Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq

Lucia Barrientos Ramírez; José Antonio Silva Guzmán; Edison Antonio Osorio Muñoz; Carlos Alvarez Moya; Mónica Reynoso Silva; Abraham Francisco Cetina Corona; Josefina Casas Solis; J. Jesús Vargas Radillo

doi:10.3390/molecules28124719

Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq

Lucia Barrientos Ramírez, José Antonio Silva Guzmán, Edison Antonio Osorio Muñoz, Carlos Alvarez Moya, Mónica Reynoso Silva, Abraham Francisco Cetina Corona, Josefina Casas Solis, J. Jesús Vargas Radillo

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Abstract

Satureja macrostema is a plant that is located in various regions of Mexico and is used in a traditional way against illness. Essential oils (EOs) were obtained from leaves Satureja macrostema and the chemical composition was evaluated by gas chromatography–mass spectrometry (GC-MS). The antioxidant effect of the oil was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and by Trolox Equivalent Antioxidant Capacity (TEAC). In vitro antibacterial activity against Escherichia coli and Staphylococcus aureus was determined using a broth microdilution assay and thin layer chromatography–direct bioautography (TLC-DB) to identify active antibacterial compounds. The EOs analysis showed 21 compounds, 99% terpenes, and 96% oxygenated monoterpenes, with trans-piperitone epoxide (46%), cis-piperitone epoxide (22%), and piperitenone oxide (11%) as more abundant compounds. Likewise, S. macrostema EOs showed an antioxidant activity of DPPH = 82%, with 50% free radical scavenging (IC₅₀) = 7 mg/mL and TEAC = 0.005, an antibacterial effect against E. coli of 73% inhibition, and 81% over S. aureus at dose of 100 µL of undiluted crude oil. The TLC-DB assay showed that the most active compounds were derived from piperitone. The comparison with other studies on S. macrostema shows variability in the compounds and their abundances, which can be attributed to climatic factors and the maturity of plants with similar antioxidant and antibacterial activities.

Original language	English
Article number	4719
Journal	Molecules
Volume	28
Issue number	12
DOIs	https://doi.org/10.3390/molecules28124719
State	Published - Jun 2023

Bibliographical note

Funding Information:
This research was support on internal funding of the Department of Cellulose Wood and Paper (DMCyP) of the University Center for Exact Sciences and Engineering (CUCEI) of the University of Guadalajara.

Publisher Copyright:
© 2023 by the authors.

Keywords

chemotypes
direct bioautography
Lamiaceae
piperitone derivatives
TEAC

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Barrientos Ramírez, L., Silva Guzmán, J. A., Osorio Muñoz, E. A., Alvarez Moya, C., Reynoso Silva, M., Cetina Corona, A. F., Casas Solis, J., & Vargas Radillo, J. J. (2023). Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq. Molecules, 28(12), Article 4719. https://doi.org/10.3390/molecules28124719

@article{b28e732020ad485b8dd66c9456807840,

title = "Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sess{\'e} ex Benth.) Briq",

abstract = "Satureja macrostema is a plant that is located in various regions of Mexico and is used in a traditional way against illness. Essential oils (EOs) were obtained from leaves Satureja macrostema and the chemical composition was evaluated by gas chromatography–mass spectrometry (GC-MS). The antioxidant effect of the oil was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and by Trolox Equivalent Antioxidant Capacity (TEAC). In vitro antibacterial activity against Escherichia coli and Staphylococcus aureus was determined using a broth microdilution assay and thin layer chromatography–direct bioautography (TLC-DB) to identify active antibacterial compounds. The EOs analysis showed 21 compounds, 99% terpenes, and 96% oxygenated monoterpenes, with trans-piperitone epoxide (46%), cis-piperitone epoxide (22%), and piperitenone oxide (11%) as more abundant compounds. Likewise, S. macrostema EOs showed an antioxidant activity of DPPH = 82%, with 50% free radical scavenging (IC50) = 7 mg/mL and TEAC = 0.005, an antibacterial effect against E. coli of 73% inhibition, and 81% over S. aureus at dose of 100 µL of undiluted crude oil. The TLC-DB assay showed that the most active compounds were derived from piperitone. The comparison with other studies on S. macrostema shows variability in the compounds and their abundances, which can be attributed to climatic factors and the maturity of plants with similar antioxidant and antibacterial activities.",

keywords = "chemotypes, direct bioautography, Lamiaceae, piperitone derivatives, TEAC",

author = "{Barrientos Ram{\'i}rez}, Lucia and {Silva Guzm{\'a}n}, {Jos{\'e} Antonio} and {Osorio Mu{\~n}oz}, {Edison Antonio} and {Alvarez Moya}, Carlos and {Reynoso Silva}, M{\'o}nica and {Cetina Corona}, {Abraham Francisco} and {Casas Solis}, Josefina and {Vargas Radillo}, {J. Jes{\'u}s}",

note = "Publisher Copyright: {\textcopyright} 2023 by the authors.",

year = "2023",

month = jun,

doi = "10.3390/molecules28124719",

language = "English",

volume = "28",

journal = "Molecules",

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Barrientos Ramírez, L, Silva Guzmán, JA, Osorio Muñoz, EA, Alvarez Moya, C, Reynoso Silva, M, Cetina Corona, AF, Casas Solis, J & Vargas Radillo, JJ 2023, 'Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq', Molecules, vol. 28, no. 12, 4719. https://doi.org/10.3390/molecules28124719

TY - JOUR

T1 - Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq

AU - Barrientos Ramírez, Lucia

AU - Silva Guzmán, José Antonio

AU - Osorio Muñoz, Edison Antonio

AU - Alvarez Moya, Carlos

AU - Reynoso Silva, Mónica

AU - Cetina Corona, Abraham Francisco

AU - Casas Solis, Josefina

AU - Vargas Radillo, J. Jesús

PY - 2023/6

Y1 - 2023/6

N2 - Satureja macrostema is a plant that is located in various regions of Mexico and is used in a traditional way against illness. Essential oils (EOs) were obtained from leaves Satureja macrostema and the chemical composition was evaluated by gas chromatography–mass spectrometry (GC-MS). The antioxidant effect of the oil was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and by Trolox Equivalent Antioxidant Capacity (TEAC). In vitro antibacterial activity against Escherichia coli and Staphylococcus aureus was determined using a broth microdilution assay and thin layer chromatography–direct bioautography (TLC-DB) to identify active antibacterial compounds. The EOs analysis showed 21 compounds, 99% terpenes, and 96% oxygenated monoterpenes, with trans-piperitone epoxide (46%), cis-piperitone epoxide (22%), and piperitenone oxide (11%) as more abundant compounds. Likewise, S. macrostema EOs showed an antioxidant activity of DPPH = 82%, with 50% free radical scavenging (IC50) = 7 mg/mL and TEAC = 0.005, an antibacterial effect against E. coli of 73% inhibition, and 81% over S. aureus at dose of 100 µL of undiluted crude oil. The TLC-DB assay showed that the most active compounds were derived from piperitone. The comparison with other studies on S. macrostema shows variability in the compounds and their abundances, which can be attributed to climatic factors and the maturity of plants with similar antioxidant and antibacterial activities.

AB - Satureja macrostema is a plant that is located in various regions of Mexico and is used in a traditional way against illness. Essential oils (EOs) were obtained from leaves Satureja macrostema and the chemical composition was evaluated by gas chromatography–mass spectrometry (GC-MS). The antioxidant effect of the oil was assayed by 2,2-diphenyl-1-picrylhydrazyl (DPPH) and by Trolox Equivalent Antioxidant Capacity (TEAC). In vitro antibacterial activity against Escherichia coli and Staphylococcus aureus was determined using a broth microdilution assay and thin layer chromatography–direct bioautography (TLC-DB) to identify active antibacterial compounds. The EOs analysis showed 21 compounds, 99% terpenes, and 96% oxygenated monoterpenes, with trans-piperitone epoxide (46%), cis-piperitone epoxide (22%), and piperitenone oxide (11%) as more abundant compounds. Likewise, S. macrostema EOs showed an antioxidant activity of DPPH = 82%, with 50% free radical scavenging (IC50) = 7 mg/mL and TEAC = 0.005, an antibacterial effect against E. coli of 73% inhibition, and 81% over S. aureus at dose of 100 µL of undiluted crude oil. The TLC-DB assay showed that the most active compounds were derived from piperitone. The comparison with other studies on S. macrostema shows variability in the compounds and their abundances, which can be attributed to climatic factors and the maturity of plants with similar antioxidant and antibacterial activities.

KW - chemotypes

KW - direct bioautography

KW - Lamiaceae

KW - piperitone derivatives

KW - TEAC

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U2 - 10.3390/molecules28124719

DO - 10.3390/molecules28124719

M3 - Article

C2 - 37375274

AN - SCOPUS:85163847017

SN - 1420-3049

VL - 28

JO - Molecules

JF - Molecules

IS - 12

M1 - 4719

ER -

Chemical Composition, Antioxidant Properties, and Antibacterial Activity of Essential Oils of Satureja macrostema (Moc. and Sessé ex Benth.) Briq

Abstract

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Keywords

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