Synthesis and biochemical evaluation of guanidino-alkyl-ribitol derivatives as nucleoside hydrolase inhibitors.

Nucleoside hydrolase (NH) is a key enzyme in the purine salvage pathway. The purine specificity of the IAG-NH from Trypanosoma vivax is at least in part due to cation-pi-stacking interactions. Guanidinium ions can be involved in cation-pi-stacking interactions, therefore a series of guanidino-alkyl-ribitol derivatives were synthesized in order to examine the binding affinity of these compounds towards the target enzyme. The compounds show moderate to good inhibiting activity towards the IAG-NH from T. vivax.

1,2,3-Triazolylalkylribitol derivatives as nucleoside hydrolase inhibitors.

A range of novel 1,2,3-triazolylalkylribitol derivatives were synthesized and evaluated as nucleoside hydrolase inhibitors. The most active compound (11a) has low micromolar potency and is structurally diverse from previously reported nucleoside hydrolase inhibitors, which, along with the simplicity of the chemistry involved in its synthesis, makes it a good lead for the further development of novel nucleoside hydrolase inhibitors.

Solubilisation of chlorinated solvents by cyclodextrin derivatives: a study by static headspace gas chromatography and molecular modelling.

The capacity of alpha-cyclodextrin (alpha-CD) and four beta-cyclodextrins (beta-CDs) in reducing the volatility of volatile organic compounds (VOCs) and particularly carbon tetrachloride (CT), chloroform (TCM) and dichloromethane (DCM) is investigated by using static headspace gas chromatography (HSGC). The experiments allowed the determination of Henry's law constant (H(c)) in absence and in presence of cyclodextrins (CDs). The use of CDs may lead to a reduction of 95% of the Henry's law constant for some VOCs. The association constants of the inclusion complexes formed between CDs and the three guests are determined using a new method involving an algorithmic treatment bringing the shortening of experimental time required for the determination of the stability constant. The complementarities of the host and the guest are investigated by molecular modelling. The complexation energies obtained are in good agreement with the experimental formation constants. Furthermore, this study shows the effectiveness of CDs in trapping pollutants and reducing their volatility in the viewpoint of pollution prevention.

[Reduction of the volatility of volatile organic compounds with cyclodextrins: application to their capture]. / Réduction de la volatilité des composés organiques Volatils par les cyclodextrines. Application à leur piégeage.

The interactions existing between beta-cyclodextrin, hydroxypropyl-beta-cyclodextrin and six volatile organic compounds (VOC) were studied and used for capture of such pollutants. The reduction of volatility for these VOC appeared to be equivalent for the two kinds of cyclodextrins at equal concentrations, while a higher solubility conferred higher efficiency to hydroxypropyl-beta-cyclodextrin. The use of such cyclodextrins in traps allowed a two-fold increase in VOC capture compared with genuine water. Application of this process to an industrial site showed its efficacity qualitatively while several optimization procedure are needed to achieve quantitative efficacy.