A novel lepidopteran sex pheromone produced by females of a Lithosiinae species, Lyclene dharma dharma, in the family of Arctiidae.
Female moths of Lyclene dharma dharma (Arctiidae, Lithosiinae) produced three pheromone components (I-III), which strongly stimulated male antennae. Using GC-MS analysis and chemical derivatizations, the following structures were estimated: 6-methyl-2-octadecanone (I), 14-methyl-2-octadecanone (II), and 6,14-dimethyl-2-octadecanone (III). While the stereochemistry of the chiral centers could not be determined because it was difficult to collect a sufficient amount of the natural pheromone, the plain structures of I and II were confirmed by synthesis of the racemic mixtures starting from diols. These methyl-branched ketones have not been identified as a natural product, indicating that they constitute a new chemical group of lepidopteran female sex pheromones.
Yamamoto
Masanobu
M
Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Japan.
Kamata
Tomoya
T
DO
Nguyen Duc
ND
Adachi
Yasushi
Y
Kinjo
Masakatsu
M
Ando
Tetsu
T
D000818:Animals; D005260:Female; D008401:Gas Chromatography-Mass Spectrometry; D007659:Ketones / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D015394:Molecular Structure; D009036:Moths / Q000378:metabolism*; D012724:Sex Attractants / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*
C526402:14-methyl-2-octadecanone; C526403:6,14-dimethyl-2-octadecanone; C526401:6-methyl-2-octadecanone; D007659:Ketones; D012724:Sex Attractants