{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["19(10)"],"submitter":["Spinelli D"],"pubmed_abstract":["As a result of the ring-into-ring conversion of nitrosoimidazole derivatives, we obtained a molecular scaffold that, when properly decorated, is able to decrease inotropy by blocking L-type calcium channels. Previously, we used this scaffold to develop a quantitative structure-activity relationship (QSAR) model, and we used the most potent oxadiazolothiazinone as a template for ligand-based virtual screening. Here, we enlarge the diversity of chemical decorations, present the synthesis and in vitro data for 11 new derivatives, and develop a new 3D-QSAR model with recent in silico techniques. We observed a key role played by the oxadiazolone moiety: given the presence of positively charged calcium ions in the transmembrane channel protein, we hypothesize the formation of a ternary complex b"],"journal":["Molecules (Basel, Switzerland)"],"pagination":["16543-72"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6271282"],"repository":["biostudies-literature"],"pubmed_title":["Playing with opening and closing of heterocycles: using the cusmano-ruccia reaction to develop a novel class of oxadiazolothiazinones, active as calcium channel modulators and P-glycoprotein inhibitors."],"pmcid":["PMC6271282"],"pubmed_authors":["Cosimelli B","Matucci R","Budriesi R","Baroni M","Frosini M","Carosati E","Severi E","Micucci M","Spinelli D","Cross S","Chiarini A","Fusi F","Saponara S","Rosano C","Ioan P","Viale M"],"additional_accession":[]},"is_claimable":false,"name":"Playing with opening and closing of heterocycles: using the cusmano-ruccia reaction to develop a novel class of oxadiazolothiazinones, active as calcium channel modulators and P-glycoprotein inhibitors.","description":"As a result of the ring-into-ring conversion of nitrosoimidazole derivatives, we obtained a molecular scaffold that, when properly decorated, is able to decrease inotropy by blocking L-type calcium channels. Previously, we used this scaffold to develop a quantitative structure-activity relationship (QSAR) model, and we used the most potent oxadiazolothiazinone as a template for ligand-based virtual screening. Here, we enlarge the diversity of chemical decorations, present the synthesis and in vitro data for 11 new derivatives, and develop a new 3D-QSAR model with recent in silico techniques. We observed a key role played by the oxadiazolone moiety: given the presence of positively charged calcium ions in the transmembrane channel protein, we hypothesize the formation of a ternary complex b","dates":{"release":"2014-01-01T00:00:00Z","publication":"2014 Oct","modification":"2026-05-06T05:54:17.269Z","creation":"2019-03-27T00:14:33Z"},"accession":"S-EPMC6271282","cross_references":{"pubmed":["25317581"],"doi":["10.3390/molecules191016543"]}}