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Investigated Compounds (investigated + compound)
Selected AbstractsThe novel nootropic compound DM232 (UNIFIRAM) ameliorates memory impairment in mice and ratsDRUG DEVELOPMENT RESEARCH, Issue 1 2002Carla Ghelardini Abstract The favorable pharmacological profile exhibited by piracetam stimulated the synthesis of related compounds potentially endowed with a higher nootropic potency. The antiamnesic and procognitive activity of DM232 (unifiram), a new compound structurally related to piracetam, was investigated. Mouse passive avoidance and rat Morris water maze and Social learning tests were employed. DM232 (0.001,1 mg kg,1 i.p. , 0.01,0.1 1 mg kg,1 p.o.) prevented amnesia induced by scopolamine (1.5 mg kg,1 i.p.), mecamylamine (20 mg kg,1 i.p.), baclofen (2 mg kg,1 i.p.), and clonidine (0.125 mg kg,1 i.p.). Furthermore, The antiamnesic effect of the investigated compound was comparable to that exerted by well-known nootropic drugs such as piracetam (30,100 mg kg,1 i.p.), aniracetam (100 mg kg,1 p.o.), rolipram (30 mg kg,1 p.o.), and nicotine (5 mg kg,1 i.p). DM232 (0.1 mg kg,1 i.p.) was also able to prevent amnesia induced by scopolamine (0.8 mg kg,1 i.p.) in the rat Morris watermaze test. In the rat social learning test, DM232 (0.1 mg kg,1 i.p.) injected in adults rats reduced the duration of active exploration of the familiar partner in the second session of the test. DM232, similarly to piracetam, reduced the duration of hypnosis induced by pentobarbital. At the highest effective doses, the investigated compound did not impair motor coordination (rota rod test), nor modified spontaneous (Animex). These results indicate DM232 (unifiram) as a novel cognition enhancer, strictly related to piracetam-like compounds, able to ameliorate memory impairment at doses about 1,000 times lower than the most active available nootropic compounds. Drug Dev. Res. 56:23,32, 2002. © 2002 Wiley-Liss, Inc. [source] Determination of the absolute configuration of bicyclo[3.3.1]nonane-2,7-dione by circular dichroism spectroscopy and chemical correlationCHIRALITY, Issue 10 2001Eugenius Butkus Abstract A study of the enantiomers of bicyclo[3.3.1]nonane-2,7-dione, a chiral molecule containing two carbonyl chromophores, was performed. Enantiomers of this structure were obtained by HPLC resolution and the (+)-(1R,5S)-enantiomer by enantiospecific synthesis from(+)-(1S,5S)-bicyclo[3.3.1]nonane-2,6-dione. The title structure is an interesting molecule to demonstrate the validity of the octant rule. The location of the major chair,chair conformer into octants placing each chromophore into the origin of the octants led to the opposite configuration assignments. In order to prove unequivocally absolute configuration, enantiospecific synthesis of the title compound was carried out. The kinetic resolution of racemic bicyclo[3.3.1]nonane-2,6-dione using baker's yeast afforded (+)-(1S,5S)-2,6-dione. Employing a reaction sequence analogous to one developed earlier by us with racemic substrates led to carbonyl group shift giving enantiomerically pure (+)-(1R,5S)-bicyclo[3.3.1]nonane-2,7-dione. The absolute configuration of the investigated compound was established by combined use of the octant rule and chemical correlation. Chirality 13:694,698, 2001. © 2001 Wiley-Liss, Inc. [source] Solvatochromic Analysis of Partition Coefficients in the o -Nitrophenyl Octyl Ether (o -NPOE)/Water SystemHELVETICA CHIMICA ACTA, Issue 11 2003Xiangli Liu The objective of this study was to unravel the structural properties responsible for the partitioning of solutes in o -nitrophenyl octyl ether (o -NPOE)/H2O, a new solvent system for the determination of the partition coefficients of ions. A set of 88 compounds (including drugs) was selected to allow a regular and broad distribution of property spaces. Partition coefficients in o -NPOE/H2O (log,Pnpoe) were measured by the shake-flask or the potentiometric method. Linear solvation free-energy relationship (LSER) analyses showed that Van der Waals volume, H-bond-acceptor basicity, and H-bond-donor acidity are the three molecular descriptors of solutes determining their log,Pnpoe values. The partitioning mechanism of the investigated compounds in o -NPOE/H2O is controlled by the same structural properties as it is in 1,2-dichloroethane (DCE)/H2O. ,log,Poct,npoe Values (difference between log,Poct and log,Pnpoe) express mainly dipolarity/polarizability and H-bond-donor acidity. The solvent o -NPOE is shown to be a good candidate to replace DCE in measurements of lipophilicity. [source] Analysis of 51 persistent organic pollutants in soil by means of ultrasonic solvent extraction and stir bar sorptive extraction GC-MSJOURNAL OF SEPARATION SCIENCE, JSS, Issue 20 2008Marta Martínez-Parreño Abstract A novel method based on ultrasonic solvent extraction and stir bar sorptive extraction (SBSE) for the analysis of 51 persistent organic pollutants including organochlorine pesticides (OCPs), polychlorinated biphenyls (PCBs), polycyclic aromatic hydrocarbons (PAHs), and polybrominated diphenylethers (PBDEs) in soil samples was developed. The different parameters that affect both the extraction of analytes from the soil samples, such as solvent selection, solvent volume, mass of soil, and extraction time, and the partitioning from the solvent/water mixture to the PDMS were studied. The final selected conditions consisted of the extraction of 1 g of soil with 15 mL methanol by sonication for 30 min. The methanol extract was mixed with 85 mL of Milli-Q water and extracted by means of SBSE for 14 h at 900 rpm. The stir bars were analyzed by thermal desorption-GC-mass spectometry (TD-GC-MS). The effects of the matrix on the recovery of the various pollutants under the developed method were studied using two soils with very different physicochemical properties. Method sensitivity, linearity, repeatability, and reproducibility were also studied. Validation and accuracy of the method were conducted by analyzing two commercial certified reference materials (CRMs). The main advantage of this method resides in the fact that a small amount of a nontoxic solvent (methanol) is needed for the extraction of only 1 g of solid sample allowing LODs ranging from 0.01 to 2.0 ,g/kg. Repeatability and reproducibility variations were lower than 20% for all investigated compounds. Results of the CRMs verify the high accuracy of this method. [source] HPLC-MS of anthraquinoids, flavonoids, and their degradation products in analysis of natural dyes in archeological objectsJOURNAL OF SEPARATION SCIENCE, JSS, Issue 13 2007Izabella Surowiec Abstract LC with MS detection was optimized for sensitive and selective analysis of main classes of natural dyes used in ancient times for dyeing textiles , red anthraquinoids, yellow flavonoids, and known degradation products of flavonols , hydroxybenzoic acids. Fragmentation patterns of both negative and positive molecular ions for the above mentioned compounds were investigated. Three acquisition modes of MS analysis: scanning, SIM, and multiple reaction monitoring (MRM) in both positive and negative ion modes were optimized and compared with each other and with the UV-Vis diode-array detection. Even though in the applied chromatographic system formic acid was used in the mobile phase, SIM in the negative ion mode was the most selective and sensitive detection for all the investigated compounds when both mixtures of standards and analysis of extracts from archeological samples were concerned, with one exception , alizarin, for which MS detection in positive ion mode was more sensitive. Detection limits obtained with MS detection for all investigated compounds except quinizarin were lower than the ones obtained with the diode-array UV-Vis detection, making MS detection the most suitable tool for the analysis of natural dyes and their degradation products in extracts from archeological samples. [source] Studies on azaspiracid biotoxins.RAPID COMMUNICATIONS IN MASS SPECTROMETRY, Issue 24 2002In this report, the mass spectral analysis of azaspiracid biotoxins is described. Specifically, the collision-induced dissociation (CID) behavior and differences between CID spectra obtained on a triple-quadrupole, a quadrupole time-of-flight, and an ion-trap mass spectrometer are addressed here. The CID spectra obtained on the triple-quadrupole mass spectrometer allowed the classification of the major product ions of the five investigated compounds (AZA 1,5) into five distinct fragment ion groups, according to the backbone cleavage positions. Although the identification of unknown azaspiracids was difficult based on CID alone, the spectra provided sufficient structural information to allow confirmation of known azaspiracids in marine samples. Furthermore, we were able to detect two new azaspiracid analogs (AZA 1b and 6) in our samples and provide a preliminary structural analysis. The proposed dissociation pathways under tandem mass spectrometry (MS/MS) conditions were confirmed by a comparison with accurate mass data from electrospray quadrupole time-of-flight MS/MS experiments. Regular sequential MSn analysis on an ion-trap mass spectrometer was more restricted in comparison to the triple-quadrupole mass spectrometer, because the azaspiracids underwent multiple [M,+,H,,,nH2O]+ (n,=,1,6) losses from the precursor ion under CID. Thus, the structural information obtained from MSn experiments was somewhat limited. To overcome this limitation, we developed a wide-range excitation technique using a 180-u window that provided results comparable to the triple-quadrupole instrument. To demonstrate the potential of the method, we applied it to the analysis of degraded azaspiracids from mussel tissue extracts. Copyright © 2002 John Wiley & Sons, Ltd. [source] Conjugated Macrocycles as Active Materials in Nonlinear Optical Processes: Optical Limiting Effect with Phthalocyanines and Related CompoundsTHE CHEMICAL RECORD, Issue 3 2002Michael Hanack Abstract An overview of the optical limiting (OL) processes in phthalocyanines and related compounds is presented, particularly a description of the synthesis and relevant optical properties of a series of axially substituted indium(III), titanium(IV), phthalo- and naphthalocyanines, and octaarylporphyrazines. Several techniques, such as transient absorption, Z-scan, and degenerate four-wave mixing, were used to assess the optical properties and OL performance of the investigated compounds. The versatility of the methods of organic synthesis leads to the achievement of effective systems in terms of OL performance through the appropriate combination and modulation of several structural components. The chemistry of the macrocycles here considered allows the variation of the different chemical features, such as the degree of electronic conjugation of the macrocycle and the nature of the ring substituents, the central atom, and the ligands attached to the central atom. © 2002 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 2: 129,148, 2002: Published online in Wiley InterScience (www.interscience.wiley.com) DOI 10.1002/tcr.10024 [source] Metal-based antitumor, cytotoxic and antimicrobial activity: pharmacological evaluation of Knoevenagel condensate ,-diketone Schiff base thiosemicarbazone Cu(II) and Zn(II) complexesAPPLIED ORGANOMETALLIC CHEMISTRY, Issue 7 2009N. Raman Abstract Knoevenagel condensate Schiff base ligands [L = 3-cinnamalideneacetylacetone-thiosemicarbazone (CAT)/3-cinnama- lideneacetylacetoneethylthiosemicarbazone (CAET)/3-cinnamalideneacetylacetonephenylthiosemicarbazone (CAPT)] and their copper/zinc complexes were synthesized. They were characterized by analytical and spectral techniques. From these data it was found that the ligands adopt square-planar geometry on metalation with Cu2+ and Zn2+. To evaluate the antitumor and cytotoxic activity of the synthesized complexes in mice and human cancer cell lines, the antitumor activity of the complexes was evaluated against an Ehrlich ascites carcinoma (EAC) tumor model. The activity was assessed using survival time and short-term in vitro cytotoxic activity. Oral administration of complexes (100 mg/kg) increased the survival time. The cytotoxic activity of complexes was evaluated using human breast cancer (MDA-MB-231), colon cancer (HCT-116) and nonsmall lung cancer (NCI-H-23) cell lines. Both the complexes possessed significant antitumor and cytotoxic activity on EAC and human cancer cell lines. The in vitro antimicrobial screening effect of the investigated compounds was also tested against the various organisms by well diffusion method. Copyright © 2009 John Wiley & Sons, Ltd. [source] The effect of phenyltin chlorides on osmotically induced erythrocyte haemolysisAPPLIED ORGANOMETALLIC CHEMISTRY, Issue 6 2005Adam Miszta Abstract The toxicity of many amphiphilic compounds may result from their effect on the lipid phase of biological membranes. Upon incorporation such compounds may change the properties of membranes in general and in particular alter the organization of membrane lipids. These changes should affect, among other things, the mechanical properties of membranes. We selected two amphiphilic compounds, diphenyltin dichloride (Ph2SnCl2) and triphenyltin chloride (Ph3SnCl), which are known to be located at different regions of the lipid bilayer and to be toxic. As a model biological membrane the erythrocyte plasma membrane was used. Analysis of the haemolysis kinetics showed differences between the effect of the compound studied on mechanical properties at so-called non-lytic concentrations. Diphenyltin dichloride showed a limited effect on erythrocyte haemolysis, whereas triphenyltin chloride affected all the parameters measured (extent of initial haemolysis, extent of final haemolysis and membrane mechanical strength). We correlated these effects with the location of the investigated compounds in liposomes. The presented data show that triphenyltin chloride reduces the erythrocyte plasma membrane mechanical strength and increases the extent of haemolysis under osmotic stress conditions. Copyright © 2005 John Wiley & Sons, Ltd. [source] Retention data from reverse-phase high-performance thin-layer chromatography in characterization of some bis-salicylic acid derivativesBIOMEDICAL CHROMATOGRAPHY, Issue 8 2009-Sekuli, Tatjana Djakovi Abstract The chromatographic behaviour of salicylic acid derivatives was investigated using reversed-phase high performance thin-layer chromatography (RP HPTLC) with methanol,water and dioxane,water binary mixtures as mobile phase in order to establish relationships between chromatographic data and selected physico-chemical parameters that are related to ADME (absorption, distribution, metabolism and elimination). Some of the investigated compounds were screened for antioxidant activity. Examination of chromatographic behaviour revealed a linear correlation between RM values and the volume fraction of mobile phase modifier. Obtained RM0 values were correlated with lipophilicity, solubility, human intestinal absorption, plasma-protein binding, and blood,brain barrier data. The comparison among chromatographic data obtained by two mobile phase was performed with a statistical technique, principle component analysis. Copyright © 2009 John Wiley & Sons, Ltd. [source] Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from MontenegroBIOMEDICAL CHROMATOGRAPHY, Issue 3 2009Abubaker A. B. Atrrog Abstract In this study 10 guaianolide-type sesquiterpene , -lactones named amphoricarpolides, isolated from the aerial parts of two endemic subspecies of Amphoricarpos neumayeri (ssp. neumayeri and ssp. murbeckii Bo,njak), were investigated by means of reversed-phase thin-layer chromatography. Methanol,water and tetrahydrofuran,water binary mixtures were used as mobile phase in order to determine lipophilicity parameters R and C0. Some of the investigated compounds were screened for their cytotoxic activity against HeLa and B16 cells. Chromatographically obtained lipophilicity parameters were correlated with calculated logP values and IC50 values. Principal component analysis identified the dominant pattern in the chromatographically obtained data. Copyright © 2008 John Wiley & Sons, Ltd. [source] Photophysics of a Series of Efficient Fluorescent pH Probes for Dual-Emission-Wavelength Measurements in Aqueous SolutionsCHEMISTRY - A EUROPEAN JOURNAL, Issue 4 2006Sandrine Charier Dr. Abstract This paper evaluates the 5-aryl-2-pyridyloxazole backbone to engineer donor,acceptor fluorescent pH probes after one- or two-photon absorption. Parent fluorophores, as well as derivatives that can be used to label biomolecules, can be easily obtained in good yields. These molecules exhibit a large one-photon absorption in the near-UV range, and a strong fluorescence emission that covers the whole visible domain. The 5-aryl-2-pyridyloxazole derivatives also possess significant cross sections for two-photon absorption. Upon pyridine protonation, large shifts were observed in the absorption spectra after one- and two-photon excitation, as well as in the emission spectra. This feature was used to measure the pKa of the investigated compounds that range between 2 and 8. In most of the investigated derivatives, the pKa increased upon light excitation and protonation exchanges took place during the lifetime of the excited state, as shown by phase-modulation fluorometry analysis. Several 5-aryl-2-pyridyloxazole derivatives are suggested as efficient probes to reliably measure the pH of aqueous solutions by means of ratiometric methods that are dependent on fluorescence emission. Cet article évalue le squelette 5-aryl-2-pyridyloxazole pour la conception de sondes fluorescentes de pH de type donneur,accepteur après excitation à un ou deux photons. Il est facile d'obtenir avec de bons rendements et en grande quantité les têtes de série tout autant que des dérivés conçus pour effectuer la fonctionnalisation de biomolécules. Ces sondes absorbent intensément la lumière dans le proche UV et présentent une forte émission de fluorescence qui couvre toute l'étendue du domaine visible. Elles possèdent aussi d'appréciables sections efficaces d'absorption à deux photons. La protonation du cycle pyridine s'accompagne de déplacements importants à la fois dans les spectres d'absorption après excitation à un et deux photons, et dans les spectres d'émission. Ces altérations sont utilisées pour mesurer le pKades sondes synthétisées qui s'étage entre 2 et 8. Une étude par fluorimétrie de phase démontre que le pKade la plupart de ces sondes augmente après absorption lumineuse et que des réactions acido,basiques se produisent au cours de la durée de vie de l'état excité. Ce manuscrit démontre que plusieurs 5-aryl-2-pyridyloxazoles constituent des sondes de pH efficaces et fiables pour mesurer le pH en solution aqueuse par analyse ratiométrique en émission. [source] | ||||||||||