Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects
<i>Eugenia winzerlingii</i> (Myrtaceae) is an endemic plant from the Yucatan peninsula. Its organic extracts and fractions from leaves have been tested on two phloem-feeding insects, <i>Bemisia tabaci</i> and <i>Myzus persicae</i>, on two plant parasitic nematodes...
Main Authors: | , , , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
MDPI AG
2019-05-01
|
Series: | Molecules |
Subjects: | |
Online Access: | https://www.mdpi.com/1420-3049/24/9/1724 |
id |
doaj-33c84b971c904ba6b9ecbf2546363ee8 |
---|---|
record_format |
Article |
spelling |
doaj-33c84b971c904ba6b9ecbf2546363ee82020-11-24T22:05:44ZengMDPI AGMolecules1420-30492019-05-01249172410.3390/molecules24091724molecules24091724Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic EffectsAngel Cruz-Estrada0Esaú Ruiz-Sánchez1Jairo Cristóbal-alejo2Azucena González-Coloma3María Fe Andrés4Marcela Gamboa-Angulo5Unidad de Biotecnología, Centro de Investigación Científica de Yucatán, Colonia Chuburná de Hidalgo, Mérida C.P. 97200, Yucatán, MexicoTecnológico Nacional de México, Instituto Tecnológico de Conkal, Conkal C.P. 97345, Yucatán, MexicoTecnológico Nacional de México, Instituto Tecnológico de Conkal, Conkal C.P. 97345, Yucatán, MexicoInstituto de Ciencias Agrarias-CSIC, 115 Dpdo-28006 Madrid, SpainInstituto de Ciencias Agrarias-CSIC, 115 Dpdo-28006 Madrid, SpainUnidad de Biotecnología, Centro de Investigación Científica de Yucatán, Colonia Chuburná de Hidalgo, Mérida C.P. 97200, Yucatán, Mexico<i>Eugenia winzerlingii</i> (Myrtaceae) is an endemic plant from the Yucatan peninsula. Its organic extracts and fractions from leaves have been tested on two phloem-feeding insects, <i>Bemisia tabaci</i> and <i>Myzus persicae</i>, on two plant parasitic nematodes, <i>Meloidogyne incognita</i> and <i>Meloidogyne javanica</i>, and phytotoxicity on <i>Lolium perenne</i> and <i>Solanum lycopersicum</i>. Results showed that both the hexane extract and the ethyl acetate extract, as well as the fractions, have strong antifeedant and nematicidal effects. Gas chromatography-mass spectrometry analyses of methylated active fractions revealed the presence of a mixture of fatty acids. Authentic standards of detected fatty acids and methyl and ethyl derivatives were tested on target organisms. The most active compounds were decanoic, undecanoic, and dodecanoic acids. Methyl and ethyl ester derivatives had lower effects in comparison with free fatty acids. Dose-response experiments showed that undecanoic acid was the most potent compound with EC<sub>50</sub> values of 21 and 6 nmol/cm<sup>2</sup> for <i>M. persicae</i> and <i>B. tabaci</i>, respectively, and 192 and 64 nmol for <i>M. incognita</i> and <i>M. javanica</i>, respectively. In a phytotoxicity assay, medium-chain fatty acids caused a decrease of 38−52% in root length and 50−60% in leaf length of <i>L. perenne</i>, but no effects were observed on <i>S.</i> <i>lycopersicum</i>. This study highlights the importance of the genus <i>Eugenia</i> as a source of bioactive metabolites for plant pest management.https://www.mdpi.com/1420-3049/24/9/1724Bemisia tabacidecanoic aciddodecanoic acidEugenia winzerlingiiLolium perenneMeloidogyneMyzus persicaeSolanum lycopersicumundecanoic acid |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Angel Cruz-Estrada Esaú Ruiz-Sánchez Jairo Cristóbal-alejo Azucena González-Coloma María Fe Andrés Marcela Gamboa-Angulo |
spellingShingle |
Angel Cruz-Estrada Esaú Ruiz-Sánchez Jairo Cristóbal-alejo Azucena González-Coloma María Fe Andrés Marcela Gamboa-Angulo Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects Molecules Bemisia tabaci decanoic acid dodecanoic acid Eugenia winzerlingii Lolium perenne Meloidogyne Myzus persicae Solanum lycopersicum undecanoic acid |
author_facet |
Angel Cruz-Estrada Esaú Ruiz-Sánchez Jairo Cristóbal-alejo Azucena González-Coloma María Fe Andrés Marcela Gamboa-Angulo |
author_sort |
Angel Cruz-Estrada |
title |
Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects |
title_short |
Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects |
title_full |
Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects |
title_fullStr |
Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects |
title_full_unstemmed |
Medium-Chain Fatty Acids from <i>Eugenia winzerlingii</i> Leaves Causing Insect Settling Deterrent, Nematicidal, and Phytotoxic Effects |
title_sort |
medium-chain fatty acids from <i>eugenia winzerlingii</i> leaves causing insect settling deterrent, nematicidal, and phytotoxic effects |
publisher |
MDPI AG |
series |
Molecules |
issn |
1420-3049 |
publishDate |
2019-05-01 |
description |
<i>Eugenia winzerlingii</i> (Myrtaceae) is an endemic plant from the Yucatan peninsula. Its organic extracts and fractions from leaves have been tested on two phloem-feeding insects, <i>Bemisia tabaci</i> and <i>Myzus persicae</i>, on two plant parasitic nematodes, <i>Meloidogyne incognita</i> and <i>Meloidogyne javanica</i>, and phytotoxicity on <i>Lolium perenne</i> and <i>Solanum lycopersicum</i>. Results showed that both the hexane extract and the ethyl acetate extract, as well as the fractions, have strong antifeedant and nematicidal effects. Gas chromatography-mass spectrometry analyses of methylated active fractions revealed the presence of a mixture of fatty acids. Authentic standards of detected fatty acids and methyl and ethyl derivatives were tested on target organisms. The most active compounds were decanoic, undecanoic, and dodecanoic acids. Methyl and ethyl ester derivatives had lower effects in comparison with free fatty acids. Dose-response experiments showed that undecanoic acid was the most potent compound with EC<sub>50</sub> values of 21 and 6 nmol/cm<sup>2</sup> for <i>M. persicae</i> and <i>B. tabaci</i>, respectively, and 192 and 64 nmol for <i>M. incognita</i> and <i>M. javanica</i>, respectively. In a phytotoxicity assay, medium-chain fatty acids caused a decrease of 38−52% in root length and 50−60% in leaf length of <i>L. perenne</i>, but no effects were observed on <i>S.</i> <i>lycopersicum</i>. This study highlights the importance of the genus <i>Eugenia</i> as a source of bioactive metabolites for plant pest management. |
topic |
Bemisia tabaci decanoic acid dodecanoic acid Eugenia winzerlingii Lolium perenne Meloidogyne Myzus persicae Solanum lycopersicum undecanoic acid |
url |
https://www.mdpi.com/1420-3049/24/9/1724 |
work_keys_str_mv |
AT angelcruzestrada mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects AT esauruizsanchez mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects AT jairocristobalalejo mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects AT azucenagonzalezcoloma mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects AT mariafeandres mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects AT marcelagamboaangulo mediumchainfattyacidsfromieugeniawinzerlingiiileavescausinginsectsettlingdeterrentnematicidalandphytotoxiceffects |
_version_ |
1725824952864604160 |