title: Identification and synthesis of the sex pheromone of the Madeira mealybug, Phenacoccus madeirensis Green.
abstract: Two components were identified from aeration extracts of the virgin female Madeira mealybug, Phenacoccus madeirensis as trans-(1R,3R)-chrysanthemyl (R)-2-methylbutanoate and (R)-lavandulyl (R)-2-methylbutanoate (with a ratio of 3:1) by a combination of gas chromatography retention time matches, mass spectrometry, and microchemical tests. The structures and chirality of the compounds were confirmed by comparing with synthetic compounds. The synthetic trans-(1R,3R)-chrysanthemyl (R)-2-methylbutanoate was highly attractive to males in laboratory bioassays; the synthetic (R)-lavandulyl (R)-2-methylbutanoate was weakly attractive. No synergistic effect was observed when the mixture of the two compounds was tested.
authors.affiliation: Institute of Cellular and Organismic Biology, Academia Sinica, Taipei, Taiwan, 11526, Republic of China. shine@gate.sinica.edu.tw
authors.forename: Hsiao-Yung
authors.initials: HY
authors.lastname: Ho
authors.forename: Yu-Ting
authors.initials: YT
authors.lastname: Su
authors.forename: Chi-Hung
authors.initials: CH
authors.lastname: Ko
authors.forename: Ming-Yu
authors.initials: MY
authors.lastname: Tsai
mesh_terms: D000818:Animals; D002087:Butyrates / Q000138:chemical synthesis / Q000302:isolation & purification / Q000494:pharmacology*; D005260:Female; D008401:Gas Chromatography-Mass Spectrometry; D006430:Hemiptera / Q000502:physiology*; D008297:Male; D008968:Molecular Conformation; D012724:Sex Attractants / Q000138:chemical synthesis / Q000302:isolation & purification / Q000494:pharmacology*; D012726:Sexual Behavior, Animal / Q000187:drug effects; D013237:Stereoisomerism; D013729:Terpenes / Q000138:chemical synthesis / Q000302:isolation & purification / Q000494:pharmacology*
chemical_list: C488424:2-isopropenyl-5-methyl-4-hexenyl 2-methylbutanoate; D002087:Butyrates; D012724:Sex Attractants; D013729:Terpenes; C543647:chrysanthemyl 2-methylbutanoate