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Isolation and identification of an iridoid from Verbena montevidensis

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The genus Verbena (Verbenaceae) is distributed in regions of South and North America and is represented by approximately 44 species [1]. Many species of the genus Verbena are used in folk medicine for the treatment of rheumatism, to cure fever, tonsillitis, gastrointestinal disorders and some sexually transmitted diseases [2].These effects are related to the secondary metabolites present in these plants, especially flavonoids, phenolic acids, iridoids and phenylethanoids (verbascosides) [3]. This study aims to isolate and identify metabolites present in the methanolic extrac to obtained from the leaves of Verbena montevidensis, plant used in the popular medicine to relief pain and treat liver intoxication. The plant material was collected in Quevedos-RS, dried at room temperature, milled and macerated with methanol (48 h cycles) until exhaustion. The extract was combined, evaporated to dryness and submitted to column chromatography on silica gel using a gradient of ethyl acetate: methanol (100:0 → 0:100) as mobile phase, affording a main compound whose structure was determined by Nuclear Magnetic Resonance (Bruker 400 MHz Ascend), 1D (1H, 13C, APT) and 2D (COSY, HSQC, HMBC). The 1H NMR spectrum of the compound exhibits the characteristic signals of a glycosylated iridoid: 5.67 (d, H1), 7.36 (d, H3), 3.44 (m, H5), 5.11(m, H6) 1.64 – 2.00 (m, H7), 1.83 (dd, H8), 2.10 (m, H9), 0.95 (d; H10), 4.88 (s, H1’).These signals are similar to those found in the literature for brasoside (chemical structure in Figure 1) [4], previously found in Verbena litoralis. Subsequently, extracts and isolated products will be investigated for biological activities such as anti-inflammatory and hepatoprotective.