Secretion of Thrips VIII : Secretions of the Two Ponticulothrips Species (Thysanoptera: Phlaeothripidae)

Suzuki, Takahisa; Haga, Kazuo; Kataoka, Masaru; Tsutsumi, Tadaaki; Nakano, Yoko; Matsuyama, Shigeru; Kuwahara, Yasumasa

doi:10.1303/aez.30.509

Cited by 5 publications

(2 citation statements)

References 21 publications

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“…Compounds such as juglone (5-hydroxy-1,4-naphthoquinone), plumbagin, and 7-MJ are well known from different plants, mainly from Juglans , Plumbago , Euclea , Diospyros and Drosera (e.g., Babula et al 2009), where these are known to exert allelopathic effects. In animals, there are reports for juglone, plumbagin and 7-MJ from the defensive secretions of some chrysomelid larvae (Matsuda and Sugawara 1980), phlaeothripine Thysanoptera (Suzuki et al 1995, 2004) and from an uropodine mite (Sakata et al 1997). To the best of our knowledge, 6-MJ has not been reported from any animal source yet.…”

Section: Resultsmentioning

confidence: 99%

The scent gland chemistry of neogoveid cyphophthalmids (Opiliones): an unusual methyljuglone from Metasiro savannahensis

2019

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While the chemistries of scent gland secretions from a few selected species of three families of Cyphophthalmi, namely Sironidae, Pettalidae, and Stylocellidae, have already been reported and found to consist of complex blends of naphthoquinones and methyl ketones, nothing is known about the other families. We here report on the secretions of Metasiro savannahensis Clouse and Wheeler (Zootaxa 3814:177–201, 2014), a first representative of the family Neogoveidae. The secretions from males, females and one juvenile were extracted and analyzed by gas chromatography–mass spectrometry. Twenty-five compounds were identified, all of which belong to the chemical classes of naphthoquinones and methyl ketones, confirming a hypothesized chemical uniformity of cyphophthalmid exudates. One major naphthoquinone compound, however, was new for cyphophthalmids and for arthropod exocrine secretions in general: a methyljuglone isomer, 6-methyljuglone (= 6-MJ; iupac name: 5-hydroxy-6-methyl-1,4-naphthoquinone), amounted for about 20% of the secretion and was eventually identified by synthesis. Hydroxy-naphthoquinones and their derivatives are known to possess a variety of antibiotic effects, probably enhancing the antimicrobial/antifungal potential of the Metasiro-secretion. Currently, without further data on neogoveids, the compound represents a chemical autapomorphy of M. savannahensis, and—just as the strange chloro-naphthoquinones of Sironidae and Pettalidae—adds to the repertoire of unusual naphthoquinone compounds across the Cyphophthalmi.Electronic supplementary materialThe online version of this article (10.1007/s00049-019-00288-y) contains supplementary material, which is available to authorized users.

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Section: Resultsmentioning

confidence: 99%

The scent gland chemistry of neogoveid cyphophthalmids (Opiliones): an unusual methyljuglone from Metasiro savannahensis

2019

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“…Contrasting the situation in harvestmen, naphthoquinone-rich secretions must be considered rather rare in arthropods. In insects, these compounds are known from some tenebrionid beetles (Tschinkel, 1972) as well as from Thysanoptera (Suzuki et al, 1995, 2004). In the “quinone millipedes” (sensu Eisner et al, 1978), naphthoquinones are usually absent from secretions but were exceptionally reported as trace-components from the exudates of a single spirostreptid diplopod species (Deml and Huth, 2000).…”

Section: Discussionmentioning

confidence: 99%

A Model for Phylogenetic Chemosystematics: Evolutionary History of Quinones in the Scent Gland Secretions of Harvestmen

et al. 2017

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By the possession of unique exocrine scent glands, Opiliones (harvestmen) arise as a perfect model for studies on the evolutionary history of secretion chemistry. Among gland compounds of harvestmen, it is the quinones that represent recurring elements across the secretions of all suborders. Reliable data on quinone-distribution, however, is only known for Laniatores (benzoquinones) and Cyphophthalmi (naphthoquinones). We here unraveled the quinone-distribution across scent gland secretions of the third large harvestman suborder, the Palpatores (= Eu- and Dyspnoi): Naphthoquinones were found in phalangiid Eupnoi across all subfamilies as well as in nemastomatid (and at least one ischyropsalid) Dyspnoi. Benzoquinones (1,4-benzoquinone) were restricted to a small entity within Eupnoi, namely platybunine Phalangiidae, probably misplaced Gyantinae (currently Sclerosomatidae) and Amilenus (incertae sedis). Our findings, combined with data from Laniatores and Cyphophthalmi, allow evaluation of a comprehensive chemosystematic model for Opiliones for the first time. Evolutionary scenarios imply naphthoquinones as scent gland compounds of common ancestry, having evolved in an early harvestman ancestor and present in cyphophthalmids and palpatoreans, but lost in laniatoreans. Benzoquinones evolved later and independently at least twice: once in the secretions of gonyleptoid Laniatores (alkylated benzoquinones), and a second time in a lineage of phalangiid Eupnoi (1,4-benzoquinone).

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Suzuki

Haga

Tsutsumi

et al. 2000

Journal of Chemical Ecology

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Secretion of Thrips VIII : Secretions of the Two Ponticulothrips Species (Thysanoptera: Phlaeothripidae)

Cited by 5 publications

References 21 publications

The scent gland chemistry of neogoveid cyphophthalmids (Opiliones): an unusual methyljuglone from Metasiro savannahensis

The scent gland chemistry of neogoveid cyphophthalmids (Opiliones): an unusual methyljuglone from Metasiro savannahensis

A Model for Phylogenetic Chemosystematics: Evolutionary History of Quinones in the Scent Gland Secretions of Harvestmen

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