title: n-Hexyl laurate and fourteen related fatty acid esters: new secretory compounds from the julid millipede, Anaulaciulus sp.
abstract: A total of fifteen saturated fatty acid esters were newly identified from the secretions of an unidentified Anaulaciulus sp. (Julida: Julidae). The fatty acid components of the esters were composed of normal chain acids (from C(10) to C(14)) and of branched chain acids (from iso-C(12) to iso-C(15) and anteiso-C(15)). The alcohol moieties were all composed of normal chain alcohols varying from n-butanol to n-octanol. The most abundant component found in the total esters was n-hexyl laurate (64.7%). Novel compounds identified from the millipede secretion extracts include six branched iso- and anteiso-fatty esters, an odd-numbered C(11)-fatty acid ester, a C(13)-fatty acid ester, and a C(7)-alcohol ester, all of which were previously undescribed natural products. In addition, a characteristic mixture of benzoquinones, such as 2-methyl-1,4-benzoquinone, 2-methoxy-3-methyl-1,4-benzoquinone, 2,3-dimethoxy-1,4-benzoquinone, 2-methoxy-6-methyl-1,4-benzoquinone, and 2,3-dimethoxy-5-methyl-1,4-benzoquinone were identified from the secretions, together with trace amounts of 1,4-benzoquinone.
authors.affiliation: Faculty of Bioenvironmental Science, Kyoto Gakuen University, Sogabe, Kameoka, Japan. shimizu@kyotogakuen.ac.jp
authors.forename: Nobuhiro
authors.initials: N
authors.lastname: Shimizu
authors.forename: Yasumasa
authors.initials: Y
authors.lastname: Kuwahara
authors.forename: Ryota
authors.initials: R
authors.lastname: Yakumaru
authors.forename: Tsutomu
authors.initials: T
authors.lastname: Tanabe
mesh_terms: D000438:Alcohols / Q000737:chemistry; D000818:Animals; D001181:Arthropods / Q000737:chemistry* / Q000145:classification / Q000378:metabolism*; D001688:Biological Products / Q000737:chemistry / Q000378:metabolism; D004952:Esters; D005260:Female; D007850:Lauric Acids / Q000737:chemistry* / Q000378:metabolism*; D008297:Male; D014835:Volatilization
chemical_list: D000438:Alcohols; D001688:Biological Products; D004952:Esters; D007850:Lauric Acids; C514485:hexyl laurate