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dc.creatorBodner, Michaela
dc.creatorVagalinski, Boyan
dc.creatorMakarov, Slobodan E.
dc.creatorAntic, Dragan Z.
dc.creatorVujisić, Ljubodrag V.
dc.creatorLeis, Hans-Joerg
dc.creatorRaspotnig, Guenther
dc.date.accessioned2018-11-22T00:34:46Z
dc.date.available2018-11-22T00:34:46Z
dc.date.issued2016
dc.identifier.issn0098-0331
dc.identifier.urihttp://cherry.chem.bg.ac.rs/handle/123456789/1924
dc.description.abstractThe defensive chemistry of juliformian millipedes is characterized mainly by benzoquinones ("quinone millipedes"), whereas the secretions of the putative close outgroup Callipodida are considered to be exclusively phenolic. We conducted a chemical screening of julid secretions for phenolic content. Most species from tribes Cylindroiulini (15 species examined), Brachyiulini (5 species examined), Leptoiulini (15 species examined), Uncigerini (2 species examined), Pachyiulini (3 species examined), and Ommatoiulini (2 species examined) had non-phenolic, in most cases exclusively benzoquinonic secretions. In contrast, tribes Cylindroiulini, Brachyiulini, and Leptoiulini also contained representatives with predominantly phenol-based exudates. In detail, p-cresol was a major compound in the secretions of the cylindroiulines Styrioiulus pelidnus and S. styricus (p-cresol content 93 %) and an undetermined Cylindroiulus species (p-cresol content 51 %), in the brachyiulines Brachyiulus lusitanus (p-cresol content 21 %) and Megaphyllum fagorum (p-cresol content 92 %), as well as in an undescribed Typhloiulus species (p-cresol content 32 %, Leptoiulini). In all species, p-cresol was accompanied by small amounts of phenol. The secretion of M. fagorum was exclusively phenolic, whereas phenols were accompanied by benzoquinones in all other species. This is the first incidence of clearly phenol-dominated secretions in the Julidae. We hypothesize a shared biosynthetic route to phenols and benzoquinones, with benzoquinones being produced from phenolic precursors. The patchy taxonomic distribution of phenols documented herein supports multiple independent regression events in a common pathway of benzoquinone synthesis rather than multiple independent incidences of phenol biosynthesis.en
dc.publisherSpringer, Dordrecht
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/173038/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172053/RS//
dc.relationVolkswagen Stiftung
dc.relationAustrian Academy of Sciences at the Institute of Zoology, University of Graz [23811]
dc.relationUniversity of Graz
dc.rightsopenAccess
dc.sourceJournal of Chemical Ecology
dc.subjectChemical defenseen
dc.subjectQuinone millipedesen
dc.subjectPhenolsen
dc.subjectJulidaen
dc.subjectJulidaeen
dc.subjectCylindroiulinien
dc.subjectBrachyiulinien
dc.subjectLeptoiulinien
dc.subjectDiplopodaen
dc.title"Quinone Millipedes" Reconsidered: Evidence for a Mosaic-Like Taxonomic Distribution of Phenol-Based Secretions across the Julidaeen
dc.typearticle
dc.rights.licenseBY
dcterms.abstractAнтиц, Драган З.; Макаров, Слободан Е.; Вујисић, Љубодраг; Вагалински, Боyан; Боднер, Мицхаела; Леис, Ханс-Јоерг; Распотниг, Гуентхер;
dc.citation.volume42
dc.citation.issue3
dc.citation.spage249
dc.citation.epage258
dc.identifier.wos000374676200008
dc.identifier.doi10.1007/s10886-016-0680-4
dc.citation.other42(3): 249-258
dc.citation.rankM22
dc.identifier.pmid26971956
dc.type.versionpublishedVersion
dc.identifier.scopus2-s2.0-84961171816
dc.identifier.rcubKon_3043


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