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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...

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Autores principales: Badalamenti, Natale, Bruno, Maurizio, Pavela, Roman, Maggi, Filippo, Marinelli, Oliviero, Zeppa, Laura, Benelli, Giovanni, Canale, Angelo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
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.
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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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