Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.)
<i>Annona cherimola</i> Mill. is a native species of Ecuador cultivated worldwide for the flavor and properties of its fruit. In this study, hydrodistillation was used to isolate essential oil (EO) of fresh <i>Annona cherimola</i> leaves collected in Ecuadorian Sierra. The EO...
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MDPI AG
2022-01-01
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| Series: | Plants |
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| Online Access: | https://www.mdpi.com/2223-7747/11/3/367 |
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| author | Eduardo Valarezo Jeannette Ludeña Estefanía Echeverria-Coronel Luis Cartuche Miguel Angel Meneses James Calva Vladimir Morocho |
| author_facet | Eduardo Valarezo Jeannette Ludeña Estefanía Echeverria-Coronel Luis Cartuche Miguel Angel Meneses James Calva Vladimir Morocho |
| author_sort | Eduardo Valarezo |
| collection | DOAJ |
| description | <i>Annona cherimola</i> Mill. is a native species of Ecuador cultivated worldwide for the flavor and properties of its fruit. In this study, hydrodistillation was used to isolate essential oil (EO) of fresh <i>Annona cherimola</i> leaves collected in Ecuadorian Sierra. The EO chemical composition was determined using a non-polar and a polar chromatographic column and enantiomeric distribution with an enantioselective column. The qualitative analysis was carried out by gas chromatography coupled to a mass spectrometer and quantitative analysis using gas chromatography equipped with a flame ionization detector. The antibacterial potency was assessed against seven Gram-negative bacteria and one Gram-positive bacterium. ABTS and DPPH assays were used to evaluate the radical scavenging properties of the EO. Spectrophotometric method was used to measure acetylcholinesterase inhibitory activity. GC-MS analysis allowed us to identify more than 99% of the EO chemical composition. Out of the fifty-three compounds identified, the main were germacrene D (28.77 ± 3.80%), sabinene (3, 9.05 ± 1.69%), β-pinene (4, 7.93 ± 0.685), (E)-caryophyllene (10.52 ± 1.64%) and bicyclogermacrene (11.12 ± 1.39%). Enantioselective analysis showed the existence of four pairs of enantiomers, the (−)-β-Pinene (1S, 5S) was found pure (100%). Chirimoya essential oil exhibited a strong antioxidant activity and a very strong anticholinesterase potential with an IC<sub>50</sub> value of 41.51 ± 1.02 µg/mL. Additionally, EO presented a moderate activity against <i>Campylobacter jejuni</i> and <i>Klebsiella pneumoniae</i> with a MIC value of 500 μg/mL. |
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| issn | 2223-7747 |
| language | English |
| last_indexed | 2024-03-09T23:18:51Z |
| publishDate | 2022-01-01 |
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| record_format | Article |
| series | Plants |
| spelling | doaj.art-c00ce23ee20747598f0e901b20a0d9d92023-11-23T17:30:46ZengMDPI AGPlants2223-77472022-01-0111336710.3390/plants11030367Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.)Eduardo Valarezo0Jeannette Ludeña1Estefanía Echeverria-Coronel2Luis Cartuche3Miguel Angel Meneses4James Calva5Vladimir Morocho6Departamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja, Loja 110150, Ecuador<i>Annona cherimola</i> Mill. is a native species of Ecuador cultivated worldwide for the flavor and properties of its fruit. In this study, hydrodistillation was used to isolate essential oil (EO) of fresh <i>Annona cherimola</i> leaves collected in Ecuadorian Sierra. The EO chemical composition was determined using a non-polar and a polar chromatographic column and enantiomeric distribution with an enantioselective column. The qualitative analysis was carried out by gas chromatography coupled to a mass spectrometer and quantitative analysis using gas chromatography equipped with a flame ionization detector. The antibacterial potency was assessed against seven Gram-negative bacteria and one Gram-positive bacterium. ABTS and DPPH assays were used to evaluate the radical scavenging properties of the EO. Spectrophotometric method was used to measure acetylcholinesterase inhibitory activity. GC-MS analysis allowed us to identify more than 99% of the EO chemical composition. Out of the fifty-three compounds identified, the main were germacrene D (28.77 ± 3.80%), sabinene (3, 9.05 ± 1.69%), β-pinene (4, 7.93 ± 0.685), (E)-caryophyllene (10.52 ± 1.64%) and bicyclogermacrene (11.12 ± 1.39%). Enantioselective analysis showed the existence of four pairs of enantiomers, the (−)-β-Pinene (1S, 5S) was found pure (100%). Chirimoya essential oil exhibited a strong antioxidant activity and a very strong anticholinesterase potential with an IC<sub>50</sub> value of 41.51 ± 1.02 µg/mL. Additionally, EO presented a moderate activity against <i>Campylobacter jejuni</i> and <i>Klebsiella pneumoniae</i> with a MIC value of 500 μg/mL.https://www.mdpi.com/2223-7747/11/3/367essential oil<i>Annona cherimola</i>chemical compositionenantioselective analysisantibacterial activityantioxidant activity |
| spellingShingle | Eduardo Valarezo Jeannette Ludeña Estefanía Echeverria-Coronel Luis Cartuche Miguel Angel Meneses James Calva Vladimir Morocho Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) Plants essential oil <i>Annona cherimola</i> chemical composition enantioselective analysis antibacterial activity antioxidant activity |
| title | Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) |
| title_full | Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) |
| title_fullStr | Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) |
| title_full_unstemmed | Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) |
| title_short | Enantiomeric Composition, Antioxidant Capacity and Anticholinesterase Activity of Essential Oil from Leaves of Chirimoya (<i>Annona cherimola</i> Mill.) |
| title_sort | enantiomeric composition antioxidant capacity and anticholinesterase activity of essential oil from leaves of chirimoya i annona cherimola i mill |
| topic | essential oil <i>Annona cherimola</i> chemical composition enantioselective analysis antibacterial activity antioxidant activity |
| url | https://www.mdpi.com/2223-7747/11/3/367 |
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