@misc{10481/58547,
year = {2019},
month = {11},
url = {http://hdl.handle.net/10481/58547},
abstract = {Naturally occurring nootkatone, with reported insecticidal and acaricidal properties,
has been used as a lead to generate molecular diversity and, consequently, new insect antifeedant
and ixodicidal compounds. A total of 22 derivatives were generated by subjecting this molecule
to several reactions including dehydrogenation with the iodine/DMSO system, oxidation with
SeO2, epoxidation with mCPBA, oxidation or carbon homologations of the  -carbonyl position with
TMSOTf (trimethylsilyl trifluoromethanesulfonate) followed by Rubottom and Dess Martin periodane
oxidations, condensation with formaldehyde using Yb(OTf)3 as catalyst and dehydroxilation using the
Grieco protocol. The insect antifeedant (against Myzus persicae and Ropaloshysum padi) and ixodicidal
(against the tick Hyalomma lusitanicum) activities of these compounds were tested. Compound 20 was
the most active substance against M. persicae and R. padi, and twice more e cient than nootkatone in
the antitick test.},
organization = {This research was funded by Grant CTQ-2015-64049-C3-3-R / CTQ2015-64049-C3-1-R; Ministerio de
Economía y Competitividad, Spain (MINECO/FEDER).},
publisher = {MDPI},
keywords = {Organic synthesis},
keywords = {Natural products},
keywords = {Pesticides},
keywords = {Antiticks},
keywords = {Antifeedant},
title = {Novel Insect Antifeedant and Ixodicidal Nootkatone Derivatives},
doi = {10.3390/biom9110742},
author = {Galisteo Pretel, Alberto and Pérez del Pulgar, Helena and Sonia Olmeda, A. and González Coloma, Azucena and Fernández Barrero, Alejandro and Quílez Del Moral, José Francisco},
}