorophenoxy acetic acid (OCPAA) and p-chlorophenoxy acetic acids (PCPAA). The FT-IR and Fourier transform-Raman spectra of both the compounds was recorded in

The use of in vitro toxicity data and physiologically based kinetic modeling to predict dose-response curves for in vivo developmental toxicity of glycol ethers in rat and man.

Jochem Louisse et al.

Toxicological sciences : an official journal of the Society of Toxicology, 118(2), 470-484 (2010-09-14)

At present, regulatory assessment of systemic toxicity is almost solely carried out using animal models. The European Commission's REACH legislation stimulates the use of animal-free approaches to obtain information on the toxicity of chemicals. In vitro toxicity tests provide in

Synthesis, characterization and antibacterial activity of azomethine derivatives derived from 2-formylphenoxyacetic acid.

Amjid Iqbal et al.

Molecules (Basel, Switzerland), 12(2), 245-254 (2007-09-12)

A series of eight new azomethine derivatives were synthesized by reacting 2-formylphenoxyacetic acid with aromatic amines. The chemical structures of these compounds were confirmed by means of 1H-NMR, 13C-NMR, MS and elemental analysis. The compounds were assayed by the disc

Selection of sorbent for removing pesticides during water treatment.

Katarzyna Ignatowicz

Journal of hazardous materials, 169(1-3), 953-957 (2009-05-19)

This paper presents research on phenoxyacid pesticides removal using sorption methods on activated carbons. It was noted, that physico-chemical properties of adsorbent and adsorbate as well as parameters of the process have influence on adsorption of pesticides, derivatives of phenoxyacetic

A simple and sensitive HPLC method for quantification of the metabolin of meclofenoxate in human plasma.

Bin Ni et al.

Journal of chromatographic science, 48(5), 353-357 (2010-06-03)

A simple and sensitive high-performance liquid chromatographic method was developed for quantification of the metabolin of meclofenoxate, chlorophenoxyacetic acid, in human plasma. Ibuprofen was used as an internal standard. The present method used protein precipitation for extraction of chlorophenoxyacetic acid

Analytical methods of biological monitoring for exposure to pesticides: recent update.

Maria G Margariti et al.

Therapeutic drug monitoring, 29(2), 150-163 (2007-04-10)

Extensive use of synthetic pesticides for agricultural and nonagricultural purposes began in the past 50 years. As a result of their wide and extensive application, exposure to hazardous pesticides is a concern to the general population and occupationally exposed persons.

Development of a physiologically-based pharmacokinetic model of 2-phenoxyethanol and its metabolite phenoxyacetic acid in rats and humans to address toxicokinetic uncertainty in risk assessment.

John A Troutman et al.

Regulatory toxicology and pharmacology : RTP, 73(2), 530-543 (2015-07-19)

2-Phenoxyethanol (PhE) has been shown to induce hepatotoxicity, renal toxicity, and hemolysis at dosages ≥ 400 mg/kg/day in subchronic and chronic studies in multiple species. To reduce uncertainty associated with interspecies extrapolations and to evaluate the margin of exposure (MOE)

Hypolipidaemic and antiplatelet activity of phenoxyacetic acid derivatives related to alpha-asarone.

Ricardo Pérez-Pastén et al.

The Journal of pharmacy and pharmacology, 58(10), 1343-1349 (2006-10-13)

The phenoxyacetic acid derivatives 1-6 [2-methoxy-4-(2-propenyl)phenoxyacetic acid (1); 2-methoxy-5-nitro-4-(2-propenyl)phenoxyacetic acid (2); methyl 2-methoxy-4-(2-propenyl)phenoxyacetate (3); ethyl 2-methoxy-4-(2-propenyl)phenoxyacetate (4); methyl 2-methoxy-5-nitro-4-(2-propenyl)phenoxyacetate (5); ethyl 2-methoxy-5-nitro-4-(2-propenyl)phenoxyacetate (6)] related to alpha-asarone have been reported previously as hypolipidaemic agents in diet-induced hyperlipidaemic mice. We have aimed

Comparative inter-species pharmacokinetics of phenoxyacetic acid herbicides and related organic acids. evidence that the dog is not a relevant species for evaluation of human health risk.

Charles Timchalk

Toxicology, 200(1), 1-19 (2004-05-26)

Phenoxyacetic acids including 2,4-dichlorophenoxyacetic acid (2,4-D) and 4-chloro-2-methylphenoxyacetic acid (MCPA) are widely utilized organic acid herbicides that have undergone extensive toxicity and pharmacokinetic analyses. The dog is particularly susceptible to the toxicity of phenoxyacetic acids and related organic acids relative

Correlations between chromatographic parameters and bioactivity predictors of potential herbicides.

Małgorzata Janicka

Journal of chromatographic science, 52(7), 676-684 (2013-07-23)

Different liquid chromatography techniques, including reversed-phase liquid chromatography on Purosphere RP-18e, IAM.PC.DD2 and Cosmosil Cholester columns and micellar liqud chromatography with a Purosphere RP-8e column and using buffered sodium dodecyl sulfate-acetonitrile as the mobile phase, were applied to study the

Substituent and solvent effects on electronic spectra of some substituted phenoxyacetic acids.

M Shanthi et al.

Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 67(2), 479-482 (2006-10-20)

The effects of substituents and solvents have been studied through the absorption spectra of nearly 19 para- and ortho-substituted phenoxyacetic acids in the range of 200-400 nm. The effects of substituent on the absorption spectra of compounds under present investigation

Synthesis, biological evaluation, and molecular modeling investigation of chiral phenoxyacetic acid analogues with PPARalpha and PPARgamma agonist activity.

Giuseppe Fracchiolla et al.

ChemMedChem, 2(5), 641-654 (2007-03-16)

Peroxisome proliferator-activated receptors (PPARs) are ligand-activated transcription factors that govern lipid and glucose homeostasis, and play a central role in cardiovascular disease, obesity, and diabetes. Thus, there is significant interest in developing new and specific agonists for these receptors. Herein

Selective separation of penicillin V from phenoxyacetic acid using liquid membranes.

Cascaval D, et al.

Biochemical Engineering Journal, 55(1), 45-50 (2000)

Penicillin V acylase from Pectobacterium atrosepticum exhibits high specific activity and unique kinetics.

V S Avinash et al.

International journal of biological macromolecules, 79, 1-7 (2015-05-02)

Penicillin V acylases (PVAs, E.C.3.5.11) belong to the Ntn hydrolase super family of enzymes that catalyze the deacylation of the side chain from phenoxymethyl penicillin (penicillin V). Penicillin acylases find use in the pharmaceutical industry for the production of semi-synthetic

Antidotes to anthrax lethal factor intoxication. Part 3: Evaluation of core structures and further modifications to the C2-side chain.

Guan-Sheng Jiao et al.

Bioorganic & medicinal chemistry letters, 22(6), 2242-2246 (2012-02-22)

Four core structures capable of providing sub-nanomolar inhibitors of anthrax lethal factor (LF) were evaluated by comparing the potential for toxicity, physicochemical properties, in vitro ADME profiles, and relative efficacy in a rat lethal toxin (LT) model of LF intoxication.

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