{"refrec":{"BRefID":331307,"RR":"<b>Bogdanov, A.; Papu, A.; Kehraus, S.; Cruesemann, M.; Wägele, H.; Köning, G.M.</b> (2020). Metabolome of the <i>Phyllidiella pustulosa</i> species complex (Nudibranchia, Heterobranchia, Gastropoda) reveals rare dichloroimidic sesquiterpene derivatives from a phylogenetically distinct and undescribed clade. <i>J. Nat. Prod. 83(9)</i>: 2785–2796. <a href=\"https://dx.doi.org/10.1021/acs.jnatprod.0c00783\" target=\"_blank\">https://dx.doi.org/10.1021/acs.jnatprod.0c00783</a>","BEntID":324918,"PublicFlag":1,"CheckedFlag":0,"wosflag":1,"vabbflag":0,"RefStringPartII":". <i>J. Nat. Prod. 83(9)</i>: 2785–2796. <a href=\"https://dx.doi.org/10.1021/acs.jnatprod.0c00783\" target=\"_blank\">https://dx.doi.org/10.1021/acs.jnatprod.0c00783</a>","DocTypID":8,"DocType":"Journal article","MarineFlag":0,"FreshFlag":0,"BrackishFlag":0,"TerrestrialFlag":0,"Authorstring":"Bogdanov, A.; Papu, A.; Kehraus, S.; Cruesemann, M.; Wägele, H.; Köning, G.M.","OrigTitleTranslFlag":0,"Authorstringtrunc":"Bogdanov, A. <i>et al.</i>","Englishabstract":"the tropical Indo-Pacific. The lack of a protective shell is suggested to be compensated by toxic secondary metabolites that are sequestered from specific prey sponges. Our ongoing reconstruction of phyllidiid phylogeny using molecular data of more than 700 specimens, based on published data and newly collected specimens in various seasons and localities around North Sulawesi (Indonesia), demonstrates that <i>Phyllidiella pustulosa</i> is a species complex with at least seven well-supported clades. A metabolomic analysis of 52 specimens from all seven clades of <i>P. pustulosa</i> was performed. Secondary metabolite profiles were found to correlate with the phylogenetic study and not the prevailing food sponges as expected. GNPS molecular networking revealed a unique chemotype in clade 6. Detailed chemical analysis of a specimen from this chemically and genetically distinct <i>P. pustulosa</i> clade led to the identification of seven new sesquiterpenoids with a rare dichloroimidic moiety (<b>1</b> and <b>4</b>) and derivatives thereof (<b>2</b>, <b>3</b>, <b>5</b>–<b>7</b>). Our findings suggest that <i>P. pustulosa</i> clades should be raised to the species level.","AbstractOtherLang":null,"BibLvlCode":"AS","StandardTitle":"Metabolome of the <i>Phyllidiella pustulosa</i> species complex (Nudibranchia, Heterobranchia, Gastropoda) reveals rare dichloroimidic sesquiterpene derivatives from a phylogenetically distinct and undescribed clade","OrigTitleLangCode":"en","OrigTitleLangCodeExtended":"eng","OrigTitleLangID":15,"DateLastModified":{"date":"2026-06-01 01:32:06.410139","timezone_type":1,"timezone":"+02:00"},"UserAccessRight":null,"UserAccID":null,"AuthorKeywords":null,"OtherDescriptors":null,"Notes":null,"AnaPub":2020,"MonPub":null,"DateUpdate":"2020-11-24","DateCreate":"2020-11-24","SecASFANote":null,"ConfID":null,"PeerRev":1,"VlizCoreFlag":1,"WoScode":"WOS:000575848000029","VABBcode":null,"OpenAcc":0,"DOI":"10.1021/acs.jnatprod.0c00783"},"refs":null,"anarec":{"AnaID":331307,"PubliDate":2020,"Pagination":"2785–2796","XtraPublOfAnaID":null,"ISBN":null,"Volume":"83","Issue":"9","BRefMon":null,"BRefMonRR":null,"BRefXtra":null,"BRefXtraRR":null,"SerBRefID":43089,"SerRR":"Journal of Natural Products. American Chemical Society/American Society of Pharmacognosy: Washington DC.  ISSN 0163-3864; e-ISSN 1520-6025","StandardTitleSer":"Journal of Natural Products","ISSN":"0163-3864","AbbrevSer":"J. Nat. Prod.","StandardTitleMon":null,"StartPage":null,"Pages":null,"ToPubliDate":null,"BRefBibLvlCode":"S","SerNotes":null},"monrec":null,"serrec":null,"relations":null,"relationsRev":null,"addrec":null,"othpubs":null,"ownerships":null,"authors":[{"AutName":"Bogdanov","Firstname":"Alexander","Initials":"A.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":431252,"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":"Papu","Firstname":"Aldefia","Initials":"A.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":431253,"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":"Kehraus","Firstname":"Stefan","Initials":"S.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":394124,"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":"Cruesemann","Firstname":"Max","Initials":"M.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":431254,"OrderNr":4,"DegrID":null,"EditorFlag":0,"CorrespFlag":0,"IllustratorFlag":0,"ReviserFlag":0,"TranslatorFlag":0,"InsAcronym":null,"InsFSN":null,"ORCID":null,"PersID":null,"InsID":null},{"AutName":"Wägele","Firstname":"Heike","Initials":"H.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":402793,"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":"Köning","Firstname":"Gabriele","Initials":"G.M.","Affiliation":null,"Discriminator":null,"CorporateFlag":0,"BEntID":324918,"AutID":431255,"OrderNr":6,"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":[{"BInstID":355663,"LibID":36,"BRefID":331307,"EmbargoDate":null,"FullEmbargoDate":null,"PhysMedID":16,"hasOCRd":null,"ShelfLocCode":"355663","RFID":null,"PaidValue":null,"Medium":"Server","Description":"Interne VLIZ documenten","Acronym":"VLIZ","Library":"Vlaams Instituut voor de Zee","DutchTerm":"Non-open access","URL":null,"ClassifID":228,"Classification":"Non-open access","ReqLink":1,"ClassifTypID":3,"URLLocation":"https://www.vliz.be/imisdocs/publications/","SubDir":1,"InternalReq":1,"LoggedInReq":1,"Disclaimer":"Disclaimer_VLIZ_Intern","DutchDisclaimer":"<p>Deze publicatie is enkel beschikbaar voor persoonlijk gebruik binnen de Innovocean site <br />en mag op geen enkele manier verder worden verspreid.</p>","FileFormat":".pdf","FileDescr":"pdf","InsPub":1,"InsID":36,"FileFormID":6,"LendableFlag":1,"PublicFlag":1,"orderLib":"A","Notes":null,"AccConID":null,"AccessConstraint":null,"LicURL":null}],"litstyles":null,"thespers":null,"arch2discl":null,"SERpubls":[{"PublName":"American Chemical Society","City":"Washington DC"},{"PublName":"American Society of Pharmacognosy","City":"Washington DC"}],"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":324918,"AbstractFlag":0,"LangID":15,"LangCode":"en","Lang":"English","DutchTerm":"Engels","LangCodeExtended":"eng"},{"BEntID":324918,"AbstractFlag":1,"LangID":15,"LangCode":"en","Lang":"English","DutchTerm":"Engels","LangCodeExtended":"eng"}],"urls":[{"URL":"https://dx.doi.org/10.1021/acs.jnatprod.0c00783","externalID":"10.1021/acs.jnatprod.0c00783","URLTypeCode":"DOI","URLID":111145,"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":"Chisala, Chilekwa, C.","newSesDate":{"date":"2020-11-24 08:18:37.130000","timezone_type":3,"timezone":"Europe/Brussels"},"updSesName":"Chisala, Chilekwa, C.","updSesDate":{"date":"2020-11-24 08:18:37.130000","timezone_type":3,"timezone":"Europe/Brussels"}}}
