title: Chirality and bioactivity of the sex pheromone of Madeira mealybug (Hemiptera: Pseudococcidae).
abstract: Two compounds (trans-1R,3R-chrysanthemyl R-2-methylbutanoate and R-lavandulyl R-2-methylbutanoate) identified from aeration extracts of virgin female Madeira mealybug, Phenacoccus madeirensis Green (Hemiptera: Pseudococcidae), were synthesized and tested in field bioassays in northern Taiwan over a 1-mo period. In total, 1,492 male P. madeirensis were captured in sticky traps. Our results showed that 1 microg of synthetic trans-1R,3R-chrysanthemyl R-2-methylbutanoate released from a plastic tube dispenser was attractive to the mealybugs. Different stereoisomers of chrysanthemyl 2-methylbutanoate also were tested. The insect-produced stereoisomer was the most attractive of all the isomers tested, and the stereochemistry of the acid moiety proved to be more critical than that of the alcohol moiety. The minor component found in extracts, R-lavandulyl R-2-methylbutanoate, alone was not attractive to male Madeira mealybugs nor did it act synergistically or additively with the main component.
authors: Institute of Cellular and Organismic Biology, Academia Sinica, Taipei 115, Taiwan, Republic of China. shine@gate.sinica.edu.tw
authors: Hsiao-Yung
authors: HY
authors: Ho
authors: Chi-Hung
authors: CH
authors: Ko
authors: Chao-Chih
authors: CC
authors: Cheng
authors: Yu-Ting
authors: YT
authors: Su
authors: Someshwar
authors: S
authors: Pola
mesh_terms: D000818:Animals; D002087:Butyrates / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D006430:Hemiptera / Q000737:chemistry* / Q000502:physiology*; D007300:Insect Control; D008297:Male; D012724:Sex Attractants / Q000737:chemistry* / Q000494:pharmacology*; D013237:Stereoisomerism; D013624:Taiwan; D013729:Terpenes / Q000737:chemistry / Q000494:pharmacology
chemical_list: C488424:2-isopropenyl-5-methyl-4-hexenyl 2-methylbutanoate; D002087:Butyrates; D012724:Sex Attractants; D013729:Terpenes; C543647:chrysanthemyl 2-methylbutanoate