{"refrec":{"BRefID":312352,"RR":"<b>Kang, U.; Caldwell, D.R.; Cartner, L.K.; Wang, D.; Kim, C.-K.; Tian, X.; Bokesch, H.R.; Henrich, C.J.; Woldemichael, G.M.; Schnermann, M.J.; Gustafson, K.R.</b> (2019). Elucidation of spirodactylone, a polycyclic alkaloid from the sponge <i>Dactylia</i> sp., and nonenzymatic generation from the co-metabolite Denigrin B. <i>Organic Letters 21(12)</i>: 4750-4753. <a href=\"https://dx.doi.org/10.1021/acs.orglett.9b01636\" target=\"_blank\">https://dx.doi.org/10.1021/acs.orglett.9b01636</a>","BEntID":304716,"PublicFlag":1,"CheckedFlag":0,"wosflag":1,"vabbflag":0,"RefStringPartII":". <i>Organic Letters 21(12)</i>: 4750-4753. <a href=\"https://dx.doi.org/10.1021/acs.orglett.9b01636\" target=\"_blank\">https://dx.doi.org/10.1021/acs.orglett.9b01636</a>","DocTypID":8,"DocType":"Journal article","MarineFlag":1,"FreshFlag":0,"BrackishFlag":0,"TerrestrialFlag":0,"Authorstring":"Kang, U.; Caldwell, D.R.; Cartner, L.K.; Wang, D.; Kim, C.-K.; Tian, X.; Bokesch, H.R.; Henrich, C.J.; Woldemichael, G.M.; Schnermann, M.J.; Gustafson, K.R.","OrigTitleTranslFlag":0,"Authorstringtrunc":"Kang, U. <i>et al.</i>","Englishabstract":"Spirodactylone (<b>1</b>), a hexacyclic indolizidone alkaloid possessing a novel spiro ring system, was isolated from the marine sponge <i>Dactylia</i> sp. The structure was elucidated by extensive spectroscopic methods including application of the LR-HSQMBC NMR pulse sequence. Oxidative cyclization of denigrin B (<b>2</b>), an aryl-substituted 2-oxo-pyrroline derivative that was also isolated from the sponge extract, provided material identical to spirodactylone (<b>1</b>). This confirmed the assigned structure and provides insight into the probable biogenesis of <b>1</b>.","AbstractOtherLang":null,"BibLvlCode":"AS","StandardTitle":"Elucidation of spirodactylone, a polycyclic alkaloid from the sponge <i>Dactylia</i> sp., and nonenzymatic generation from the co-metabolite Denigrin B","OrigTitleLangCode":"en","OrigTitleLangCodeExtended":"eng","OrigTitleLangID":15,"DateLastModified":{"date":"2024-12-10 01:33:17.368041","timezone_type":1,"timezone":"+01:00"},"UserAccessRight":null,"UserAccID":null,"AuthorKeywords":null,"OtherDescriptors":null,"Notes":null,"AnaPub":2019,"MonPub":null,"DateUpdate":"2019-07-02","DateCreate":"2019-07-02","SecASFANote":null,"ConfID":null,"PeerRev":1,"VlizCoreFlag":1,"WoScode":"WOS:000473116000075","VABBcode":null,"OpenAcc":0,"DOI":"10.1021/acs.orglett.9b01636"},"refs":null,"anarec":{"AnaID":312352,"PubliDate":2019,"Pagination":"4750-4753","XtraPublOfAnaID":null,"ISBN":null,"Volume":"21","Issue":"12","BRefMon":null,"BRefMonRR":null,"BRefXtra":null,"BRefXtraRR":null,"SerBRefID":275844,"SerRR":"Organic Letters. AMER CHEMICAL SOC: Washington.  ISSN 1523-7060; e-ISSN 1523-7052","StandardTitleSer":"Organic Letters","ISSN":"1523-7060","AbbrevSer":null,"StandardTitleMon":null,"StartPage":4750,"Pages":4,"ToPubliDate":null,"BRefBibLvlCode":"S","SerNotes":null},"monrec":null,"serrec":null,"relations":null,"relationsRev":null,"addrec":null,"othpubs":null,"ownerships":null,"authors":[{"AutName":"Kang","Firstname":"Unwoo","Initials":"U.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383703,"OrderNr":1,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Caldwell","Firstname":"Donald","Initials":"D.R.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383704,"OrderNr":2,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Cartner","Firstname":"Laura","Initials":"L.K.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383705,"OrderNr":3,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Wang","Firstname":"Dongdong","Initials":"D.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383706,"OrderNr":4,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":"0000-0002-0412-6386","PersID":37055,"InsID":null},{"AutName":"Kim","Firstname":"Chang-Kwon","Initials":"C.-K.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383707,"OrderNr":5,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Tian","Firstname":"Xiangrong","Initials":"X.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383708,"OrderNr":6,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Bokesch","Firstname":"Heidi","Initials":"H.R.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":340425,"OrderNr":7,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Henrich","Firstname":"Curtis","Initials":"C.J.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383710,"OrderNr":8,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Woldemichael","Firstname":"Girma","Initials":"G.M.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383711,"OrderNr":9,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Schnermann","Firstname":"Martin","Initials":"M.J.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":383712,"OrderNr":10,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Gustafson","Firstname":"Kirk","Initials":"K.R.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":304716,"AutID":149972,"OrderNr":11,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null}],"mapdetails":null,"datasets":null,"monographs":null,"monparts":null,"serparts":null,"BEntOpen":null,"BEntPrivate":null,"availability":null,"litstyles":null,"thespers":null,"arch2discl":null,"SERpubls":[{"PublName":"AMER CHEMICAL SOC","City":"Washington"}],"MONpubls":null,"pictures":[],"thestermsPath":null,"thestermsASFA":null,"taxtermsASFA":null,"geotermsASFA":null,"collections":[{"Collection":"VLIZ Acknowledged Publications","ShortName":"VLIZ ackn"}],"conf":null,"proj":null,"Physdatasets":null,"spcols":{"941":{"SpName":"LifeWatch Species Information Backbone","SpColID":941,"ParSpColID":39,"TopParID":39,"ShortName":"LifeWatch Species Information Backbone","URLLocation":null,"LibID":36,"OpenRepoFlag":null,"SpTypID":null,"TopParIDNotWebsite":39,"SpColPath":"VLIZ ackn/LifeWatch Species Information Backbone"},"39":{"SpName":"VLIZ Acknowledged Publications","SpColID":39,"ParSpColID":null,"TopParID":null,"ShortName":"VLIZ ackn","URLLocation":null,"LibID":36,"OpenRepoFlag":null,"SpTypID":null,"TopParIDNotWebsite":null,"SpColPath":"VLIZ ackn"},"507":{"SpName":"World Register of Marine Species","SpColID":507,"ParSpColID":null,"TopParID":null,"ShortName":"WoRMS website","URLLocation":null,"LibID":null,"OpenRepoFlag":null,"SpTypID":null,"TopParIDNotWebsite":null,"SpColPath":"WoRMS website"},"915":{"SpName":"World Register of Marine Species (WoRMS) acknowledged","SpColID":915,"ParSpColID":941,"TopParID":39,"ShortName":"WoRMS ackn","URLLocation":null,"LibID":36,"OpenRepoFlag":null,"SpTypID":null,"TopParIDNotWebsite":39,"SpColPath":"VLIZ ackn/LifeWatch Species Information Backbone/WoRMS ackn"},"947":{"SpName":"WoRMS ackn - direct reference","SpColID":947,"ParSpColID":915,"TopParID":39,"ShortName":"WoRMS ackn - direct","URLLocation":null,"LibID":36,"OpenRepoFlag":null,"SpTypID":null,"TopParIDNotWebsite":39,"SpColPath":"VLIZ ackn/LifeWatch Species Information Backbone/WoRMS ackn/WoRMS ackn - direct"}},"doi":null,"publs":null,"serparttypes":null,"monauthors":null,"MParts":null,"SParts":null,"hLibs":null,"langs":[{"BEntID":304716,"AbstractFlag":0,"LangID":15,"LangCode":"en","Lang":"English","DutchTerm":"Engels","LangCodeExtended":"eng"},{"BEntID":304716,"AbstractFlag":1,"LangID":15,"LangCode":"en","Lang":"English","DutchTerm":"Engels","LangCodeExtended":"eng"}],"urls":[{"URL":"https://dx.doi.org/10.1021/acs.orglett.9b01636","externalID":"10.1021/acs.orglett.9b01636","URLTypeCode":"DOI","URLID":77237,"URLTypID":13,"URLType":"DOI","URLPrefix":"http://dx.doi.org/"}],"thesterms":null,"taxterms":null,"geoterms":null,"othterms":null,"asfacodes":null,"asfa2codes":null,"thestermsFRIS":null,"taxtermsFRIS":null,"geotermsFRIS":null,"othtermsFRIS":null,"resmessage":"","complete":1,"sessions":{"newSesName":"Bouchti, Zohra, Z.","newSesDate":{"date":"2019-07-02 08:26:19.873000","timezone_type":3,"timezone":"Europe/Brussels"},"updSesName":"Bouchti, Zohra, Z.","updSesDate":{"date":"2019-07-02 08:26:19.873000","timezone_type":3,"timezone":"Europe/Brussels"}}}