Phenylethanoid and Iridoid Glycosides from Veronica persica.

Abstract

In the flora of Turkey, the genus Veronica L. (Scrophulariaceae) is represented by 79 species, 26 of which are endemic.1) Some Veronica species are used as folk medicines in Turkey and in several other countries. [2][3][4][5] The genus Veronica is known to contain mainly iridoid glucosides, especially benzoic and cinnamic acid esters of catalpol, some phenylethanoid and flavonoid glycosides. [6][7][8][9][10] In previous studies, iridoid glucosides, phenylethanoid glycosides and alkaloids have been reported from Veronica persica POIRET. [11][12][13] Our previous research on this plant has demonstrated that the water soluble portion of MeOH extract has a suppressive effect on nitric oxide production in lipopolysaccharide-stimulated mouse peritoneal macrophages due to its free radical scavenging activity, and the chloroform soluble portion of MeOH extract shows cytotoxicity against KB and B16 cells.14) Continuing our studies on bioactive constituents of Veronica species, we here examine V. persica and isolate a new phenylethanoid glycoside, termed persicoside (1) together with eleven known compounds: acteoside (2), 15) isoacteoside (3), 16) lavandulifolioside (4), 17) dulcitol (5), aucubin (6), 18) veronicoside (7), 19) amphicoside (8), 20) 6-O-veratroyl-catalpol (9), 21) catalposide (10), 20) verproside (11) 22) and verminoside (12). 23) This paper describes the isolation and the structure determination of the new phenylethanoid along with its free radical scavenging activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical. Dulcitol was isolated as a crystal, and therefore its structure was determined by X-ray crystallographic analysis. The structures of the other known compounds were identified by comparison of their spectral data with those reported in the literature. Results and DiscussionCompound 1 A new phenylethanoid glycoside, persicoside (1) and three known phenylethanoid glycosides, acteoside (2), isoacteoside (3) and lavandulifolioside (4)

Iridoid content and biological activities ofVeronica cuneifoliasubsp.cuneifoliaandV. cymbalaria

“…cuneifolia and V. cymbalaria hemoptysis, laryngopharyngitis, hernia, cough, and respiratory diseases, and are also used as an expectorant and antiscorbutic (Tomassini et al, 1995;Su et al, 1999;Grahamet et al, 2000). Earlier investigations performed on Veronica species resulted in the isolation mainly of iridoid glucosides, especially benzoic and cinnamic acid esters of catalpol, some phenylethanoid, and flavonoid glycosides (Chari et al, 1981;Taskova et al, 1998;Harput et al, 2002aHarput et al, , 2002bSaracoglu et al, 2002;Jensen et al, 2005). In this study, Veronica cuneifolia subsp.…”

“…As a consequence of these results, the genus Veronica has been transferred to the Plantaginaceae Olmstead, 2005). Recently, it has been shown that the iridoid glucosides aucubin, catalpol, and 6-O-catalpol esters are characteristic for this genus and chemotaxonomic research concerning iridoid content of the genus have great importance for the reclassification of the close genera (Harput et al, 2002a(Harput et al, , 2002bTaskova et al, 2004;Jensen et al, 2005).…”

DPPH radical-scavenging effect on some constituents from the aerial parts of Lippia triphylla

“…The results in this study supported this relationship, since the effects of 4-10 were not significant. The strong DPPH radical scavenging effects of 11 [34][35][36][37], 14 [34,37], 19 [38], and 20 [38] were previously reported.…”

Phenolic profile, antibacterial, antimutagenic and antitumour evaluation of Veronica urticifolia Jacq.

“…Peak 7 corresponds to the majority (14.9 mg/g extract) phenolic compound in V. urticifolia extract. In fact, acteoside is a phenylethanoid glycoside, a group of phenolic compounds that is widely distributed in plants and was previously reported in Veronica species (Harput et al, 2002b;Johansen et al, 2007;Crişan et al, 2007), being inclusively considered as an important chemotaxonomic marker. The detected amounts of acteoside highlight V. urticifolia as a potential natural source of this bioactive compound, already reported as having antimicrobial (Avila et al, 1999), antigenotoxic (Zaabat et al, 2011) and antitumor (Ohno et al, 2002) properties.…”