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Evolvulus (Convolvulaceae family) composed of about seventy species widely distributed in Brazil, with some of its species showed a spasmolytic effect in some smooth muscles. Evolvulus linarioides Meisn. is a erect sub-shrub with small blue flowers. Previous phytochemical studies have resulted in the identification of chromones and sesquiterpenes. Therefore, the aim of this study was to do phytochemical investigation and evaluate the tocolytic activity of the methanolic extract of E. linarioides (EL-MeOH) on rats. After euthanasia, the rat uterus was placed in baths for isolated organ where isotonic contractions were monitored (n = 5). The Ethics Committee on Animal Use of UFPB approved all experiments (Protocol 3559100918). Following the extraction of aerial parts of E. linarioides with methanol, the dried extract was successive partitioning in hexane, dichloromethane, ethyl acetate and n-butanol. The n-butanol phase was column chromatographed using Sephadex LH-20 and then further purified by HPLC on C-18 reverse phase (methanol:water, 17:83) affording compound 1 (5 mg). The structure of the compound was elucidated on the basis of spectroscopic analysis, viz. 1D and 2D NMR experiments, chemical study, and comparison with literature data. Thus, compound 1 was characterized as a 5-hydroxy-7-O-(β-D-glucopyranosyl)-2-methylchromone (undulatoside A). In addition, EL MeOH antagonized in a concentration-dependent and equipotent manner both phasic contractions induced by 10 IU/mL oxytocin (Emax = 100%; IC50 = 253.8 ± 54.6 μg/mL) and 10 -5 M carbachol (Emax = 93.6 ± 2.2%; IC50 = 195.5 ± 47.5 μg/mL), indicating that the tocolytic effect of EL-MeOH probably involves a common pathway between these agonists. In conclusion, we report for the first time the undulatoside A from Convolvulaceae family, in addition, the species E. linarioides presents tocolytic activity on uterus.

Phytochemical investigation and tocolytic activity of the methanolic extract of <em>Evolvulus linarioides </em>Meisn. (Convolvulaceae)