Browsing by Author "Poso, Antti"
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Item Chiral 3-(4,5-dihydrooxazol-2-yl)phenyl alkylcarbamates as novel FAAH inhibitors: Insight into FAAH enantioselectivity by molecular docking and interaction fields(2009) Myllymaki, Mikko J.; Kasnanen, Heikki; Kataja, Antti O.; Lahtela-Kakkonen, Maija; Saario, Susanna M.; Poso, Antti; Koskinen, Ari M.P.; Department of ChemistryFatty acid amide hydrolase (FAAH) and monoglyceride lipase (MGL) are the main enzymes responsible for the hydrolysis of endogenous cannabinoids N-arachidonoylethanolamide (AEA) and 2-arachidonoylglycerol (2-AG), respectively. Phenyl alkylcarbamates are FAAH inhibitors with anxiolytic and analgesic activities in vivo. Herein we present for the first time the synthesis and biological evaluation of a series of chiral 3-(2-oxazoline)-phenyl N-alkylcarbamates as FAAH inhibitors. Furthermore, the structural background of chirality on the FAAH inhibition is explored by analyzing the protein–ligand interactions. Remarkably, 10-fold difference in potency was observed for (R)- and (S)-derivatives of 3-(5-methyl-4,5-dihydrooxazol-2-yl)phenyl cyclohexylcarbamate (6a vs. 6b). Molecular modelling indicated an important interaction between the oxazoline nitrogen and FAAH active site.Item Comprehensive data-driven analysis of the impact of chemoinformatic structure on the genome-wide biological response profiles of cancer cells to 1159 drugs(2012) Khan, Suleiman A.; Faisal, Ali; Mpindi, John Patrick; Parkkinen, Juuso A.; Kalliokoski, Tuomo; Poso, Antti; Kallioniemi, Olli P.; Wennerberg, Krister; Kaski, Samuel; Helsinki Insititute for Information Technology HIIT; Tietojenkäsittelytieteen laito
