{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["32(1)"],"submitter":["Lapa GB"],"pubmed_abstract":["Clarithromycin (active against Gram positive infections) and 1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole derivatives (effective for Gram negative microbes) are the ligands of bacterial RNA. The antimicrobial activities of these benzoxaboroles linked with clarithromycin at 9 or 4″ position were compared. Two synthetic pathways for these conjugates were elaborated. First pathway explored the substitution of the C-9 carbonyl group of macrolactone's cycle via oxime linker, the second direction used the modification of the 4″-O-group of cladinose via the formation of carbamates of benzoxaboroles. 4″-O-(3-S-(1-Hydroxy-1,3-dihydro-benzo[c][1,2]oxaborole)-methyl-carbamoyl-clarithromycin showed twofold decrease in MICs for S. epidermidis and S. pneumoniae than clarithromycin. 4″-O-Modified clarithr"],"journal":["Journal of enzyme inhibition and medicinal chemistry"],"pagination":["452-456"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC6009856"],"repository":["biostudies-literature"],"pubmed_title":["Two approaches to the use of benzo[c][1,2]oxaboroles as active fragments for synthetic transformation of clarithromycin."],"pmcid":["PMC6009856"],"pubmed_authors":["Lapa GB","Isakova EB","Mirchink EP","Preobrazhenskaya MN"],"additional_accession":[]},"is_claimable":false,"name":"Two approaches to the use of benzo[c][1,2]oxaboroles as active fragments for synthetic transformation of clarithromycin.","description":"Clarithromycin (active against Gram positive infections) and 1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborole derivatives (effective for Gram negative microbes) are the ligands of bacterial RNA. The antimicrobial activities of these benzoxaboroles linked with clarithromycin at 9 or 4″ position were compared. Two synthetic pathways for these conjugates were elaborated. First pathway explored the substitution of the C-9 carbonyl group of macrolactone's cycle via oxime linker, the second direction used the modification of the 4″-O-group of cladinose via the formation of carbamates of benzoxaboroles. 4″-O-(3-S-(1-Hydroxy-1,3-dihydro-benzo[c][1,2]oxaborole)-methyl-carbamoyl-clarithromycin showed twofold decrease in MICs for S. epidermidis and S. pneumoniae than clarithromycin. 4″-O-Modified clarithr","dates":{"release":"2017-01-01T00:00:00Z","publication":"2017 Dec","modification":"2025-04-22T12:48:52.797Z","creation":"2019-03-26T23:45:43Z"},"accession":"S-EPMC6009856","cross_references":{"pubmed":["28097898"],"doi":["10.1080/14756366.2016.1261129"]}}