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Synthesis of Carlina Oxide Analogues and Evaluation of Their Insecticidal Efficacy and Cytotoxicity

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00027006%3A_____%2F23%3A10176204" target="_blank" >RIV/00027006:_____/23:10176204 - isvavai.cz</a>

  • Alternative codes found

    RIV/60460709:41210/23:95567

  • Result on the web

    <a href="https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.3c00137" target="_blank" >https://pubs.acs.org/doi/pdf/10.1021/acs.jnatprod.3c00137</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1021/acs.jnatprod.3c00137" target="_blank" >10.1021/acs.jnatprod.3c00137</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of Carlina Oxide Analogues and Evaluation of Their Insecticidal Efficacy and Cytotoxicity

  • Original language description

    Compoundsisolated from botanical sources represent innovativeand promising alternatives to conventional insecticides. Carlina oxideis a compound isolated from Carlina acaulis L. (Asteraceae)essential oil (EO) with great potential as bioinsecticide, being effectiveon various arthropod vectors and agricultural pests, with moderatetoxicity on non-target species. Since the production from the wildsource is limited, there is the need of exploring new synthetic routesfor obtaining this compound and analogues with improved bioactivityand lower toxicity. Herein, the chemical synthesis of carlina oxideanalogues was developed. Their insecticidal activity was assessedon the vectors Musca domestica L. and Culexquinquefasciatus Say, and their cytotoxicity was evaluatedon a human keratinocyte cell line (HaCaT). The compounds&apos; activitywas compared with that of the natural counterparts EO and carlinaoxide. In housefly tests, the analogues were comparably effectiveto purified carlina oxide. In Cx. quinquefasciatus assays, the meta-chloro analogue provided a significantlyhigher efficacy (LC50 of 0.71 mu g mL(-1)) than the EO and carlina oxide (LC50 1.21 and 1.31 mu gmL(-1), respectively) and a better safety profilethan carlina oxide on keratinocytes. Overall, this study can openthe way to an agrochemical production of carlina oxide analogues employableas nature-inspired insecticides.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    40106 - Agronomy, plant breeding and plant protection; (Agricultural biotechnology to be 4.4)

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2023

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    JOURNAL OF NATURAL PRODUCTS

  • ISSN

    0163-3864

  • e-ISSN

  • Volume of the periodical

    86

  • Issue of the periodical within the volume

    5

  • Country of publishing house

    US - UNITED STATES

  • Number of pages

    10

  • Pages from-to

    1307-1316

  • UT code for WoS article

    001010970800001

  • EID of the result in the Scopus database

    2-s2.0-85160457587