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Chemical Defense in Millipedes (Myriapoda, Diplopoda): Do Representatives of the Family Blaniulidae Belong to the 'Quinone' Clade?

Authorized Users Only
2014
Authors
Vujisić, Ljubodrag V.
Antic, Dragan Z.
Vučković, Ivan
Sekulic, Tatjana Lj.
Tomić, Vladimir T.
Mandić, Boris
Tešević, Vele
Curcic, Bozidar P. M.
Vajs, Vlatka
Makarov, Slobodan E.
Article (Published version)
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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.
Keywords:
Defensive secretions / Oleates / Quinones / Nopoiulus kochii / Millipedes / Cibiniulus phlepsii
Source:
Chemistry and Biodiversity, 2014, 11, 3, 483-490
Publisher:
  • Wiley-V C H Verlag Gmbh, Weinheim
Funding / projects:
  • Ontogenetic characterization of phylogenetic biodiversity (RS-173038)
  • Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)

DOI: 10.1002/cbdv.201300355

ISSN: 1612-1872

PubMed: 24634077

WoS: 000332934800011

Scopus: 2-s2.0-84896386678
[ Google Scholar ]
8
7
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/2733
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Vujisić, Ljubodrag V.
AU  - Antic, Dragan Z.
AU  - Vučković, Ivan
AU  - Sekulic, Tatjana Lj.
AU  - Tomić, Vladimir T.
AU  - Mandić, Boris
AU  - Tešević, Vele
AU  - Curcic, Bozidar P. M.
AU  - Vajs, Vlatka
AU  - Makarov, Slobodan E.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2733
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 Antic, Dragan Z. and Vučković, Ivan and Sekulic, Tatjana Lj. and Tomić, Vladimir T. and Mandić, Boris and Tešević, Vele and Curcic, Bozidar 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., Antic, D. Z., Vučković, I., Sekulic, T. Lj., Tomić, V. T., Mandić, B., Tešević, V., Curcic, 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, Antic DZ, Vučković I, Sekulic TL, Tomić VT, Mandić B, Tešević V, Curcic 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., Antic, Dragan Z., Vučković, Ivan, Sekulic, Tatjana Lj., Tomić, Vladimir T., Mandić, Boris, Tešević, Vele, Curcic, Bozidar 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 . .

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