Planta Med 2005; 71(4): 320-325
DOI: 10.1055/s-2005-864097
Original Paper
Pharmacology
© Georg Thieme Verlag KG Stuttgart · New York

Smooth Muscle Relaxant Action of Benzyl Benzoates and Salicylic Acid Derivatives from Brickellia veronicaefolia on Isolated Guinea-Pig Ileum

Blanca Rivero-Cruz1 , María Alejandra Rojas2 , Rogelio Rodríguez-Sotres1 , Carlos M. Cerda-García-Rojas3 , Rachel Mata1
  • 1Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, México DF, México
  • 2Facultad de Química, Universidad Autónoma de Querétaro, Centro Universitario, Querétaro, México
  • 3Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, México DF, México
Taken in part from the PhD thesis of B. Rivero-Cruz submitted to Posgrado en Ciencias Químicas, UNAM 2005
Further Information

Publication History

Received: June 14, 2004

Accepted: October 30, 2004

Publication Date:
27 April 2005 (online)

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Abstract

A dichloromethane-MeOH extract prepared from the aerial parts of Brickellia veronicaefolia inhibited the spontaneous contractions (IC50 = 39.22 µg/mL) of the guinea-pig ileum. Bioassay-guided fractionation of the extract led to the isolation of three new benzoic acid derivatives, 1,2-bis-O-(2-methoxybenzoyl)-β-D-glucopyranoside (1), 3-(β-glucopyranosyloxy)benzyl 2,6-dimethoxybenzoate (2) and 3-hydroxybenzyl 2,6-dimethoxybenzoate (3), together with the known compounds taraxasteryl acetate (4), 4-allyl-2-methyloxyphenyl-β-glucopyranoside (5), 2-hydroxy-6-methoxybenzoic acid (6), 2-methoxybenzoic acid (7), chamazulene (8), 2-methoxybenzyl 2-hydroxybenzoate (9), benzyl 2,6-dimethoxybenzoate (10), 3-methoxybenzyl 2-hydroxy-6-methoxybenzoate (11), benzyl 2-hydroxy-6-methoxybenzoate (12), benzyl 2,3,6-trimethoxybenzoate (13), benzyl 2-hydroxy-3,6-dimethoxybenzoate (14) and 3-methoxybenzyl 2,6-dimethoxybenzoate (15). The isolates were characterized by spectral means. Compounds 2 - 6, 8 - 11, 14 and 15 induced a concentration-dependent inhibition of the spontaneous contractions of the guinea-pig ileum with IC50 values ranging from 1.49 to 4.96 µM. Their activity was comparable to that of papaverine (IC50 = 4.23 µM).

References

Dr. Rachel Mata

Facultad de Química

Universidad Nacional Autónoma de México

Coyoacán 04510

México City

México

Phone: +525-55-622 5289

Fax: +525-55-622 5329

Email: rachel@servidor.unam.mx