Two New Benzofuranes from Eupatorium aschenbornianum and their Antimicrobial Activity

Abstract

Through a bioassay-guided fractionation, from the aerial parts of the medicinal plant Eupatorium aschenbornianum were isolated two new benzofurane compounds, 5-acetyl-3β-angeloyloxy-2β-(1-hydroxyisopropyl)-2,3-dihydrobenzofurane (1) and 5-acetyl-3β-angeloyloxy-2β-(1-hydroxyisopropyl)-6-methoxy-2,3-dihydrobenzofurane (2) in addition to 4-hydroxy-3,5-diprenylacetophenone, espeletone (3), encecalinol (4), β-sitosterol and stigmasterol. The antimicrobial evaluation of these natural products showed that 1 [MIC = 200 μg/mL against T. mentagrophytes and 100 μg/mL against T. rubrum], 2 [MIC = 50 μg/mL towards both] and 3 [MIC = 100 μg/mL against both] were active against dermatophytes, while 4 was active against all of microorganisms assayed [MIC = 12.5 μg/mL (T. mentagrophytes), 12.5 μg/mL (T. rubrum), 100 μg/mL (C. albicans) and 200 μg/mL (A. niger)].

References

• 1 Argueta A, Cano L, Rodarte M. Atlas de las Plantas de la Medicina Tradicional Mexicana. Instituto Nacional Indigenista México; 1994 Vol. 1 - 3: p. 1786
• 2 Fuentes M, Avilés M. Informe Registro de las Plantas Medicinales Reportadas en el Estado de Morelos. Instituto Nacional de Antropología e Historia de Cuernavaca México; 1997: p. 125
• 3 Navarro V M, González A, Fuentes M, Avilés M, Rios M Y, Zepeda G. et al . Antifungal activities of nine traditional Mexican medicinal plants.  J Ethnopharmacol. 2003;  87 85-8
• 4 Bohlmann F, Rao N. Neue Hydroxyacetophenon-Derivative aus Espeletia schultzii Weed.  Chem Ber. 1973;  106 3035-8
• 5 Bohlmann F, Grens M. Über Inhaltsstoffe der Gattung Flourensia .  Chem Ber. 1977;  110 295-300
• 6 Sigstad E E, Catalán C AN, Díaz J G, Herz W. Chromanones, benzofurans and other constituents from Ophryosporus lorentzii .  Phytochemistry. 1996;  42 1443-5
• 7 Harmala P, Kaltia S, Vuorela H, Hiltunen R. A Furanocoumarin from Angelica archangelica .  Planta Med. 1992;  58 287-9
• 8 Gómez F, Quijano L, Calderón J S, Perales A, Ríos T. 2,2-Dimethylchromenes from Eupatorium aschembornianum .  Phytochemistry. 1982;  21 2095-7
• 9 Ríos J, Recio C, Villar A. Screening methods for natural products with antimicrobial activity: A review of the literature.  J Ethnopharmacol. 1988;  23 127-49