Literature DB >> 24271675

Reimer-Tiemann adducts as potential insect antifeedant agents Reviewing the structure-activity relationship theory of the antifeedant, warburganal.

G L Fritz1, G D Mills, J D Warthen, R M Waters.   

Abstract

Structure-activity relationships of naturally occurring enedials with antifeedant activity againstSpodoptera species have been extended via the synthesis and bioassay of a series of Reimer-Tiemann adducts. The activities attributed to the different chemical structures of these and other analogs interacting with the chemoreceptor site have been observed; a three-pronged mode of substrate binding via aromatic pyrrole formation, Michael addition of free sulfhydryl moieties, and van der Waals interactions of the A ring has been postulated to account for these observations.

Entities:  

Year:  1989        PMID: 24271675     DOI: 10.1007/BF01014720

Source DB:  PubMed          Journal:  J Chem Ecol        ISSN: 0098-0331            Impact factor:   2.626


  4 in total

1.  Sulphydryl groups and the quinone receptor in insect olfaction and gustation.

Authors:  G Singer; J M Rozental; D M Norris
Journal:  Nature       Date:  1975-07-17       Impact factor: 49.962

2.  Insect antifeedant terpenes, hot-tasting to humans.

Authors:  I Kubo; I Ganjian
Journal:  Experientia       Date:  1981-10-15

3.  Insect antifeedant activity and hot taste for humans of selected natural and synthetic 1,4-dialdehydes.

Authors:  V Caprioli; G Cimino; R Colle; M Gavagnin; G Sodano; A Spinella
Journal:  J Nat Prod       Date:  1987 Mar-Apr       Impact factor: 4.050

4.  Physiological activity of warburganal and its reactivity with sulfhydryl groups.

Authors:  M Taniguchi; T Adachi; H Haraguchi; S Oi; I Kubo
Journal:  J Biochem       Date:  1983-07       Impact factor: 3.387

  4 in total
  4 in total

1.  Insecticidal and Antifeedant Activities of Malagasy Medicinal Plant (Cinnamosma sp.) Extracts and Drimane-Type Sesquiterpenes against Aedes aegypti Mosquitoes.

Authors:  Edna Alfaro Inocente; Bao Nguyen; Preston K Manwill; Annecie Benatrehina; Eliningaya Kweka; Sijin Wu; Xiaolin Cheng; L Harinantenaina Rakotondraibe; Peter M Piermarini
Journal:  Insects       Date:  2019-10-25       Impact factor: 2.769

2.  Semi-synthetic cinnamodial analogues: Structural insights into the insecticidal and antifeedant activities of drimane sesquiterpenes against the mosquito Aedes aegypti.

Authors:  Preston K Manwill; Megha Kalsi; Sijin Wu; Erick J Martinez Rodriguez; Xiaolin Cheng; Peter M Piermarini; Harinantenaina L Rakotondraibe
Journal:  PLoS Negl Trop Dis       Date:  2020-02-26

3.  Hog1p activation by marasmic acid through inhibition of the histidine kinase Sln1p.

Authors:  Stefan Jacob; Anja Schüffler; Eckhard Thines
Journal:  Pest Manag Sci       Date:  2016-03-22       Impact factor: 4.845

4.  Comparative study on the larvicidal activity of drimane sesquiterpenes and nordrimane compounds against Drosophila melanogaster til-til.

Authors:  Ivan Montenegro; Luis Pino; Enrique Werner; Alejandro Madrid; Luis Espinoza; Luis Moreno; Joan Villena; Mauricio Cuellar
Journal:  Molecules       Date:  2013-04-10       Impact factor: 4.411

  4 in total

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