Showing papers on "Verbascoside published in 1999"

Novel and known constituents from Buddleja species and their activity against leukocyte eicosanoid generation.

Abstract: We have undertaken a systematic survey of the genus Buddleja used in traditional Chinese medicine for antiinflammatory and other indications by testing extracts and isolated natural products for their activity against the enzymes of the arachidonate cascade. This was done by using elicited rat peritoneal leukocytes, a physiologically relevant established whole cell system that expresses both cyclo-oxygenase (COX) and 5-lipoxygenase (5-LOX) activity. Lipophilic extracts of B. globosa roots and B. myriantha stem exhibited inhibitory activities in the 5-LOX and COX enzyme assays, whereas those of B. officinalis flowers, B. yunanesis stems, and B. asiatica stems showed inhibitory activities only against COX. The phytochemical investigation of these extracts, and consequent structure elucidation of isolated compounds using spectroscopic data, led to the isolation from B. globosa of three new terpenoid compounds named dihydrobuddledin A, buddledone A, and buddledone B and four known compounds-buddledins A, B, and C and zerumbone; 12 known compounds from B. officinalis-calceolarioside, campneoside, verbascoside, echinacoside, forsythoside B, angoroside A, crocetin monogentibiosyl ester, acacetin, acacetin-7-O-alpha-L-rhamnopyranosyl (1-6)-beta-D-glucopyranoside, acacetin-7-O-alpha-L-rhamnopyranosyl (1-6)[alpha-L-rhamnopyranosyl (1-2)]-beta-D-glucopyranoside, songarosaponin A, delta-amyrone; and eight known compounds fromB. yunanesis-11,14-dihydroxy-8,11, 13-abietatrien-7-one, beta-sitosterol, verbascoside, echinacoside, forsythoside B, angoroside A, methylcatapol, and sucrose. Tests on the isolated compounds for inhibition of eicosanoid synthesis showed that buddledin A, crocetin monogentibiosyl ester, and acacetin exhibited an inhibitory effect on COX with IC(50) values of 13.7 microM, 28.2 microM, and 77.5 microM, respectively, whereas buddledin A exhibited inhibitory effect on 5-LOX with an IC(50) value of 50.4 microM.

Radical scavenging activity of phenylpropanoid glycosides in Caryopteris incana

Abstract: In our screening program for antioxidants from traditional drugs and foodstuffs, one new phenylpropanoid glycoside, incanoside, was isolated together with four known phenylpropanoid glycosides, verbascoside, isoverbascoside, phlinoside A, and 6-O-caffeoyl-β-D-glucose from the whole plant of Caryopteris incana (Thunb.) Miq. On the basis of chemical evidence and spectral analysis data, the structure of incanoside was determined to be 1-O-(3,4-dihydroxyphenyl)ethyl-O-β-D-glucopyranosyl (1→2)-α-L-rhamnopyranosyl(1→3)-6-O-caffeoyl-β-D-glucopyranoside. The four phenylpropanoid glycosides exhibited potent radical scavenging activity against DPPH, hydroxyl (•OH), and superoxide anion (O2•-) radicals.

Polyphenolic compounds of sideritis lycia and their anti-inflammatory activity

Abstract: Four phenylpropanoid glycosides lavandulifolioside 1, martynoside 2, verbascoside (� acteoside) 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.

Phenylethanoid glycosides from Globularia trichosantha.

Abstract: Five phenylethanoid glycosides, crenatoside (= oraposide) (1), verbascoside (= acteoside) (2), trichosanthoside A (3), rossicaside A (4), and trichosanthoside B (5), were isolated from the aerial parts of Globularia trichosantha. Compounds 3 and 5 are new natural compounds, and their structures were established as 3, 4-dihydroxy-beta-phenylethoxy-O-beta-D-xylopyranosyl-(1-->4)-alpha -L- rhamnopyranosyl-(1-->3)-4-O-caffeoyl-beta-D-glucopyranoside and 3, 4-dihydroxy-beta-phenylethoxy-O-[beta-D-xylopyranosyl-(1-->4)-alph a-L -rhamnopyranosyl-(1-->3)]-[beta-D-xylopyranosyl-(1-->6)]-4-O-caffeoyl -beta-D-glucopyranoside, respectively. The structures of all compounds were established by spectral evidence. Compounds 1-5 also demonstrated scavenging properties toward the 2, 2-diphenyl-1-picrylhydrazyl radical in TLC autographic assays.

Retardation of skeletal muscle fatigue by the two phenylpropanoid glycosides: verbascoside and martynoside from Pedicularis plicata maxim.

Abstract: The effects of the phenylpropanoid glycosides verbascoside and martynoside from Pedicularis plicata were investigated on muscle contractility in Bufo gastrocnemius muscle electrically stimulated in vitro. The maximum amplitude and maintained time of contraction were mechanically recorded and used as indices of muscle contractility. After 30 min pretreatment of the muscle, verbascoside at 20.0 µM resisted muscle fatigue significantly while martynoside at 80.0 µM improved muscle contractility only slightly. These two glycosides resisted muscle fatigue depending on their antioxidative activities, which is in agreement with the role of reactive oxygen species (ROS) in promoting fatigue in skeletal muscle. Copyright © 1999 John Wiley & Sons, Ltd.

Mechanism of action of verbascoside on the isolated rat heart : Increases in level of prostacyclin

Abstract: The mechanism of the positive cardioactive effects induced by verbascoside in the Lagendorff rat heart has been investigated. Isolated rat hearts treated with alpha- or beta-adrenergic agents did not show significant reduction of the positive chronotropism, inotropism and increased coronary perfusion rate mediated by verbascoside. A significant increase in prostacyclin levels (142%) observed following the administration of verbascoside suggests that prostacyclin stimulates formation of cAMP which induces the cardioactivity associated with verbascoside.

Effect of verbascoside on decreasing concentration of oxygen free radicals and lipid peroxidation in skeletal muscle.

Abstract: AIM: To detect the effects of verbascoside on decreasing the concentration of oxygen free radicals (OFR) and lipid peroxidation in skeletal muscle resulting from exhaustive exercise. METHODS: Electron spin resonance (ESR) technique and thiobarbituric acid reaction (TBAR) method were used to detect the concentration of OFR in intact gastrocnemius muscle and the contents of milondialdehyde (MDA) in muscle homogenate. RESULTS: Verbascoside decreased the concentration of OFR (P < 0.05) and the level of lipid peroxidation (P < 0.05) in muscle caused by exercise. CONCLUSION: Verbascoside has the effects of reducing oxidative stress in muscle caused by exhaustive exercise by decreasing the concentration of free radicals and the level of lipid peroxidation.

Chemical potential of Aphelandra sp. cell cultures

Abstract: Six different callus lines and three different suspension culture lines were established from plants of two Aphelandra species (Acanthaceae). All established lines were analyzed for secondary metabolite accumulation. A discrepancy between secondary metabolites accumulated in the plants and in the cell cultures could be observed. All established Aphelandrasp. cell cultures produced verbascoside (acteoside) as the major extractable metabolite. Time course experiments were carried out to investigate the relationship between cell growth and verbascoside production. In the present study it was shown that verbascoside accumulation was growth dependent and positively related to the presence of 2,4-D in the medium. The conditions in which verbascoside represents ca. 18% of cell culture weight have been defined. Free polyamines were detected in the cell culture lines cultivated in MS liquid medium (cysteine 10 mg l-1, thiamine 1 mg l-1, 2,4-D 1 mg l-1, kinetin 0.2 mg l-1 and sucrose 30 g l-1). Putrescine and spermidine accumulated within 8 days to a maximum of 8.4 μmol g-1 of dry wt and 2.6 μmol g-1 of dry wt respectively and thereafter their concentration decreased rapidly. There was no evidence for the presence of spermine or any other type of free or conjugated polyamines in the tested cell culture lines.

Fast repair of dAMP hydroxyl radical adduct by verbascoside via electron transfer.

Abstract: DNA damaged by oxygen radicals has been implicated as a causative event in a number of degenerative diseases, including cancer and aging. So it is very impotant to look for ways in which either oxygen radicals are scavenged prior to DNA damage or damaged DNA is repaired to supplement the cells’ inadequate repair capacity. The repair activity and its mechanism of verbascoside, isolated fromPedicularis species, towards dAMP-OH · was studied with pulse radiolytic technique. On pulse irradiation of nitrous oxide saturated 2 mmol/L dAMP aqueous solution containing verbascoside, the transient absorption spectrum of the hydroxyl adduct of dAMP decayed with the formation of that of the phenoxyl radical of verbascoside well under 100 microseconds after electron pulse irradiation. The result indicated that dAMP hydroxyl adducts can be repaired by verbascoside. The rate constants of the repair reaction was deduced to be 5.9 × 108 dm3 · mol-1 · s-1. A deeper understanding of this new repair mechanism will undoubtedly help researchers explore new prevent and/or intervening medicine.

Chemotaxonomy of the genus Nuxia (Buddlejaceae)

Abstract: An investigation of two species of Nuxia (Buddlejaceae) showed that this genus is characterised by the presence of the eight-carbon iridoid glucoside unedoside and/or its derivatives. From N. floribunda was isolated unedoside, nuxioside (6- O -a-L-rhamnopyranosyl-unedoside) and 2″-acetyl-3″-cinnamoyl-nuxioside, while from N. oppositifolia was obtained 2″-acetyl-3″-benzoyl-nuxioside. Verbascoside was isolated from both plants. The biosynthesis of unedoside in N. floribunda was investigated and deoxyloganic acid was shown to be a precursor. The taxonomic position of Nuxia and Buddlejaceae is discussed.

2′‐Apiosylgardoside, an Iridoid Glucoside from Verbenoxylum reitzii.

Abstract: A new iridoid glucoside, 2′-apiosylgardoside together with the known compounds theviridoside, ipolamiide and verbascoside were isolated from leaves of Verbenoxylum reitzii. The structure of the new compound was determined mainly by NMR spectroscopy.