Isofuranodiene and germacrone from Smyrnium olusatrum essential oil as acaricides and oviposition inhibitors against Tetranychus urticae: impact of chemical stabilization of isofuranodiene by interaction with silver triflate

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00027006%3A_____%2F17%3A00003970" target="_blank" >RIV/00027006:_____/17:00003970 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1007/s10340-016-0829-5" target="_blank" >http://dx.doi.org/10.1007/s10340-016-0829-5</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s10340-016-0829-5" target="_blank" >10.1007/s10340-016-0829-5</a>

Result language

angličtina

Original language name

Isofuranodiene and germacrone from Smyrnium olusatrum essential oil as acaricides and oviposition inhibitors against Tetranychus urticae: impact of chemical stabilization of isofuranodiene by interaction with silver triflate

Original language description

In this research, we isolated the sesquiterpenoids isofuranodiene and germacrone from the essential oil of Smyrnium olusatrum (Apiaceae), and evaluated their potential against Tetranychus urticae (Tetranychidae), an important agricultural pest, which attacks over two hundred species of plants. We evaluated both compounds for their acute and chronic toxicity via tarsal toxicity assays and oviposition inhibitory effects. Since isofuranodiene is a thermosensitive molecule undergoing Cope rearrangement giving the less active isomer curzerene, we achieved its chemical stabilization by interaction with a silver(I) ion (Ag triflate, AgCF3SO3), and the isofuranodiene adduct was tested for acaricidal activity and oviposition inhibitory potential. Results showed that isofuranodiene achieved the lowest LD50 values, both in acute (15.8 µg cm-2) and chronic toxicity assays (11.9 µg cm-3). The three tested products also led to significant oviposition inhibition, with IC50 of 4.1 (isofuranodiene), 17.8 (germacrone) and 19.3 µg cm-3 (isofuranodiene + AgCF3SO3). Overall, the results from this study allowed us to candidate the oxygenated sesquiterpene isofuranodiene isolated from the S. olusatrum essential oil as novel molecule to develop effective acaricides. In addition, we pointed out the potential value of chemical stabilization by interaction with a silver(I) ion (Ag triflate, AgCF3SO3) for the production of mite oviposition inhibitors.

Czech name

—

Czech description

—

Type

J_imp - 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)

Project

<a href="/en/project/QJ1510160" target="_blank" >QJ1510160: New technologies of the gaining of bioactive compounds from medicinal and aromatic plants as a sources of active substances of botanical pesticides and food supplements.</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2017

Confidentiality

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

Name of the periodical

Journal of Pest Science

ISSN

1612-4758

e-ISSN

—

Volume of the periodical

90

Issue of the periodical within the volume

2

Country of publishing house

DE - GERMANY

Number of pages

7

Pages from-to

693-699

UT code for WoS article

000395513000024

EID of the result in the Scopus database

—