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Titolo:
Delta(2)-oxazolines-1,3 and N-acylaziridines as potential proinsecticides of carboxylic acids - V. Direct thin-layer chromatography monitoring of themetabolism in locust tissues
Autore:
Beaufour, M; Cherton, JC; Carlin-Sinclair, A; Hamm, S;
Indirizzi:
Univ Versailles, Dept Chim, Lab SIRCOB, CNRS,UPRESA 8086, F-78035 Versailles, France Univ Versailles Versailles France F-78035 86, F-78035 Versailles, France
Titolo Testata:
JOURNAL OF CHROMATOGRAPHY B
fascicolo: 1, volume: 761, anno: 2001,
pagine: 35 - 45
SICI:
1387-2273(20010915)761:1<35:DANAPP>2.0.ZU;2-T
Fonte:
ISI
Lingua:
ENG
Soggetto:
PERFORMANCE LIQUID-CHROMATOGRAPHY; BIOLOGICAL SAMPLES; E-DESTRUXIN; F-19 NMR; ASYMMETRIC-SYNTHESIS; MASS-SPECTROMETRY; HPLC COLUMN; HEMOLYMPH; BEHAVIOR; ESTERS;
Keywords:
Delta(2)-oxazolines-1,3; N-acylaziridine; carboxylic acids;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
40
Recensione:
Indirizzi per estratti:
Indirizzo: Cherton, JC Univ Versailles, Dept Chim, Lab SIRCOB, CNRS,UPRESA 8086, 45 Ave Etats Unis, F-78035 Versailles, France Univ Versailles 45 Ave Etats UnisVersailles France F-78035 e
Citazione:
M. Beaufour et al., "Delta(2)-oxazolines-1,3 and N-acylaziridines as potential proinsecticides of carboxylic acids - V. Direct thin-layer chromatography monitoring of themetabolism in locust tissues", J CHROMAT B, 761(1), 2001, pp. 35-45

Abstract

Modern thin-layer chromatography (TLC) was used for the evaluation of Delta (2) -oxazolines-1,3 I and N-acylaziridine VII structures, as potential proinsecticides of carboxylic acids III. Thus the unmasking(2) of the active principles III from Delta (2) -oxazolines-1,3 Ia-c and N-acylaziridine VIIcwas monitored by spotting aliquots directly onto RP-18 TLC plates, withoutany sample pretreatment during in vitro assays performed in concentrated locust tissues. To achieve a good separation of carboxylate IIIa from endogenous components of the tissues, a short preliminary development with methanol or ion-pairing was necessary. From UV-TLC chromatograms (densitograms) it appeared that in a phosphate buffer at pH 7.4, the oxazoline Ia with a C-2 substituent devoid of alpha -ramification or alpha,beta -in saturation hydrolysed slowly into the corresponding beta -hydroxylamide VIa and intermediate aminoester Va. Significantly, locust mesenteron (or fat body) efficiently triggered the unmasking of IIIa, a transformation which corresponds to the expected proinsecticide behavior of Ia. Conducting TLC monitoring in the same locust tissues also revealed that the oxazolines Ib and Ic with an alpha -ramification and an alpha,beta -insaturation, respectively, cannot beconsidered as proinsecticides of the corresponding carboxylic acids IIIb and IIIc. In contrast, the N-acylaziridine VIIc appeared as a convenient proinsecticide structure for masking the carboxylic acid IIIc. (C) 2001 Elsevier Science B.V. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/04/20 alle ore 06:45:34