New Phenylethanoid Glycosides from Veronica pectinata var. glandulosa and Their Free Radical Scavenging Activities.

Abstract

In the flora of Turkey, genus Veronica L. (Scrophulariaceae) is represented by 79 species, 26 of which are endemic.1) Some of the Veronica species are used as diuretics and for wound healing in traditional Turkish medicine.2) Several Veronica species are used for the treatment of cancer, influenza, hemoptysis, laryngopharyngitis, hernia, and against cough, and respiratory diseases plus as an expectorant and antiscorbutic in different countries.3-5) Veronica species contain mainly iridoid glucosides, especially benzoic and cinnamic acid esters of catalpol, some phenylethanoid and flavonoid glycosides.6-11) Previously, we noted that the water soluble portion of the MeOH extract of Veronica pectinata L. var. glandulosa RIEK ex M.A. Fisher showed a suppressive effect on nitric oxide production in lipopolysaccharide-stimulated mouse peritoneal macrophages.12) As part of the continuation of this work, we report here the isolation and structural elucidation of phenylethanoid glycosides, as well as their free radical scavenging activities, from the active fraction of Veronica pectinata var. glandulosa. Results and DiscussionCompound 1 was obtained as an amorphous powder with negative optical rotation ([a] D 23 Ϫ58°, MeOH). Its structure was identified as ehrenoside by comparison of its spectral data with those reported in literature. Tables 1, 2) of 2 and 1, and by nuclear Overhauser effect spectroscopy (NOESY) correlation between d 3.88 and the H-2ЉЉ signal [d 7.20, (1H d, Jϭ2.1 Hz)]. These indicated that compound 2 contained (E)-feruloyl instead of (E)-caffeoyl as an acyl ester moiety. Furthermore, the above deduction was supported by a heteronuclear multiple bond correlation (HMBC) experiment (Fig. 2). From the above results, compound 2 was determined to be 2- Sciences, Nagoya City University; 3-1 Tanabe-dori, Mizuho-ku, Nagoya 467-8603, Japan. Received November 26, 2001; accepted January 29, 2002 A known phenylethanoid glycoside, ehrenoside (

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.…”

Acylated flavonoids and phenol glycosides from Veronica thymoides subsp. pseudocinerea

“…In our previous studies on Veronica species, we have reported that the antioxidant, anti-inflammatory and cytotoxic activities of the plant extracts and the isolated compounds (Harput et al, 2002b,c;Saracoglu et al, 2002). On the basis of these results we determined the free radical scavenging activity of isolated compounds (1-9) using 2,2-diphenyl-1-picryl-hydrazyl (DPPH) free radical scavenging system by comparing 3-tert-butyl-4-hydroxy-anisole (BHA), widely used synthetic antioxidant and dl-a-tocopherol (a-TOC), commonly used natural antioxidant.…”

“…The free radical scavenging effect of the isolated compounds 1-9 was assessed by the decoloration of ethanol solution of DPPH spectroscopically; BHA and dl-a-tocopherol were used as standards (Table 2) (Hatano et al, 1989;Harput et al, 2002b,c;Saracoglu et al, 2002). Each EtOH solution (100 ll) of compounds 1-9 at various concentrations (10-0.1 lM) was added to 1.5 Â 10 À5 M DPPH/EtOH solution.…”

“…In addition, several Veronica species are used to treat cancer, influenza, hemoptysis, laryngopharyngitis, hernia, cough and respiratory diseases and are also used as an expectorant and antiscorbutic (Tomassini et al, 1995;Su et al, 1999;Graham et al, 2000). Earlier investigations performed on Veronica species resulted in the isolation of mainly iridoid glucosides, especially benzoic and cinnamic acid esters of catalpol, some phenylethanoid and flavonoid glycosides (Chari et al, 1981;Harput, 2002;Harput et al, 2002aHarput et al, ,b, 2003Saracoglu et al, 2002;Taskova et al, 1998Taskova et al, , 2002. Previously, a large variety of flavone aglycones such as luteolin, apigenin, chrysoeriol, scutellarein and isoscutellarein were reported from Veronica species.…”

Antinociceptive, Free Radical–Scavenging, and Cytotoxic Activities of Acanthus hirsutus Boiss

“…All the analyses were done in triplicate. [17][18][19][20] SO radical-scavenging activity by alkaline dimethyl sulfoxide (DMSO) method. The method of Elizabeth and Rao 21 was used to detect SO radical-scavenging activity of the extract, with slight modification.…”