Chemical Composition, Preliminary Toxicity, and Antioxidant Potential of Piper marginatum Sensu Lato Essential Oils and Molecular Modeling Study
The essential oils (OEs) of the leaves, stems, and spikes of P. marginatum were obtained by hydrodistillation, steam distillation, and simultaneous extraction. The chemical constituents were identified and quantified by GC/MS and GC-FID. The preliminary biological activity was determined by assessing the toxicity of the samples to Artemia salina Leach larvae and calculating the mortality rate and lethal concentration (LC50). The antioxidant activity of the EOs was determined by the DPPH radical scavenging method. Molecular modeling was performed using molecular docking and molecular dynamics, with acetylcholinesterase being the molecular target. The OES yields ranged from 1.49% to 1.83%. The EOs and aromatic constituents of P. marginatum are characterized by the high contents of (E)-isoosmorhizole (19.4-32.9%), 2-methoxy-4,5-methylenedioxypropiophenone (9.0-19.9%), isoosmorhizole (1.6-24.5%), and 2-methoxy-4,5-methylenedioxypropiophenone isomer (1.6-14.3%). The antioxidant potential was significant in the OE of the leaves and stems of P. marginatum extracted by SD in November (84.9 ± 4.0 mg TE·mL-1) and the OEs of the leaves extracted by HD in March (126.8 ± 12.3 mg TE·mL-1). Regarding the preliminary toxicity, the OEs of Pm-SD-L-St-Nov and Pm-HD-L-St-Nov had mortality higher than 80% in concentrations of 25 µg·mL-1. This in silico study on essential oils elucidated the potential mechanism of interaction of the main compounds, which may serve as a basis for advances in this line of research.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:28 |
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| Enthalten in: |
Molecules (Basel, Switzerland) - 28(2023), 15 vom: 01. Aug. |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Feitosa, Bruna de Souza [VerfasserIn] |
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| Links: |
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| Themen: |
Acetylcholinesterase |
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| Anmerkungen: |
Date Completed 14.08.2023 Date Revised 14.08.2023 published: Electronic Citation Status MEDLINE |
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| doi: |
10.3390/molecules28155814 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM360702910 |
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| 100 | 1 | |a Feitosa, Bruna de Souza |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Chemical Composition, Preliminary Toxicity, and Antioxidant Potential of Piper marginatum Sensu Lato Essential Oils and Molecular Modeling Study |
| 264 | 1 | |c 2023 | |
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| 500 | |a Date Revised 14.08.2023 | ||
| 500 | |a published: Electronic | ||
| 500 | |a Citation Status MEDLINE | ||
| 520 | |a The essential oils (OEs) of the leaves, stems, and spikes of P. marginatum were obtained by hydrodistillation, steam distillation, and simultaneous extraction. The chemical constituents were identified and quantified by GC/MS and GC-FID. The preliminary biological activity was determined by assessing the toxicity of the samples to Artemia salina Leach larvae and calculating the mortality rate and lethal concentration (LC50). The antioxidant activity of the EOs was determined by the DPPH radical scavenging method. Molecular modeling was performed using molecular docking and molecular dynamics, with acetylcholinesterase being the molecular target. The OES yields ranged from 1.49% to 1.83%. The EOs and aromatic constituents of P. marginatum are characterized by the high contents of (E)-isoosmorhizole (19.4-32.9%), 2-methoxy-4,5-methylenedioxypropiophenone (9.0-19.9%), isoosmorhizole (1.6-24.5%), and 2-methoxy-4,5-methylenedioxypropiophenone isomer (1.6-14.3%). The antioxidant potential was significant in the OE of the leaves and stems of P. marginatum extracted by SD in November (84.9 ± 4.0 mg TE·mL-1) and the OEs of the leaves extracted by HD in March (126.8 ± 12.3 mg TE·mL-1). Regarding the preliminary toxicity, the OEs of Pm-SD-L-St-Nov and Pm-HD-L-St-Nov had mortality higher than 80% in concentrations of 25 µg·mL-1. This in silico study on essential oils elucidated the potential mechanism of interaction of the main compounds, which may serve as a basis for advances in this line of research | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Amazon | |
| 650 | 4 | |a Artemia salina | |
| 650 | 4 | |a Piperaceae | |
| 650 | 4 | |a in silico study | |
| 650 | 4 | |a natural products | |
| 650 | 4 | |a volatile oil | |
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| 700 | 1 | |a Mali, Suraj N |e verfasserin |4 aut | |
| 700 | 1 | |a Anand, Amit |e verfasserin |4 aut | |
| 700 | 1 | |a Cruz, Jorddy Nevez |e verfasserin |4 aut | |
| 700 | 1 | |a Franco, Celeste de Jesus Pereira |e verfasserin |4 aut | |
| 700 | 1 | |a Mahawer, Sonu Kumar |e verfasserin |4 aut | |
| 700 | 1 | |a Kumar, Ravendra |e verfasserin |4 aut | |
| 700 | 1 | |a Cascaes, Marcia Moraes |e verfasserin |4 aut | |
| 700 | 1 | |a Oliveira, Mozaniel Santana de |e verfasserin |4 aut | |
| 700 | 1 | |a Andrade, Eloisa Helena de Aguiar |e verfasserin |4 aut | |
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