Synthèse et Structure de 2-chloroéthylnitrososulfamides (CENS) dérivés d'Aminoacides. Partie 5

Abdaoui, Mohamed; Dewynter, Georges; Toupet, Loı̈c; Montéro, Jean-Louis

doi:10.1016/s0040-4020(00)00114-9

Cited by 19 publications

(13 citation statements)

References 27 publications

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“…Le N-(2-bromoe Â thyl)-N H ,N H -dibenzylsulfamide (Dewynter & Montero, 1992;Abdaoui, Dewynter, Aouf, Favre et al, 1996;Abdaoui, Dewynter, Aouf & Montero, 1996;Dewynter et al, 1996;Abdaoui et al, 2000) est un homologue du N-(2-chloroe Â thyl)-N H ,N Hdibenzylsulfamide (Dokhane et al, 2002). C'est un produit interme Â diaire et pre Â curseur du N-nitroso-N-(2-bromoe Â thyl)-N H ,N H -dibenzylsulfamide dont la pre Â paration rentre dans le cadre de la synthe Á se des 2-chloroe Â thylnitrososulfamides.…”

Section: Commentaireunclassified

N′,N′-Dibenzyl-N-(2-bromoéthyl)sulfamide

2002

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Section: Commentaireunclassified

N′,N′-Dibenzyl-N-(2-bromoéthyl)sulfamide

2002

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“…The discussion of percentage contribution is based on the quantitative values, the sign of the coefficients in the corresponding equations, and the comparison of these coefficients among themselves. From these results, we conclude that the linear regression, according to Reichardt, and the multiple linear regression, according to Kamlet-Taft, both have a similar quality of fit, but the Kamlet-Taft solvatochromic parameters a, b and p* give more information and demonstrate that the solvent basicity is the least significant factor for the position of n abs , n ems and Δn (as revealed by the small estimates for b; see equations (8), (9) and (10) and their relatively large corresponding errors.…”

Section: Solvent Effectsmentioning

confidence: 66%

“…2-Chloroethylnitrososulfamids (CENSs) constitute a new family of oncostatic agents, structurally related to CENUs but devoid of any carbamoylating activity. Promising agents prepared on this basis have shown interesting cytotoxic activity and among them some proved to be considerably more potent than the parent nitrosourea (6)(7)(8)(9)(10)(11)(12).…”

Section: Introductionmentioning

confidence: 99%

Solvent effects of N‐nitroso, N‐(2‐chloroethyl), N′,N′‐dibenzylsulfamid and its copper(II) and cobalt(II) complexes: fluorescence studies

et al. 2012

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The structure of N-nitroso, N-(2-chloroethyl), N',N'-dibenzylsulfamid (CENS) was established by X-ray crystallography. The atomic coordinates, factors of isotropic thermal agitation, bond lengths and valence angles were determined. The solvent effects on the electronic absorption and fluorescence spectra of CENS were investigated at room temperature. The effects of solvent polarity and of hydrogen bonding were interpreted by means of linear solvation energy relationships (LSERs). Multiple linear regression analysis indicated that the hydrogen donation properties of the solvent play an important role in determining the position of the absorption maximum, while the classical polarity of the medium is the only dominating parameter in determining the emission maximum and the Stokes' shift. Complexation of the investigated compound by two different transition metal ions was studied. Fluorescence measurements show that fluorescence quenching by cobalt(II) is more important than that by copper(II). This phenomenon can be attributed to good stereo-structural matching between the electronic configuration of the Co(2+) ion and the active site distribution of CENS in aqueous solution.

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“…The CENS sample were prepared and purified as previously described [3,14]. The water used was distilled and purified through a Milli-Q system to give a resistivity of 18 X/cm (Millipore).…”

Section: Experimental Chemicalsmentioning

confidence: 99%

Study on the Decomposition of 2‐Chloroethylnitro‐ sosulfamides (CENS) in Serum Using HPLC On‐line Solid Phase Extraction

Seridi

Winum²,

Kadri

et al. 2006

Archiv der Pharmazie

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In this paper we have investigated the kinetic decomposition of 2-chloroethylnitrososulfamides (CENS) in fetal calf serum. The study was monitored by on-line solid phase extraction linked to RP-LC-MS. We demonstrated that CENS are less stable in fetal calf serum than in aqueous buffer at pH 7.4 and 37 degrees C. Moreover, we have shown that partition coefficient of CENS can be correlated to the kinetics decomposition, and we observe that the stability is better for lipophilic CENS. The different metabolites after decomposition have been tentatively identified by RP-HPLC-MS. This study indicates the formation of several metabolites resulting from a mechanism of decomposition more complex than in aqueous phosphate buffer, nevertheless, leading to the same main products.

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Synthèse et Structure de 2-chloroéthylnitrososulfamides (CENS) dérivés d'Aminoacides. Partie 5

Cited by 19 publications

References 27 publications

N′,N′-Dibenzyl-N-(2-bromoéthyl)sulfamide

N′,N′-Dibenzyl-N-(2-bromoéthyl)sulfamide

Solvent effects of N‐nitroso, N‐(2‐chloroethyl), N′,N′‐dibenzylsulfamid and its copper(II) and cobalt(II) complexes: fluorescence studies

Study on the Decomposition of 2‐Chloroethylnitro‐ sosulfamides (CENS) in Serum Using HPLC On‐line Solid Phase Extraction

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