TY  - JOUR
AU  - Vujisić, Ljubodrag V.
AU  - Vučković, Ivan
AU  - Makarov, Slobodan E.
AU  - Ilic, Bojan S.
AU  - Antic, Dragan Z.
AU  - Jadranin, Milka
AU  - Todorović, Nina
AU  - Mrkić, Ivan
AU  - Vajs, Vlatka
AU  - Lučić, Luka
AU  - Curcic, Bozidar P. M.
AU  - Mitic, Bojan M.
PY  - 2013
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1177
AB  - The geophilomorph centipede, Himantarium gabrielis, when disturbed, discharges a viscous and proteinaceous secretion from the sternal glands. This exudate was found by gas chromatography-mass spectrometry, liquid chromatography-high resolution mass spectrometry, liquid chromatography-mass spectrometry-mass spectrometry and NMR analyses to be composed of hydrogen cyanide, benzaldehyde, benzoyl nitrile, benzyl nitrile, mandelonitrile, mandelonitrile benzoate, 3,7,6O-trimethylguanine (himantarine), farnesyl 2,3-dihydrofarnesoate and farnesyl farnesoate. This is the first report on the presence of benzyl nitrile and mandelonitrile benzoate in secreted substances from centipedes. Farnesyl 2,3-dihydrofarnesoate is a new compound, while himantarine and farnesyl farnesoate were not known as natural products. A post-secretion release of hydrogen cyanide by reaction of mandelonitrile and benzoyl nitrile was observed by NMR, and hydrogen cyanide signals were completely assigned. In addition, a protein component of the secretion was analysed by electrophoresis which revealed the presence of a major 55 kDa protein. Analyses of the defensive exudates of other geophilomorph families should produce further chemical surprises.
PB  - Springer, New York
T2  - Naturwissenschaften
T1  - Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)
VL  - 100
IS  - 9
SP  - 861
EP  - 870
DO  - 10.1007/s00114-013-1086-6
ER  - 

@article{
author = "Vujisić, Ljubodrag V. and Vučković, Ivan and Makarov, Slobodan E. and Ilic, Bojan S. and Antic, Dragan Z. and Jadranin, Milka and Todorović, Nina and Mrkić, Ivan and Vajs, Vlatka and Lučić, Luka and Curcic, Bozidar P. M. and Mitic, Bojan M.",
year = "2013",
abstract = "The geophilomorph centipede, Himantarium gabrielis, when disturbed, discharges a viscous and proteinaceous secretion from the sternal glands. This exudate was found by gas chromatography-mass spectrometry, liquid chromatography-high resolution mass spectrometry, liquid chromatography-mass spectrometry-mass spectrometry and NMR analyses to be composed of hydrogen cyanide, benzaldehyde, benzoyl nitrile, benzyl nitrile, mandelonitrile, mandelonitrile benzoate, 3,7,6O-trimethylguanine (himantarine), farnesyl 2,3-dihydrofarnesoate and farnesyl farnesoate. This is the first report on the presence of benzyl nitrile and mandelonitrile benzoate in secreted substances from centipedes. Farnesyl 2,3-dihydrofarnesoate is a new compound, while himantarine and farnesyl farnesoate were not known as natural products. A post-secretion release of hydrogen cyanide by reaction of mandelonitrile and benzoyl nitrile was observed by NMR, and hydrogen cyanide signals were completely assigned. In addition, a protein component of the secretion was analysed by electrophoresis which revealed the presence of a major 55 kDa protein. Analyses of the defensive exudates of other geophilomorph families should produce further chemical surprises.",
publisher = "Springer, New York",
journal = "Naturwissenschaften",
title = "Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)",
volume = "100",
number = "9",
pages = "861-870",
doi = "10.1007/s00114-013-1086-6"
}

Vujisić, L. V., Vučković, I., Makarov, S. E., Ilic, B. S., Antic, D. Z., Jadranin, M., Todorović, N., Mrkić, I., Vajs, V., Lučić, L., Curcic, B. P. M.,& Mitic, B. M.. (2013). Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae). in Naturwissenschaften
Springer, New York., 100(9), 861-870.
https://doi.org/10.1007/s00114-013-1086-6

Vujisić LV, Vučković I, Makarov SE, Ilic BS, Antic DZ, Jadranin M, Todorović N, Mrkić I, Vajs V, Lučić L, Curcic BPM, Mitic BM. Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae). in Naturwissenschaften. 2013;100(9):861-870.
doi:10.1007/s00114-013-1086-6 .

Vujisić, Ljubodrag V., Vučković, Ivan, Makarov, Slobodan E., Ilic, Bojan S., Antic, Dragan Z., Jadranin, Milka, Todorović, Nina, Mrkić, Ivan, Vajs, Vlatka, Lučić, Luka, Curcic, Bozidar P. M., Mitic, Bojan M., "Chemistry of the sternal gland secretion of the Mediterranean centipede Himantarium gabrielis (Linnaeus, 1767) (Chilopoda: Geophilomorpha: Himantariidae)" in Naturwissenschaften, 100, no. 9 (2013):861-870,
https://doi.org/10.1007/s00114-013-1086-6 . .

TY  - JOUR
AU  - Makarov, Slobodan E.
AU  - Vujisić, Ljubodrag V.
AU  - Curcic, Bozidar P. M.
AU  - Ilic, Bojan S.
AU  - Tešević, Vele
AU  - Vajs, Vlatka
AU  - Vučković, Ivan
AU  - Mitic, Bojan M.
AU  - Lučić, Luka
AU  - Đorđević, Iris
PY  - 2012
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2736
AB  - Makarov S. E., Vujisic L.V., Curcic B.P.M., Ilic B.S., Tesevic V.V., Vajs V.E., Vuckovic I.M., Mitic B. M., Lucic L.R. and Dordevic I.Z. 2012. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). International Journal of Speleology, 41(1), 95-100. Tampa, FL (USA). ISSN 0392-6672. http://dx.doi.org/10.5038/1827-806X.41.1.10 The troglomorphic millipede Brachydesmus troglobius Daday, 1889 (Polydesmida: Polydesmidae) secretes allomones from glands on both lateral surfaces of its body segments. The secretion was identified by gas chromatography-mass spectrometry (GC-MS) analysis with electron and chemical ionization, and was shown to be composed of a mixture of benzaldehyde, benzyl alcohol, benzoylnitrile, benzoic acid and mandelonitrile benzoate. Hydrogen cyanide was qualitatively identified by the picric acid test. This is the first identification of these compounds in a cave-dwelling polydesmid.
PB  - Societa Speleologica Italiana, Bologna
T2  - International Journal of Speleology
T1  - Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)
VL  - 41
IS  - 1
SP  - 95
EP  - 100
DO  - 10.5038/1827-806X.41.1.10
ER  - 

@article{
author = "Makarov, Slobodan E. and Vujisić, Ljubodrag V. and Curcic, Bozidar P. M. and Ilic, Bojan S. and Tešević, Vele and Vajs, Vlatka and Vučković, Ivan and Mitic, Bojan M. and Lučić, Luka and Đorđević, Iris",
year = "2012",
abstract = "Makarov S. E., Vujisic L.V., Curcic B.P.M., Ilic B.S., Tesevic V.V., Vajs V.E., Vuckovic I.M., Mitic B. M., Lucic L.R. and Dordevic I.Z. 2012. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). International Journal of Speleology, 41(1), 95-100. Tampa, FL (USA). ISSN 0392-6672. http://dx.doi.org/10.5038/1827-806X.41.1.10 The troglomorphic millipede Brachydesmus troglobius Daday, 1889 (Polydesmida: Polydesmidae) secretes allomones from glands on both lateral surfaces of its body segments. The secretion was identified by gas chromatography-mass spectrometry (GC-MS) analysis with electron and chemical ionization, and was shown to be composed of a mixture of benzaldehyde, benzyl alcohol, benzoylnitrile, benzoic acid and mandelonitrile benzoate. Hydrogen cyanide was qualitatively identified by the picric acid test. This is the first identification of these compounds in a cave-dwelling polydesmid.",
publisher = "Societa Speleologica Italiana, Bologna",
journal = "International Journal of Speleology",
title = "Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)",
volume = "41",
number = "1",
pages = "95-100",
doi = "10.5038/1827-806X.41.1.10"
}

Makarov, S. E., Vujisić, L. V., Curcic, B. P. M., Ilic, B. S., Tešević, V., Vajs, V., Vučković, I., Mitic, B. M., Lučić, L.,& Đorđević, I.. (2012). Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). in International Journal of Speleology
Societa Speleologica Italiana, Bologna., 41(1), 95-100.
https://doi.org/10.5038/1827-806X.41.1.10

Makarov SE, Vujisić LV, Curcic BPM, Ilic BS, Tešević V, Vajs V, Vučković I, Mitic BM, Lučić L, Đorđević I. Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae). in International Journal of Speleology. 2012;41(1):95-100.
doi:10.5038/1827-806X.41.1.10 .

Makarov, Slobodan E., Vujisić, Ljubodrag V., Curcic, Bozidar P. M., Ilic, Bojan S., Tešević, Vele, Vajs, Vlatka, Vučković, Ivan, Mitic, Bojan M., Lučić, Luka, Đorđević, Iris, "Chemical defense in the cave-dwelling millipede Brachydesmus troglobius Daday, 1889 (Diplopoda, Polydesmidae)" in International Journal of Speleology, 41, no. 1 (2012):95-100,
https://doi.org/10.5038/1827-806X.41.1.10 . .

TY  - JOUR
AU  - Vujisić, Ljubodrag V.
AU  - Makarov, Slobodan E.
AU  - Curcic, Bozidar P. M.
AU  - Ilic, Bojan S.
AU  - Tešević, Vele
AU  - Gođevac, Dejan
AU  - Vučković, Ivan
AU  - Curcic, Srecko B.
AU  - Mitic, Bojan M.
PY  - 2011
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/795
AB  - Three European julid species, Cylindroiulus boleti, Leptoiulus trilineatus, and Megaphyllum bosniense, secrete mixtures of up to 12 different quinones. The major components in these species are 2-methoxy-3-methyl-1,4-benzoquinone and 2-methyl-1,4-benzoquinone. 2-Methoxy-5-methylhydroquinone is detected for the first time in the Class Diplopoda. 2-Hydroxy-3-methyl-1,4-benzoquinone, 2,3-dimethoxyhydroquinone, 2-methyl-3,4-methylendioxyphenol, and 2,3-dimethoxy-5-methylhydroquinone are registered for the first time in representatives of the family Julidae. The similar chemical composition of defense secretions in all analyzed European julids and Pacific spirobolids supports the idea of the chemical consistency of defensive compounds in juliform millipedes.
PB  - Springer, Dordrecht
T2  - Journal of Chemical Ecology
T1  - Composition of the Defensive Secretion in Three Species of European Millipedes
VL  - 37
IS  - 12
SP  - 1358
EP  - 1364
DO  - 10.1007/s10886-011-0040-3
ER  - 

@article{
author = "Vujisić, Ljubodrag V. and Makarov, Slobodan E. and Curcic, Bozidar P. M. and Ilic, Bojan S. and Tešević, Vele and Gođevac, Dejan and Vučković, Ivan and Curcic, Srecko B. and Mitic, Bojan M.",
year = "2011",
abstract = "Three European julid species, Cylindroiulus boleti, Leptoiulus trilineatus, and Megaphyllum bosniense, secrete mixtures of up to 12 different quinones. The major components in these species are 2-methoxy-3-methyl-1,4-benzoquinone and 2-methyl-1,4-benzoquinone. 2-Methoxy-5-methylhydroquinone is detected for the first time in the Class Diplopoda. 2-Hydroxy-3-methyl-1,4-benzoquinone, 2,3-dimethoxyhydroquinone, 2-methyl-3,4-methylendioxyphenol, and 2,3-dimethoxy-5-methylhydroquinone are registered for the first time in representatives of the family Julidae. The similar chemical composition of defense secretions in all analyzed European julids and Pacific spirobolids supports the idea of the chemical consistency of defensive compounds in juliform millipedes.",
publisher = "Springer, Dordrecht",
journal = "Journal of Chemical Ecology",
title = "Composition of the Defensive Secretion in Three Species of European Millipedes",
volume = "37",
number = "12",
pages = "1358-1364",
doi = "10.1007/s10886-011-0040-3"
}

Vujisić, L. V., Makarov, S. E., Curcic, B. P. M., Ilic, B. S., Tešević, V., Gođevac, D., Vučković, I., Curcic, S. B.,& Mitic, B. M.. (2011). Composition of the Defensive Secretion in Three Species of European Millipedes. in Journal of Chemical Ecology
Springer, Dordrecht., 37(12), 1358-1364.
https://doi.org/10.1007/s10886-011-0040-3

Vujisić LV, Makarov SE, Curcic BPM, Ilic BS, Tešević V, Gođevac D, Vučković I, Curcic SB, Mitic BM. Composition of the Defensive Secretion in Three Species of European Millipedes. in Journal of Chemical Ecology. 2011;37(12):1358-1364.
doi:10.1007/s10886-011-0040-3 .

Vujisić, Ljubodrag V., Makarov, Slobodan E., Curcic, Bozidar P. M., Ilic, Bojan S., Tešević, Vele, Gođevac, Dejan, Vučković, Ivan, Curcic, Srecko B., Mitic, Bojan M., "Composition of the Defensive Secretion in Three Species of European Millipedes" in Journal of Chemical Ecology, 37, no. 12 (2011):1358-1364,
https://doi.org/10.1007/s10886-011-0040-3 . .