ChemInform Abstract: DIE HALOGENIERUNG DES PHENYLTRICHLORGERMANS

Motsarev, G. V.; Kolbasov, V. I.; Inshakova, V. T.; Rozenberg, V. R.; Zetkin, V.I.; Snegova, A. D.; Dzhagatspanyan, R.V.

doi:10.1002/chin.197346358

Cited by 2 publications

(4 citation statements)

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“…These spectroscopic studies aided the characterization of compound 6 as 8-amino-7-hydroxypipataline. 7,8-dibromopipataline (7) was prepared by the method reported by Motsarev et al [16]. The 1 H, 13 C NMR and mass spectral data (see Experimental Section) confirmed the formation of compound 7.…”

Section: Resultsmentioning

confidence: 91%

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Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Kosmulalage

Zahid

Udenigwe

et al. 2007

Zeitschrift Für Naturforschung B

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Phytochemical studies on the ethanolic extract of Barleria prionitis of Sri Lankan origin have resulted in the isolation of a new compound, balarenone (1), along with three known compounds, pipataline (2), lupeol (3) and 13,14-seco-stigmasta-5,14-diene-3-α-ol (4). The structures of 1 -4 were elucidated with the aid of extensive NMR spectroscopic studies. Compounds 1 -4 showed moderate inhibitory activity against glutathione S-transferase (GST) and acetylcholinesterase (AChE). Compounds 1, 2 and 4 also exhibited antibacterial activity against Bacillus cereus and Pseudomonas aeruginosa (25 µg/disk). Three different derivatives of compound (2), 7,8-epoxypipataline (5), 8-amino-7-hydroxypipataline (6) and 7,8-dibromopipataline (7) were synthesized to evaluate them for GST and AChE inhibitory activities. Household microwave radiations were used to synthesize compound (6). Among all tested compounds, 8-amino-7-hydroxypipataline (6) exhibited a significant AChE inhibitory activity with an IC 50 value of 36.8 µ M.

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Section: Resultsmentioning

confidence: 91%

“…Pipataline (3 mg) was dissolved in of ethyl acetate (5 mL) and the mixture was stirred with Br 2 (0.5 mL) under UV (λ = 366 nm) for 24 h [16]. After 24 h, the reaction mixture was stopped by adding water and extracted with ethyl acetate.…”

Section: Synthesis Of Dibromopipataline (7)mentioning

confidence: 99%

Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Kosmulalage

Zahid

Udenigwe

et al. 2007

Zeitschrift Für Naturforschung B

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“…Synthesis. Ethyltrichlorosilane dissolved in CCl 4 was chlorinated with Cl 2 under UV irradiation to give pentachloroethyltrichlorosilane which was subsequently treated with copper powder forming trichlorovinyltrichlorosilane (PCV) …”

Section: Methodsmentioning

confidence: 99%

“…Ethyltrichlorosilane dissolved in CCl 4 was chlorinated with Cl 2 under UV irradiation to give pentachloroethyltrichlorosilane which was subsequently treated with copper powder forming trichlorovinyltrichlorosilane (PCV). 4 The purity of the sample was checked with 29 Si NMR spectroscopy, elemental analysis, gas chromatography as well as infrared and Raman vibrational spectroscopy.…”

Section: Methodsmentioning

confidence: 99%

Perchlorovinylsilane (Cl₂CCCl−SiCl₃): Conformational Structure, Vibrational Analysis, and Torsional Potential Determined by Gas-Phase Electron Diffraction, ab Initio Calculations, and Variable Temperature Raman Spectroscopy

Johansen¹,

Hagen²,

Haßler³

et al. 1997

J. Phys. Chem. A

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The molecular structure, conformation, vibrational spectra, and torsional potential of perchlorovinylsilane (PCV), Cl2CCCl−SiCl 3 , have been studied by using gas-phase electron diffraction (GED) data at 100 °C and variable temperature Raman spectroscopy, together with ab initio molecular orbital calculations. The GED data were treated by using a dynamic theoretical model. This involves fitting a chosen two-term potential function to the experimental data, thereby obtaining values for both a 3-fold and a 6-fold potential constant (V 3 and V 6) in the series V(φ) = 1/2Σ i V i [1 − cos i(180−φ)], where φ is the value of the torsional angle CCSiCl. According to the GED refinements, this molecule exists in the gas phase at 100 °C as a mixture of two minimum-energy conformers, syn (torsional angle φ(CCSiCl) = 0° or 120°) and anti (torsional angle φ(CCSiCl) = 180°), where the anti form predominates, occupying approximately 80% of the gas composition. Relevant structural parameters are as follows (anti): Bond lengths (r g): r(Si−C) = 1.863(13) Å, r〈(Si−Cl)〉 = 2.020(3) Å (average value), r(CC) = 1.349(12) Å. Bond angles (∠α): ∠〈CSiCl〉 = 111.1(15)°, ∠CCSi = 124.0(12)°. Error limits are given as 2σ (σ includes estimates of uncertainties in voltage/height measurements and correlation in the experimental data). The estimated experimental conformational energy difference obtained from GED is ΔE° A - S = −1.04(±0.58) kcal/mol, based on the refined value of the V 3 potential constant. From the variable temperature Raman study, two corresponding energy differences obtained from two separate pairs of doublets in the liquid phase are ΔE° A - S = −0.30(1) and ΔE° A - S = −0.43(5) kcal/mol. The ab initio value (HF/6-31G(d)) was ΔE° A - S = −1.43 kcal/mol. All results suggest that anti is the low-energy form. Full geometry optimizations were performed for seven pseudoconformers (including 120° and 180° forms), which were employed in the dynamic GED model, by using the ab initio MO HF/6-31G(d) level of theory. Scaled HF zero-point vibrational energy corrections were estimated from frequency calculations. The theoretical results are compared with experimental observations.

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ChemInform Abstract: DIE HALOGENIERUNG DES PHENYLTRICHLORGERMANS

Abstract: Phenyltrichlorgerman (I) wird ohne Katalysator von Chlor nicht angegriffen.

Cited by 2 publications

References 0 publications

Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Perchlorovinylsilane (Cl₂CCCl−SiCl₃): Conformational Structure, Vibrational Analysis, and Torsional Potential Determined by Gas-Phase Electron Diffraction, ab Initio Calculations, and Variable Temperature Raman Spectroscopy

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ChemInform Abstract: DIE HALOGENIERUNG DES PHENYLTRICHLORGERMANS

Abstract: Phenyltrichlorgerman (I) wird ohne Katalysator von Chlor nicht angegriffen.

Cited by 2 publications

References 0 publications

Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Glutathione S-Transferase, Acetylcholinesterase Inhibitory and Antibacterial Activities of Chemical Constituents of Barleria prionitis

Perchlorovinylsilane (Cl2CCCl−SiCl3): Conformational Structure, Vibrational Analysis, and Torsional Potential Determined by Gas-Phase Electron Diffraction, ab Initio Calculations, and Variable Temperature Raman Spectroscopy

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Product

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Perchlorovinylsilane (Cl₂CCCl−SiCl₃): Conformational Structure, Vibrational Analysis, and Torsional Potential Determined by Gas-Phase Electron Diffraction, ab Initio Calculations, and Variable Temperature Raman Spectroscopy