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Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside
Chemical characterization of the bulbs of Drimia pancration was conducted to isolate four steroidal saponins (1–4). Earlier, we focused on the structural elucidation of compounds 1–3. Herein, by means of (1)H-NMR, (13)C-NMR, Nuclear Overhauser Effects (NOE), and 2D-NMR spectra, the full stereochemic...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9268777/ https://www.ncbi.nlm.nih.gov/pubmed/35807580 http://dx.doi.org/10.3390/plants11131629 |
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author | Badalamenti, Natale Bruno, Maurizio Pavela, Roman Maggi, Filippo Marinelli, Oliviero Zeppa, Laura Benelli, Giovanni Canale, Angelo |
author_facet | Badalamenti, Natale Bruno, Maurizio Pavela, Roman Maggi, Filippo Marinelli, Oliviero Zeppa, Laura Benelli, Giovanni Canale, Angelo |
author_sort | Badalamenti, Natale |
collection | PubMed |
description | Chemical characterization of the bulbs of Drimia pancration was conducted to isolate four steroidal saponins (1–4). Earlier, we focused on the structural elucidation of compounds 1–3. Herein, by means of (1)H-NMR, (13)C-NMR, Nuclear Overhauser Effects (NOE), and 2D-NMR spectra, the full stereochemical structure of 4 is reported, and all the (1)H and (13)C signals are assigned. Compounds 1–4 were tested for their acaricidal properties against the two-spotted spider mite Tetranychus urticae. Our results showed excellent activity of compound 1, with an LD(50) (µg/cm(2)) of 0.29 and a LD(90) (µg/cm(2)) of 0.96, whereas compounds 2, 3, and 4 showed moderate activity. Furthermore, the acaricidal and cytotoxic properties of the crude extract were also investigated. Of note, after 96 h of exposure, the acaricidal activity of compound 1 was higher than that of the positive control, hexythiazox. Indeed, for compound 1, LD(50) and LD(90) were 0.29 and 0.96 µg/cm(2), respectively, while hexythiazox LD(50(90)) was 18.7 (132.5) µg/cm(2). Additionally, D. pancration extract, after 72 h, induced a high cytotoxic effect in HaCaT and THP-1 cell lines, with an IC(50) of 7.37 ± 0.5 µg/mL and 3.50 ± 0.15 µg/mL, respectively. Overall, D. pancration can be considered as a green source of novel acaricides effective against mites of agricultural importance, such as T. urticae, pending proper field validation and the assessment of non-target effects on other invertebrate species. |
format | Online Article Text |
id | pubmed-9268777 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-92687772022-07-09 Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside Badalamenti, Natale Bruno, Maurizio Pavela, Roman Maggi, Filippo Marinelli, Oliviero Zeppa, Laura Benelli, Giovanni Canale, Angelo Plants (Basel) Article Chemical characterization of the bulbs of Drimia pancration was conducted to isolate four steroidal saponins (1–4). Earlier, we focused on the structural elucidation of compounds 1–3. Herein, by means of (1)H-NMR, (13)C-NMR, Nuclear Overhauser Effects (NOE), and 2D-NMR spectra, the full stereochemical structure of 4 is reported, and all the (1)H and (13)C signals are assigned. Compounds 1–4 were tested for their acaricidal properties against the two-spotted spider mite Tetranychus urticae. Our results showed excellent activity of compound 1, with an LD(50) (µg/cm(2)) of 0.29 and a LD(90) (µg/cm(2)) of 0.96, whereas compounds 2, 3, and 4 showed moderate activity. Furthermore, the acaricidal and cytotoxic properties of the crude extract were also investigated. Of note, after 96 h of exposure, the acaricidal activity of compound 1 was higher than that of the positive control, hexythiazox. Indeed, for compound 1, LD(50) and LD(90) were 0.29 and 0.96 µg/cm(2), respectively, while hexythiazox LD(50(90)) was 18.7 (132.5) µg/cm(2). Additionally, D. pancration extract, after 72 h, induced a high cytotoxic effect in HaCaT and THP-1 cell lines, with an IC(50) of 7.37 ± 0.5 µg/mL and 3.50 ± 0.15 µg/mL, respectively. Overall, D. pancration can be considered as a green source of novel acaricides effective against mites of agricultural importance, such as T. urticae, pending proper field validation and the assessment of non-target effects on other invertebrate species. MDPI 2022-06-21 /pmc/articles/PMC9268777/ /pubmed/35807580 http://dx.doi.org/10.3390/plants11131629 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Badalamenti, Natale Bruno, Maurizio Pavela, Roman Maggi, Filippo Marinelli, Oliviero Zeppa, Laura Benelli, Giovanni Canale, Angelo Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title | Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title_full | Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title_fullStr | Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title_full_unstemmed | Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title_short | Acaricidal Activity of Bufadienolides Isolated from Drimia pancration against Tetranychus urticae, and Structural Elucidation of Arenobufagin-3-O-α-L-rhamnopyranoside |
title_sort | acaricidal activity of bufadienolides isolated from drimia pancration against tetranychus urticae, and structural elucidation of arenobufagin-3-o-α-l-rhamnopyranoside |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9268777/ https://www.ncbi.nlm.nih.gov/pubmed/35807580 http://dx.doi.org/10.3390/plants11131629 |
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