Phytochemical Study of a Species with Ethnopharmacological Interest: Sideritis romana L (original) (raw)
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An iridoid and a flavonoid from Sideritis lanata L
Fitoterapia, 2008
A new iridoid diglucoside, 10-O-(E)-p-coumaroylmelittoside (1) and a new flavone glucoside, O-(6″-O-Acetyl-)-β-glucopyranosylchrysoeriol (2), together with four known flavone glycosides, were isolated from the aerial parts of Sideritis lanata. The structures of the new compounds were elucidated by spectroscopic methods, 2D NMR and MS.
Iridoid, phenylethanoid and flavonoid glycosides from Sideritis trojana
Fitoterapia, 2012
From the MeOH extract of Sideritis trojana, a new iridoid glycoside, 10-O-(E)-feruloylmelittoside (1) was obtained in addition to four known iridoid glycosides [melittoside (2), 10-O-(E)p-coumaroylmelittoside (3), stachysosides E (4) and G (5)]. Moreover, five phenylethanoid glycosides [verbascoside (6), isoacteoside (7), lamalboside (8), leonoside A (9), isolavandulifolioside (10), three flavone glycosides (isoscutellarein 7-O-[6‴-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (11), 4′-O-methyisoscutellarein 7-O-[6‴-O-acetyl-β-allopyranosyl-(1→2)]-β-glucopyranoside (12), 3′-hydroxy-4′-O-methyisoscutellarein 7-O-[6‴-O-acetyl-β-allopyranosyl-(1→2)]-βglucopyranoside (13) and a benzylalcohol derivative (di-O-methylcrenatin) were obtained and identified. The structures were elucidated on the basis of NMR and HRMS data. All compounds were tested for their antioxidant activity by in vitro TEAC assay and some of them exhibited moderate activity (0.97-1.44 mM) when compared with the reference compound (quercetin 1.86 mM). Glycosides 6-13, the most active compounds in the TEAC assay, were also tested by flow cytometry to evaluate their ability to affect the levels of reactive oxygen species (ROS) in human prostate cancer cells (PC3).
Of the phytochemical research performed to date on sideritis species
Serbian Journal of Experimental and Clinical Research, 2011
From a botanical perspective, the large number of species of the genus Sideritis coupled with the tendency to hybridise between the different species has prompted an accurate study designed to clarify all the controversial points in the botanical classification of this genus. The past phytochemical studies of the Sideritis species have been performed with different extracts from the aerial parts, essential oils and isolated compounds such as diterpenoids, flavonoids or phenylpropanoid glycosides. These investigations have justified the traditional uses for these plants and provided direction for new pharmacological research. In recent years, other compounds such as iridoids, coumarins, lignans and phenylpropanoid glycosides have also been isolated and identified. The results have shown that essential oils act as good antimicrobial agents against both Gram-positive and Gram-negative bacteria and against the Candida albicans fungus. Diterpenoids have shown antimicrobial, anti-inflammatory and antifeedant activity, and flavonoids are active as anti-ulcerous, anti-inflammatory and antioxidant agents. Future research should focus on the pharmacological activity of these isolated compounds to find new active principles and identify their mechanisms of action. In addition, it would be interesting to investigate new pharmacological activities apart from those used in traditional medicine; recent studies have shown that diterpenes and some diterpene derivatives act as effective anti-HIV and antiproliferative agents.
Phytochemistry, 1988
The flavonoids, both external aglycones and vacuolar flavonoid glycosides, have been identified in the aerial parts of endemic North African Sideritis species. The flavonoids produced by these African species are very similar to those produced by Spanish species, being mainly 7-allosylglucosides of 8-hydroxyflavones. Two new flavonoid glycosides, apigenin and luteolin 7-allosylglucosides, have been identified in these plants. Species of the section Sideritis are characterized by the accumulation of the 7 -glycosides of 8-hydroxyflavones (isoscutellarein, hypolaetin and their methyl ethers) whereas those of section Hesiodia accumulate 7-glycosides of the common flavones (apigenin, luteolin and chrysoeriol).
Endemic Sideritis italica (MILL.) GREUTER et BURTER (Lamiaceae) occurs mainly in Southern Italy and Sicily and has previously only been studied for the essential oil composition. In this paper, we complete the phytochemical study of a sample of S. italica, previously analysed for its volatile constituents, occurring in the Appennino Umbro-Marchigiano (Central Italy), which is the northern border of the areal distribution of the species. The analysis of medium polarity constituents led to the isolation of several glycosides, such as flavonoids, i.e. scutellarein derivatives; phenylethanoids, i.e. verbascoside; and iridoids, i.e. melittoside and 5-allosyloxyaucubin, besides the diterpene siderol. The data reported have chemotaxonomic relevance, since they are in contrast with the hypothesis that in Lamiaceae the species producing iridoids do not usually have relevant essential oil production and vice versa.
Polyphenolic Compounds of Sideritis lycia and Their Anti-Inflammatory Activity
Pharmaceutical Biology, 1999
Four phenylpropanoid glycosides lavandulifolioside 1, martynoside 2, verbascoside (ϭacteoside) 3 and leucosceptoside A 4, were isolated from aerial parts of Sideritis lycia Boiss. et Heldr. (Lamiaceae). Their structures were determined by chromatographic and spectroscopic methods (UV, IR, 1 H-NMR, 13 C-NMR, FAB-MS). These compounds and flavonoid glycosides isolated from the same plant in our previously study were screened for their anti-inflammatory activity using the carrageenan-induced mouse paw edema test. The active compounds were then investigated for their effect on gastric ulceration. Although flavonoid glycosides showed higher activity than the phenylpropanoid glycosides, the gastric ulceration effect of phenylpropanoid glycosides was less than flavonoid glycosides.
Antioxidant Properties and Phenolic Composition of Sideritis Species
Chemistry of Natural Compounds, 2000
The antioxidant properties and phenolic composition of 27 Sideritis species were studied. Plant samples were extracted with petroleum ether using a Soxhlet apparatus. The defatted plant materials were extracted with 70% methanol. Antioxidant activities of the extracts were measured using Fe +2 induced linoleic acid peroxidation, as indicated by thiobarbituric acid reactive substance (TBARS) production. Free radical scavenging activities were determined based on 1,1-diphenyl-2-picrylhydrazyl radical (DPPH). Results were compared with standard BHT. Total phenol concentration of the extracts was estimated with Folin-Ciocalteu reagent using gallic acid as standard, and phenolic components were quantified by HPLC-DAD.