{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Calcul L"],"funding":["NCRR NIH HHS","NCI NIH HHS"],"pagination":["365-72"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4676785"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["73(3)"],"pubmed_abstract":["The focus of this study is on the bastadin class of bromotyrosine derivatives, commonly isolated from Ianthella marine sponges, and is the first report on the secondary metabolites from Ianthella cf. reticulata. Two new bastadins were isolated, (E,Z)-bastadin 19 (1a), a diastereoisomer of the known (E,E)-bastadin 19 (1b), and dioxepine bastadin 3 (2), an unusual dibenzo-1,3-dioxepine. A bastadin NMR database was created and assisted in the structure determination of 1b and 2 and the rapid dereplication of 10 other known compounds including bastadins 2-9 (3-10), 13 (11), and 19 (1a). The geometry of the 2-(hydroxyimino)-N-alkylamide chains, a chemical feature present in all bastadins, was further probed, and new insights regarding the natural oxime configuration are discussed. Bastadins pos"],"journal":["Journal of natural products"],"pubmed_title":["Additional insights on the bastadins: isolation of analogues from the sponge Ianthella cf. reticulata and exploration of the oxime configurations."],"pmcid":["PMC4676785"],"funding_grant_id":["S10 RR019918","S10-RR19918","R01 CA047135"],"pubmed_authors":["McKerrow JH","Crews P","Inman WD","Ratnam J","Valeriote FA","Morris AA","Calcul L","Tenney K"],"additional_accession":[]},"is_claimable":false,"name":"Additional insights on the bastadins: isolation of analogues from the sponge Ianthella cf. reticulata and exploration of the oxime configurations.","description":"The focus of this study is on the bastadin class of bromotyrosine derivatives, commonly isolated from Ianthella marine sponges, and is the first report on the secondary metabolites from Ianthella cf. reticulata. Two new bastadins were isolated, (E,Z)-bastadin 19 (1a), a diastereoisomer of the known (E,E)-bastadin 19 (1b), and dioxepine bastadin 3 (2), an unusual dibenzo-1,3-dioxepine. A bastadin NMR database was created and assisted in the structure determination of 1b and 2 and the rapid dereplication of 10 other known compounds including bastadins 2-9 (3-10), 13 (11), and 19 (1a). The geometry of the 2-(hydroxyimino)-N-alkylamide chains, a chemical feature present in all bastadins, was further probed, and new insights regarding the natural oxime configuration are discussed. Bastadins pos","dates":{"release":"2010-01-01T00:00:00Z","publication":"2010 Mar","modification":"2025-04-21T19:27:51.293Z","creation":"2019-03-27T02:05:02Z"},"accession":"S-EPMC4676785","cross_references":{"pubmed":["20102170"],"doi":["10.1021/np9005986"]}}