{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,20]],"date-time":"2026-01-20T02:50:49Z","timestamp":1768877449456,"version":"3.49.0"},"reference-count":38,"publisher":"MDPI AG","issue":"11","license":[{"start":{"date-parts":[[2019,11,16]],"date-time":"2019-11-16T00:00:00Z","timestamp":1573862400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100010198","name":"Ministerio de Econom\u00eda, Industria y Competitividad, Gobierno de Espa\u00f1a","doi-asserted-by":"publisher","award":["CTQ-2015-64049-C3-3-R \/ CTQ2015-64049-C3-1-R"],"award-info":[{"award-number":["CTQ-2015-64049-C3-3-R \/ CTQ2015-64049-C3-1-R"]}],"id":[{"id":"10.13039\/501100010198","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biomolecules"],"abstract":"<jats:p>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 \u03b1-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 efficient than nootkatone in the antitick test.<\/jats:p>","DOI":"10.3390\/biom9110742","type":"journal-article","created":{"date-parts":[[2019,11,18]],"date-time":"2019-11-18T04:31:10Z","timestamp":1574051470000},"page":"742","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":18,"title":["Novel Insect Antifeedant and Ixodicidal Nootkatone Derivatives"],"prefix":"10.3390","volume":"9","author":[{"given":"Alberto","family":"Galisteo Pretel","sequence":"first","affiliation":[{"name":"Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Helena","family":"P\u00e9rez del Pulgar","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"A. Sonia","family":"Olmeda","sequence":"additional","affiliation":[{"name":"Faculty of Veterinary, Complutense University of Madrid (UCM), 28040 Madrid, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-5124-664X","authenticated-orcid":false,"given":"Azucena","family":"Gonzalez-Coloma","sequence":"additional","affiliation":[{"name":"Institute of Agricultural Sciences, CSIC, 28006, Madrid, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Alejandro F.","family":"Barrero","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4806-6693","authenticated-orcid":false,"given":"Jos\u00e9 Francisco","family":"Qu\u00edlez del Moral","sequence":"additional","affiliation":[{"name":"Department of Organic Chemistry, Institute of Biotechnology, University of Granada, 18071 Granada, Spain"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2019,11,16]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"2325","DOI":"10.1002\/ps.5433","article-title":"Pesticidal natural products \u2013 status and future potential","volume":"75","author":"Marrone","year":"2019","journal-title":"Pest Manag. 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