Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?
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2014
Authors
Vujisić, Ljubodrag V.Antić, Dragan Ž.
Vučković, Ivan M.
Sekulić, Tatjana Lj.
Tomić, Vladimir T.
Mandić, Boris
Tešević, Vele
Curčić, Božidar P. M.
Vajs, Vlatka
Makarov, Slobodan E.
Article (Published version)
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The defensive secretions of two blaniulid millipedes, Nopoiulus kochii and Cibiniulus phlepsii, were characterized by GC-FID and GC/MS analyses, which showed the presence of a complex mixture of benzoquinones, hydroquinones, and oleates. Altogether, 13 compounds were identified. The major compound in the secretions of both analyzed species was 2-methyl-1,4-benzoquinone (toluquinone). The second major constituent in the N. kochii secretion was 2-methyl-3,4-(methylenedioxy)phenol, while in that of C. phlepsii, it was 2-methoxy-3-methyl-1,4-benzoquinone. The defensive secretion of N. kochii also showed a high content of hydroquinones (13.5%) in comparison to that of C. phlepsii (0.8%). Hexyl oleate and octyl oleate were detected for the first time in defensive millipede fluids. The chemical composition of the defensive secretions supports the chemotaxonomic position of the family Blaniulidae in the 'quinone' millipede clade.
Keywords:
Defensive secretions / Oleates / Quinones / Nopoiulus kochii / Millipedes / Cibiniulus phlepsiiSource:
Chemistry and Biodiversity, 2014, 11, 3, 483-490Publisher:
- Wiley-V C H Verlag Gmbh, Weinheim
Funding / projects:
- Ontogenetic characterization of phylogenetic biodiversity (RS-MESTD-Basic Research (BR or ON)-173038)
- Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-MESTD-Basic Research (BR or ON)-172053)
DOI: 10.1002/cbdv.201300355
ISSN: 1612-1872
PubMed: 24634077
WoS: 000332934800011
Scopus: 2-s2.0-84896386678
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Vujisić, Ljubodrag V. AU - Antić, Dragan Ž. AU - Vučković, Ivan M. AU - Sekulić, Tatjana Lj. AU - Tomić, Vladimir T. AU - Mandić, Boris AU - Tešević, Vele AU - Curčić, Božidar P. M. AU - Vajs, Vlatka AU - Makarov, Slobodan E. PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/1515 AB - The defensive secretions of two blaniulid millipedes, Nopoiulus kochii and Cibiniulus phlepsii, were characterized by GC-FID and GC/MS analyses, which showed the presence of a complex mixture of benzoquinones, hydroquinones, and oleates. Altogether, 13 compounds were identified. The major compound in the secretions of both analyzed species was 2-methyl-1,4-benzoquinone (toluquinone). The second major constituent in the N. kochii secretion was 2-methyl-3,4-(methylenedioxy)phenol, while in that of C. phlepsii, it was 2-methoxy-3-methyl-1,4-benzoquinone. The defensive secretion of N. kochii also showed a high content of hydroquinones (13.5%) in comparison to that of C. phlepsii (0.8%). Hexyl oleate and octyl oleate were detected for the first time in defensive millipede fluids. The chemical composition of the defensive secretions supports the chemotaxonomic position of the family Blaniulidae in the 'quinone' millipede clade. PB - Wiley-V C H Verlag Gmbh, Weinheim T2 - Chemistry and Biodiversity T1 - Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade? VL - 11 IS - 3 SP - 483 EP - 490 DO - 10.1002/cbdv.201300355 ER -
@article{ author = "Vujisić, Ljubodrag V. and Antić, Dragan Ž. and Vučković, Ivan M. and Sekulić, Tatjana Lj. and Tomić, Vladimir T. and Mandić, Boris and Tešević, Vele and Curčić, Božidar P. M. and Vajs, Vlatka and Makarov, Slobodan E.", year = "2014", abstract = "The defensive secretions of two blaniulid millipedes, Nopoiulus kochii and Cibiniulus phlepsii, were characterized by GC-FID and GC/MS analyses, which showed the presence of a complex mixture of benzoquinones, hydroquinones, and oleates. Altogether, 13 compounds were identified. The major compound in the secretions of both analyzed species was 2-methyl-1,4-benzoquinone (toluquinone). The second major constituent in the N. kochii secretion was 2-methyl-3,4-(methylenedioxy)phenol, while in that of C. phlepsii, it was 2-methoxy-3-methyl-1,4-benzoquinone. The defensive secretion of N. kochii also showed a high content of hydroquinones (13.5%) in comparison to that of C. phlepsii (0.8%). Hexyl oleate and octyl oleate were detected for the first time in defensive millipede fluids. The chemical composition of the defensive secretions supports the chemotaxonomic position of the family Blaniulidae in the 'quinone' millipede clade.", publisher = "Wiley-V C H Verlag Gmbh, Weinheim", journal = "Chemistry and Biodiversity", title = "Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?", volume = "11", number = "3", pages = "483-490", doi = "10.1002/cbdv.201300355" }
Vujisić, L. V., Antić, D. Ž., Vučković, I. M., Sekulić, T. Lj., Tomić, V. T., Mandić, B., Tešević, V., Curčić, B. P. M., Vajs, V.,& Makarov, S. E.. (2014). Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?. in Chemistry and Biodiversity Wiley-V C H Verlag Gmbh, Weinheim., 11(3), 483-490. https://doi.org/10.1002/cbdv.201300355
Vujisić LV, Antić DŽ, Vučković IM, Sekulić TL, Tomić VT, Mandić B, Tešević V, Curčić BPM, Vajs V, Makarov SE. Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?. in Chemistry and Biodiversity. 2014;11(3):483-490. doi:10.1002/cbdv.201300355 .
Vujisić, Ljubodrag V., Antić, Dragan Ž., Vučković, Ivan M., Sekulić, Tatjana Lj., Tomić, Vladimir T., Mandić, Boris, Tešević, Vele, Curčić, Božidar P. M., Vajs, Vlatka, Makarov, Slobodan E., "Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?" in Chemistry and Biodiversity, 11, no. 3 (2014):483-490, https://doi.org/10.1002/cbdv.201300355 . .