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Nitrogen-Containing Compounds in the Scent Gland Secretions of European Cladonychiid Harvestmen (Opiliones Laniatores Travunioidea)

机译:欧洲克拉金鱼收割者的香气腺分泌物中的含氮化合物(尖齿esL蝶锯齿ea)

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摘要

The exocrine secretions from prominently developed prosomal scent glands in four species of the European laniatorean harvestman genus Holoscotolemon (Laniatores, Travunioidea, Cladonychiidae) were analyzed by gas chromatography – mass spectrometry. Two major alkaloidal compounds were detected: Nicotine accounted for more than 97% of the secretion in Holoscotolemon jaqueti and H. oreophilum, whereas the chemically related nicotinoid alkaloid anabaseine was the major compound in H. lessiniense. In addition, a series of minor nitrogen-containing components was found, namely 3-(1-methyl-2-piperidinyl)-pyridine and anabasine, in H. jaqueti and H. oreophilum, and anabasine together with 2,3′-bipyridyl in H. lessiniense. By contrast, extracts of adult H. unicolor did not show any components. In one juvenile specimen of H. unicolor, however, low amounts of alkyl pyrazines (dimethyl-isobutyl- and dimethyl-isopentylpyrazines) were detected. Nitrogen-containing components previously were found in Sclerobunus robustus (an American travunioid harvestman), so scent gland-derived alkaloids may be widespread or even common in the Travunioidea. Alkaloids have not been reported for other opilionid scent gland secretions outside the Travunioidea, and we hypothesize that they may be the phylogenetically ancestral allomones in the Laniatores, having been reduced and replaced by a phenol- and benzoquinone-rich chemistry in the more derived grassatorean taxa.
机译:通过气相色谱-质谱法分析了欧洲四角兽类收割者Holoscotolemon属(Laniatores,Travunioidea,Cladonychiidae)的四种物种中显着发达的早体气味腺的外分泌分泌物。检测到两种主要的生物碱化合物:烟碱占茄子和嗜血嗜血杆菌中97%以上的分泌是尼古丁,而化学相关的烟碱生物碱碱则是次生嗜酸杆菌中的主要化合物。此外,在jaqueti和H. oreophilum中发现了一系列次要的含氮组分,即3-(1-甲基-2-哌啶基)-吡啶和金刚烷,以及与2,3'-联吡啶一起的金刚烷胺在H. lessiniense中。相比之下,成年H. unicolor的提取物未显示任何成分。然而,在一个单色的少年标本中,检测到少量的烷基吡嗪(二甲基-异丁基-和二甲基-异戊基吡嗪)。先前在强壮的小核盘菌中发现了含氮成分,因此,气味腺衍生的生物碱可能广泛存在于香菇中,甚至很普遍。尚未有关于曲霉菌属以外的其他阿片类香腺分泌物的生物碱的报道,我们推测它们可能是Laniaatores的系统发生祖先同素,在衍生自更多的草地类群中已被富含苯酚和苯醌的化学物质还原并取代。 。

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