| Title: | "New fluorinated derivatives as esterase inhibitors. Synthesis, hydration and crossed specificity studies" |
| Author(s): | Quero C; Rosell G; Jimenez O; Rodriguez S; Bosch MP; Guerrero A; |
| Address: | "Department of Biological Organic Chemistry, Institute of Chemistry and Environmental Research (CSIC), Jordi Girona 18-26, 08034 Barcelona, Spain" |
| DOI: | 10.1016/s0968-0896(02)00467-4 |
| ISSN/ISBN: | 0968-0896 (Print) 0968-0896 (Linking) |
| Abstract: | "A variety of new fluorinated chemicals have been prepared for the first time and tested as inhibitors of esterases, one of the main enzymes involved in pheromone catabolism, in two economically important pests, the Egyptian armyworm Spodoptera littoralis (SL) and the Mediterranean corn borer Sesamia nonagrioides (SN). Using the respective major component of the pheromone as substrate, the K(m) and V(max) of the antennal esterase of both insects resulted to be 5.66 x 10(-4) M and 8.47 x 10(-6) Mmin(-1) for SL and 1.61 x 10(-7) M and 1.25 x 10(-7) Mmin(-1) for SN, pointing out that SN esterase has a higher affinity for its corresponding substrate than SL. In general, the trifluoromethyl ketones (TFMKs) exhibited higher inhibitory potency than the corresponding difluoromethyl ketones (DFMKs) or difluoroaldehydes (DFAs). The compounds appeared to hydrate differently in aqueous solution, the extent of hydration following the order: alpha,alpha-DFMKs |
| Keywords: | Algorithms Animals Enzyme Inhibitors/*chemical synthesis/*pharmacology Esterases/*antagonists & inhibitors Fluorine/*chemistry Fluorine Compounds/*chemical synthesis/*pharmacology Indicators and Reagents Insecta/*metabolism Kinetics Magnetic Resonance Spe; |
| Notes: | "MedlineQuero, Carmen Rosell, Gloria Jimenez, Oscar Rodriguez, Sergio Bosch, M Pilar Guerrero, Angel eng Research Support, Non-U.S. Gov't England 2003/03/05 Bioorg Med Chem. 2003 Mar 20; 11(6):1047-55. doi: 10.1016/s0968-0896(02)00467-4" |
