Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.

A method was developed for the isolation of geranyl acetate from the crude essential oil (EO) of <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm. leaves, and the purity of the isolated compound was analyzed by GC/MS spectral and NMR analysis and was found to have high purity (98.9%). In...

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Main Authors: Stalin P. Jaramillo, James Calva, Andy Jiménez, Chabaco Armijos
Format: Article
Language:English
Published: MDPI AG 2024-02-01
Series:Applied Sciences
Subjects:
Online Access:https://www.mdpi.com/2076-3417/14/5/1864
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author Stalin P. Jaramillo
James Calva
Andy Jiménez
Chabaco Armijos
author_facet Stalin P. Jaramillo
James Calva
Andy Jiménez
Chabaco Armijos
author_sort Stalin P. Jaramillo
collection DOAJ
description A method was developed for the isolation of geranyl acetate from the crude essential oil (EO) of <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm. leaves, and the purity of the isolated compound was analyzed by GC/MS spectral and NMR analysis and was found to have high purity (98.9%). In addition, the EO isolated presented 0.907 g/cm<sup>3</sup>, 1.474 and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mrow><mo>[</mo><mi>α</mi><mo>]</mo></mrow><mrow><mi>D</mi></mrow><mrow><mn>20</mn></mrow></msubsup><mo>=</mo><mo>−</mo><mn>17.6</mn></mrow></semantics></math></inline-formula> of density, refraction index and optical rotation, respectively. The chemical composition of the EO obtained for steam distillation from <i>M. armillaris</i> was analyzed by gas chromatographic and spectroscopic techniques (GC/MS and GC/FID). Thirty-eight compounds were identified, representing 99.92% of the total EO analyzed on a DB-5 ms (5% phenylmethylpolysiloxane) capillary column. This analysis showed that the EO consisted mainly of oxygenated monoterpenes (77.01%), followed by monoterpene hydrocarbons (21.31%) and sesquiterpene hydrocarbons (1.31%). Furthermore, the essential oil of <i>M. armillaris</i> was rich in 1,8-cineol (67 ± 2%), followed by limonene (10 ± 1%), α-Terpineol (9 ± 1%) and α-Pinene (5 ± 1%). Finally, the results suggest that the geranyl acetate isolated with high purity from crude essential oil is recommended to be explored as a component in medicinal or industrial use.
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spelling doaj.art-b4d21eabf5df43769f728abc8ca3e71d2024-03-12T16:39:16ZengMDPI AGApplied Sciences2076-34172024-02-01145186410.3390/app14051864Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.Stalin P. Jaramillo0James Calva1Andy Jiménez2Chabaco Armijos3Departamento de Química, Universidad Técnica Particular de Loja (UTPL), Loja 1101608, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja (UTPL), Loja 1101608, EcuadorCarrera de Bioquímica y Farmacia, Universidad Técnica Particular de Loja (UTPL), Loja 1101608, EcuadorDepartamento de Química, Universidad Técnica Particular de Loja (UTPL), Loja 1101608, EcuadorA method was developed for the isolation of geranyl acetate from the crude essential oil (EO) of <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm. leaves, and the purity of the isolated compound was analyzed by GC/MS spectral and NMR analysis and was found to have high purity (98.9%). In addition, the EO isolated presented 0.907 g/cm<sup>3</sup>, 1.474 and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><msubsup><mrow><mo>[</mo><mi>α</mi><mo>]</mo></mrow><mrow><mi>D</mi></mrow><mrow><mn>20</mn></mrow></msubsup><mo>=</mo><mo>−</mo><mn>17.6</mn></mrow></semantics></math></inline-formula> of density, refraction index and optical rotation, respectively. The chemical composition of the EO obtained for steam distillation from <i>M. armillaris</i> was analyzed by gas chromatographic and spectroscopic techniques (GC/MS and GC/FID). Thirty-eight compounds were identified, representing 99.92% of the total EO analyzed on a DB-5 ms (5% phenylmethylpolysiloxane) capillary column. This analysis showed that the EO consisted mainly of oxygenated monoterpenes (77.01%), followed by monoterpene hydrocarbons (21.31%) and sesquiterpene hydrocarbons (1.31%). Furthermore, the essential oil of <i>M. armillaris</i> was rich in 1,8-cineol (67 ± 2%), followed by limonene (10 ± 1%), α-Terpineol (9 ± 1%) and α-Pinene (5 ± 1%). Finally, the results suggest that the geranyl acetate isolated with high purity from crude essential oil is recommended to be explored as a component in medicinal or industrial use.https://www.mdpi.com/2076-3417/14/5/1864essential oilgeranyl acetate<i>Melaleuca armillaris</i>isolationchemical composition
spellingShingle Stalin P. Jaramillo
James Calva
Andy Jiménez
Chabaco Armijos
Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
Applied Sciences
essential oil
geranyl acetate
<i>Melaleuca armillaris</i>
isolation
chemical composition
title Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
title_full Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
title_fullStr Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
title_full_unstemmed Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
title_short Isolation of Geranyl Acetate and Chemical Analysis of the Essential Oil from <i>Melaleuca armillaris</i> (Sol. ex Gaertn.) Sm.
title_sort isolation of geranyl acetate and chemical analysis of the essential oil from i melaleuca armillaris i sol ex gaertn sm
topic essential oil
geranyl acetate
<i>Melaleuca armillaris</i>
isolation
chemical composition
url https://www.mdpi.com/2076-3417/14/5/1864
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AT andyjimenez isolationofgeranylacetateandchemicalanalysisoftheessentialoilfromimelaleucaarmillarisisolexgaertnsm
AT chabacoarmijos isolationofgeranylacetateandchemicalanalysisoftheessentialoilfromimelaleucaarmillarisisolexgaertnsm