Chemical Composition of Hexane Extract of Citrus aurantifolia and Anti-Mycobacterium tuberculosis Activity of Some of Its Constituents

Sandoval Montemayor, Nallely Elizabeth y García, Abraham y Elizondo Treviño, Elizabeth y Garza González, Elvira y Alvarez, Laura y Camacho Corona, María del Rayo (2012) Chemical Composition of Hexane Extract of Citrus aurantifolia and Anti-Mycobacterium tuberculosis Activity of Some of Its Constituents. Molecules, 17 (9). pp. 11173-11184. ISSN 1420-3049

[img]
Vista previa
Texto
600.pdf - Versión Publicada
Available under License Creative Commons Attribution Non-commercial No Derivatives.

Download (213kB) | Vista previa

Resumen

The main aim of this study was to isolate and characterize the active compounds from the hexane extract of the fruit peels of Citrus aurantiifolia, which showed activity against one sensitive and three monoresistant (isoniazid, streptomycin or ethambutol) strains of Mycobacterium tuberculosis H37Rv. The active extract was fractionated by column chromatography, yielding the following major compounds: 5-geranyloxypsoralen (1); 5-geranyloxy-7-methoxycoumarin (2); 5,7-dimethoxycoumarin (3); 5-methoxypsoralen (4); and 5,8-dimethoxypsoralen (5). The structures of these compounds were elucidated by 1D and 2D NMR spectroscopy. In addition, GC-MS analysis of the hexane extract allowed the identification of 44 volatile compounds, being 5,7-dimethoxycoumarin (15.79%), 3-methyl-1,2-cyclopentanedione (8.27%), 1-methoxy-ciclohexene (8.0%), corylone (6.93%), palmitic acid (6.89%), 5,8-dimethoxypsoralen (6.08%), -terpineol (5.97%), and umbelliferone (4.36%), the major constituents. Four isolated coumarins and 16 commercial compounds identified by GC-MS were tested against M. tuberculosis H37Rv and three multidrug-resistant M. tuberculosis strains using the Microplate Alamar Blue Assay. The constituents that showed activity against all strains were 5 (MICs = 25–50 g/mL), 1 (MICs = 50–100 g/mL), palmitic acid (MICs = 25–50 g/mL), linoleic acid (MICs = 50–100 g/mL), oleic acid (MICs = 100 g/mL), 4-hexen-3-one (MICs = 50–100 g/mL), and citral (MICs = 50–100 g/mL). Compound 5 and palmitic acid were the most active ones. The antimycobacterial activity of the hexane extract of C. aurantifolia could be attributed to these compounds.

Tipo de elemento: Article
Palabras claves no controlados: Citrus aurantifolia; Mycobacterium tuberculosis; multidrug resistant; coumarins; fatty acids; GC-MS analysis
Materias: Q Ciencia > QD Química
Q Ciencia > QR Microbiología
Divisiones: Ciencias Químicas
Medicina
Usuario depositante: Lic. Josimar Pulido
Creadores:
CreadorEmailORCID
Sandoval Montemayor, Nallely ElizabethNO ESPECIFICADONO ESPECIFICADO
García, AbrahamNO ESPECIFICADONO ESPECIFICADO
Elizondo Treviño, ElizabethNO ESPECIFICADONO ESPECIFICADO
Garza González, ElviraNO ESPECIFICADONO ESPECIFICADO
Alvarez, LauraNO ESPECIFICADONO ESPECIFICADO
Camacho Corona, María del RayoNO ESPECIFICADONO ESPECIFICADO
Fecha del depósito: 09 Mayo 2019 21:11
Última modificación: 09 Mayo 2019 21:11
URI: http://eprints.uanl.mx/id/eprint/14999

Actions (login required)

Ver elemento Ver elemento

Downloads

Downloads per month over past year