Synthesis of piperitone-derived halogenated lactones and their effect on aphid probing, feeding, and settling behavior
Aleksandra Grudniewska , Katarzyna Dancewicz , Agata Białońska , Zbigniew Ciunik , Beata Gabryś , Czesław Wawrzeńczyk
AbstractFive racemic and five enantiomeric pairs of new halolactones with the p-menthane system were obtained in two or three step synthesis from racemic and optically active cis- and trans-piperitols. The key steps of the syntheses were the Claisen-Johnson rearrangement of piperitols to γ,δ-unsaturated esters and haloloctonization of γ,δ-unsaturated esters or acids. The structures of the compounds were confirmed by spectroscopic and crystallographic data. Antifeedant activity of all iodo-, bromo- and chlorolactones and racemic piperitone against Myzus persicae was examinated. The effect of these compounds on probing, feeding, and settling behavior of M. persicae in vivo was studied.
|Journal series||RSC Advances, ISSN 2046-2069, (0 pkt)|
|Publication size in sheets||0.6|
|Publication indicators||= 25; = 25; : 2012 = 0.619; : 2012 = 2.562 (2) - 2012=2.567 (5)|
|Citation count*||28 (2020-08-04)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.