1993
DOI: 10.1021/np50100a007
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Defensive Secretion of the Millipede Floridobolus penneri

Abstract: Six quinones were identified from the defensive secretion of the millipede Floridobolus penneri. The two major components, 2-methyl-1,4-benzoquinone [1] and 2-methoxy-3-methyl-1,4-benzoquinone [3], previously characterized, comprise 95% of the secretion. One of the minor compounds, 2,5-dimethyl-3-methoxy-1,4-benzoquinone [4], is a new natural product. Another, 2-hydroxy-3-methyl-1,4-benzoquinone [2], had been tentatively characterized from a microbial source. The other two components are 2,3-dimethoxy-1,4-benz… Show more

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Cited by 30 publications
(21 citation statements)
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“…Millipedes are a group of arthropods richly endowed with defensive chemicals (Eisner et al 1978;Attygalle et al 1993;Deml & Huth 2000). When disturbed, millipedes eject these allomones as an ooze that spreads up on their bodies, or as a spray sometimes to a distance of about 50 cm (Jolivet 1970).…”
Section: Introductionmentioning
confidence: 99%
“…Millipedes are a group of arthropods richly endowed with defensive chemicals (Eisner et al 1978;Attygalle et al 1993;Deml & Huth 2000). When disturbed, millipedes eject these allomones as an ooze that spreads up on their bodies, or as a spray sometimes to a distance of about 50 cm (Jolivet 1970).…”
Section: Introductionmentioning
confidence: 99%
“…10643-077), -2,3-dimethoxy-1,4-benzoquinone (5) (synthesized after SHARMA et al 1985), -2,3-dimethoxy-5-methyl-1,4-benzoquinone (7), > 99% (Fluka, Buchs, Switzerland, 38775; lot no. 256800/1 896), -2-methoxy-3-methyl-1,4-benzoquinone (4) [synthesized after GoDFREY et al (1974) andLULY &RAPOPORT (1981)], -2-hydroxy-3-methyl-1,4-benzoquinone (3) + 2,6-dimethoxytoluene (synthesized according to the procedure proposed by ATTYGALLE et al (1993) for 2-methoxy-3-methyl-1,4-benzoquinone, but the MS spectrum shows that our product was a mixture of the aforementioned substances), -toluquinone (1), > 98% (2-methyl-1,4-benzoquinone; Fluka, Buchs, Switzerland, product number 89590; lot no. 358564/1 297), -toluhydroquinone (6), > 98% (2-methyl-1,4-hydroquinone; Fluka, Buchs, Switzerland, 89600; lot no.…”
Section: Methodsmentioning
confidence: 99%
“…Millipedes secrete a variety of defensive compounds (Eisner et al 1978, Attygalle et al 1993, Dernl and Huth 2000, Huth 2000. Acladocricus setigerus secretes quinones, as is typical of species in the orders Spirobolida, Spirostreptida, and Julida, and it can spray them at least 38 cm (Potts 1949).…”
Section: Defensive Secretionsmentioning
confidence: 99%