Chemical Characterization and Synthesis of the Major Component of the Sex Pheromone of the Sugarcane Borer Diatraea saccharalis

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Title:Chemical Characterization and Synthesis of the Major Component of the Sex Pheromone of the Sugarcane Borer Diatraea saccharalis
Creators:
Svatoš, Aleš
Kalinová, Blanka
Kindl, Jiří
Kuldová, Jelena
Hovorka, Oldřich
Do Nascimento, Ruth Rufino
Oldham, Neil J.
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 66, 11, pp. 1682-1690
Uncontrolled Keywords:Stereoselective synthesis, Conjugated dienals, Sex pheromones, <i>Diatraea saccharalis</i>, Dienes, Isolation and identification, Aldehydes

Abstract

(9<i>Z</i>,11<i>E</i>)-Hexadeca-9,11-dienal (<strong>1</strong>) was identified as a major component of the sex pheromone of the sugarcane borer <i>Diatraea saccharalis</i>. The identification is based on mass spectral examination of the extracts prepared from calling females, derivatization experiments with 4-methyl-3,5-dihydro-1,2,4-triazole-3,5-dione (<strong>2</strong>), stereospecific synthesis of dienal <strong>1</strong>, and gas chromatography (GC) with electroantennographic detection (GC-EAD). In GC analysis, the antennaly active component and synthetic dienal <strong>1</strong> show identical retention times on several GC phases. However, the behavioral activity of synthetic <strong>1</strong> was much weaker than that of natural extracts. This suggests that an additional component(s) might be involved in sexual communication of this species. <p>

Title:Chemical Characterization and Synthesis of the Major Component of the Sex Pheromone of the Sugarcane Borer Diatraea saccharalis
Creators:
Svatoš, Aleš
Kalinová, Blanka
Kindl, Jiří
Kuldová, Jelena
Hovorka, Oldřich
Do Nascimento, Ruth Rufino
Oldham, Neil J.
Uncontrolled Keywords:Stereoselective synthesis, Conjugated dienals, Sex pheromones, <i>Diatraea saccharalis</i>, Dienes, Isolation and identification, Aldehydes
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:66
Number:11
Page Range:pp. 1682-1690
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20011682UNSPECIFIED
ID Code:1885
Item Type:Article
Deposited On:06 Feb 2009 17:13
Last Modified:06 Feb 2009 16:13

Citation

Svatoš, Aleš; Kalinová, Blanka; Kindl, Jiří; Kuldová, Jelena; Hovorka, Oldřich; Do Nascimento, Ruth Rufino; Oldham, Neil J. (2001) Chemical Characterization and Synthesis of the Major Component of the Sex Pheromone of the Sugarcane Borer Diatraea saccharalis. Collection of Czechoslovak Chemical Communications, 66 (11). pp. 1682-1690. ISSN 0010-0765

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