Determination of naphthalen-1-yl-(1-pentylindol-3-yl)methanone (JWH-018) in mouse blood and tissue after inhalation exposure to 'buzz' smoke by HPLC/MS/MS

The disposition of the cannabimimetic naphthalen‐1‐yl‐(1‐pentylindol‐3‐yl)methanone (JWH‐018) in mice following inhalation of the smoke of the herbal incense product (HIP) ‘Buzz’ is presented. A high‐pressure liquid chromatography with electrospray ionization triple quadrupole mass spectrometer (HPLC/MS/MS) method was validated for the analysis of JWH‐018 in the specimens using deuterated Δ⁹‐tetrahydrocannabinol (d₃‐THC) as the internal standard. JWH‐018 was isolated by cold acetonitrile liquid–liquid extraction. Chromatographic separation was performed on a Zorbaz eclipse XDB‐C₁₈ column. The assay was linear from 1 to 1000 ng/mL. Six C57BL6 mice were sacrificed 20 min after exposure to the smoke of 200 mg ‘Buzz’ containing 5.4% JWH‐018. Specimen concentrations of JWH‐018 were: blood, 54–166 ng/mL (mean 82 ± 42 ng/mL); brain, 316–708 ng/g (mean 510 ± 166 ng/g); and liver, 1370–3220 ng/mL (mean 1990 ± 752 ng/mL). The mean blood to brain ratio for JWH‐018 was 6.8 and ranged from 4.2 to 10.9. After exposure, the responses of the mice were consistent with cannabinoid receptor type 1 activity: body temperatures dropped 7.3 ± 1.1 °C, and catalepsy, hyperreflexia, straub tail and ptosis were observed. The brain concentrations and physiological responses are consistent with the hypothesis that the behavioral effects of ‘Buzz’ are attributable to JWH‐018. Copyright © 2012 John Wiley & Sons, Ltd.     

Quantitative treatment of the effect of solvent on the electronic absorption and fluorescence spectra of substituted coumarins: Evaluation of the first excited singlet-state dipole moments

The electronic absorption and fluorescence spectra of coumarin and 11 substituted coumarins were measured in several solvents (dioxane, ethyl ether, ethyl acetate, ethanol, dimethylformamide, acetonitrile, and dimethyl sulfoxide). Ground-state dipole moments were determined in dioxane at 298 K. The results were used to obtain the first excited singlet-state dipole moments of the coumarins under study by the solvatochromic shift method (Bakhshiev, Kawski-Chamma-Viallet, McRae, and Suppan correlations). Also, the ground- and the first excited singlet-state dipole moments were calculated using a combination of the PPP method (-contribution) and the vector sum of the -bond and group moments (-contribution). In general, the first excited singlet-state dipole moments of the coumarins are noticeably higher than the corresponding ground-state values, indicating a substantial redistribution of the-electron densities resulting in a more polar excited state. There is a reasonably good agreement between the calculated and the experimental dipole moments.Presented, in part, at the 2nd International Conference on Solar Energy Storage and Applied Photochemistry, Cairo, Egypt, January 6–11, 1993. For a preliminary communication, see Ref. 1.     

First cobalt(I)-catalyzed [6 + 2] cycloadditions of cycloheptatriene with alkynes

[reaction: see text] The CoI2(dppe)/Zn/ZnI2 system effectively catalyzes the [6 + 2] cycloaddition of cycloheptatriene with terminal alkynes to afford 7-alkyl-bicyclo[4.2.1]nona-2,4,7-trienes in fair to excellent yields. The catalyst proved to be tolerant toward functional groups such as ketone, sulfone, ester, ketal, ether, alcohol, imide, and nitrile. The enantioselective cycloaddition of CHT and phenylacetylene with BINOL phosphoramidite ligand 4 afforded the cycloadduct 3a (R = Ph) in 91% yield and 74% ee.     

Photodegradation kinetics of some indolecarboxylic acids and their regulation effects on plant growth (groundnut and haricot bean)

Indolecarboxylic acids belong to the auxins group. They constitute a class of phytohormones, which play an important role in plant growth. This paper deals with the kinetics of six indolecarboxylic acids and their regulation effects on the growth of groundnut (Arachis hypogea) and haricot bean (Phaseolus vulgaris). The results obtained enabled us to establish a relationship between photodegradation rate constants and their regulation properties on the growth of these two plants. The paper shows that the compounds yielding the highest photodegradation rates were efficient growth regulators. In this regard, a few explanations are provided.     

On the Binary Codes of Steiner Triple Systems

The binary code spanned by the rows of the point byblock incidence matrix of a Steiner triple system STS(v)is studied. A sufficient condition for such a code to containa unique equivalence class of STS(v)'s of maximalrank within the code is proved. The code of the classical Steinertriple system defined by the lines in PG(n-1,2)(n3), or AG(n,3) (n3) is shown to contain exactly v codewordsof weight r=(v-1)/2, hence the system is characterizedby its code. In addition, the code of the projective STS(2ⁿ-1)is characterized as the unique (up to equivalence) binary linearcode with the given parameters and weight distribution. In general,the number of STS(v)'s contained in the code dependson the geometry of the codewords of weight r. Itis demonstrated that the ovals and hyperovals of the definingSTS(v) play a crucial role in this geometry. Thisrelation is utilized for the construction of some infinite classesof Steiner triple systems without ovals.     

Demonstration of phase correlation in multiwavelength mode-locked semiconductor diode lasers

Wideband spectral phase correlation is demonstrated from a multiwavelength mode-locked semiconductor laser. By use of frequency-resolved optical gating techniques, significant phase correlation was observed between multiple intracavity oscillating wavelengths, with wavelength separations of ~1 nm . The resultant temporal characteristics show a substantial modulation owing to the spectral coupling induced by intracavity-generated four-wave mixing. This result may lead to novel methods for directly generating ultrafast subpicosecond optical pulse sequences with spectrally tailored amplitude and phase characteristics from actively mode-locked semiconductor lasers.     

Metal sensor proteins: nature's metalloregulated allosteric switches

Metalloregulatory proteins control the expression of genes that allow organisms to quickly adapt to chronic toxicity or deprivation of both biologically essential metal ions and heavy metal pollutants found in their microenvironment. Emerging evidence suggests that metal ion homeostasis and resistance defines an important tug-of-war in human host-bacterial pathogen interactions. This adaptive response originates with the formation of "metal receptor" complexes of exquisite selectivity. In this perspective, we summarize consensus structural features of metal sensing coordination complexes and the evolution of distinct metal selectivities within seven characterized metal sensor protein families. In addition, we place recent efforts to understand the structural basis of metal-induced allosteric switching of these metalloregulatory proteins in a thermodynamic framework, and review the degree to which coordination chemistry drives changes in protein structure and dynamics in selected metal sensor systems. New insights into how metal sensor proteins function in the complex intracellular milieu of the cytoplasm of cells will require a more sophisticated understanding of the "metallome" and will benefit greatly from ongoing collaborative efforts in bioinorganic, biophysical and analytical chemistry, structural biology and microbiology.