Poliumoside, a caffeic glycoside ester from Teucrium belion

Andary, Claude; Wylde, Renée; Heitz, Annie; Rascol, Jean-Pierre; Roussel, Jean-Louis; Laffite, Colette

doi:10.1016/s0031-9422(00)83557-8

Cited by 47 publications

(23 citation statements)

References 8 publications

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“…(Cornaceae) and later from various other plant species (Karrer & Schmid, 1946). Poliumoside (4) was identified by NMR spectral comparison with literature data (Andary et al, 1985). NMR data obtained for 5 were in perfect agreement with those reported for verbascoside (Nishimura et al, 1991).…”

Section: Resultssupporting

confidence: 76%

Note Iridoid Glucosides, Phenylpropanoid Derivatives and Flavanoids from Bartsia alpina

Cuendet

Potterat

Hostettmann

1999

Pharmaceutical Biology

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Section: Resultssupporting

confidence: 76%

Note Iridoid Glucosides, Phenylpropanoid Derivatives and Flavanoids from Bartsia alpina

Cuendet

Potterat

Hostettmann

1999

Pharmaceutical Biology

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“…The fraction eluted with MeOH was repeatedly subjected to column chromatography using silica gel and octadecylsilyl silica gel, then by preparative HPLC-ODS to afford 18 compounds (1-18). Thirteen were known compounds; shanzhiside methyl ester (1), 8-O-acetylshanzhiside methyl ester (barlerin) (2), 6-O-acetylshanzhiside methyl ester (3), 6,8-O,Odiacetylshanzhiside methyl ester (acetylbarlerin) (4) (Damtoft et al, 1982;Byrne et al, 1987), ipolamiide (9) (Damtoft et al, 1984b), ipolamiidoside (10) (Byrne et al, 1987), phlorigidoside B (11) , forsythoside B (13) (Endo et al, 1982), verbascoside (14) (Andary et al, 1982), poliumoside (15) (Andary et al, 1985), (+)-lyoniresinol 3a-O-b-glucopyranoside (16) (Achenbach et al, 1992), (3R)-1-octen-3-yl-b-primeveroside (17) (Yamamura et al, 1998) and benzyl alcohol b-(2 0 -O-b-xylopyranosyl) glucopyranoside (18) (Sudo et al, 2000) by physical data and spectroscopic evidences.…”

Section: Resultsmentioning

confidence: 99%

Iridoid glucosides from Barleria lupulina

2001

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“…Structures were determined by the combination of C-NMR, and MS spectral methods. In brief, six phenylethanoid glycosides: acteoside (1) 11,12) ; bioside (2) 13) ; echinacoside (3) 14,15) ; poliumoside (4) 16,17) ; bphenylethyl glycoside (5) 18) ; salidroside (6) 19) were isolated from the n-butanol extract and their structures determined by comparison with those published in the literature, respectively. Compounds 1 and 3 are major phenylethanoid glycosides of the flowers.…”

Section: Resultsmentioning

confidence: 99%

Total Peroxynitrite Scavenging Capacity of Phenylethanoid and Flavonoid Glycosides from the Flowers of Buddleja officinalis

Tài

Jung

Cuong³

et al. 2009

Biological & Pharmaceutical Bulletin

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The flowers of Buddleja officinalis MAXIM. (Buddlejaceae) are used in traditional medicine in several parts of the world where it is indigenous. In folk medicine remedies, it is used for the treatment of stroke, headache, neurological disorders, conjunctival congestion, clustered nebulae, removal of heat, replenishment of the liver, and clearing the corneal opacity.1-3) Besides its uses in traditional medicine, the B. officinalis plant has also been cultured and its flowers used as a yellow natural food colorant. 1,4) Phytochemical studies of the flower have yielded isolation of flavonoids, 5) saponins, 6) and several phenylethanoid glycosides. 7)Pharmacognosy and usage of B. officinalis in traditional recipes have been widely reported by Chinese and Korean scientists. Flavonoids from the flowers have shown weakly antioxidative and antifungal activities.5) The aqueous extract of B. officinalis inhibits highly glucose-induced matrix metalloproteinase activity.3) However, the antioxidant activities of constituents from the flower have been not extensively studied.5) As part of our investigations of bioactive compounds from Vietnamese medicinal plants, the flowers of B. officinalis were found to possess high antioxidant activity using the total oxidant scavenging capacity (TOSC) assay. The TOSC assay developed by the Winston and collaborators is a method for evaluating antioxidant activity based on the inhibition of oxy-radical-induced production of ethylene gas from a-keto-g-methiolbutyric acid (KMBA). 8,9) The advantages of this method are that it is simple, rapid, and applicable for either biological tissues as well as pure antioxidants. Furthermore, unlike 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay, this assay can evaluate antioxidant capacity against physiological oxidants including peroxynitrite.In this paper, the isolation of nine compounds, including six phenylethanoid glycosides (1-6) and three flavones (7-9) from EtOAc and n-BuOH extracts of the flowers of B. officinalis are reported. Of these, bioside (2) was isolated for the first time from the Buddleja genus. Antioxidant activities against peroxynitrite were then evaluated using TOSC assay. MATERIALS AND METHODS General Experimental ProceduresThe nuclear magnetic resonance ( 1 H-NMR, 400 MHz and 13 C-NMR, 100 MHz) spectra were recorded on a Bruker DRX-NMR spectrometer (Germany) using Bruker's standard pulse program. Chemical shifts were reported in ppm downfield from tetramethylsilan (TMS), with J in Hz. The electronspray ionization (ESI) mass spectra were recorded on an AGILENT 1100 LC-MSD trap spectrometer. Silica gel (70-230, 230-400 mesh, Merck), YMC RP-18 resins (30-50 mm, Fuji Silysia Chemical Ltd.) were used as absorbents in the column chromatography. Thin layer chromatography (TLC) plates (Silica gel 60 F 254 and RP-18 F 254 , 0.25 mm, Merck) were purchased from Merck KGaA (Darmstadt, Germany). Spots were detected under UV radiation (254, 365 nm) and by spraying the plates with 10% H 2 SO 4 followed by heating with a heat gun. Chemistry, VAST...

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Poliumoside, a caffeic glycoside ester from Teucrium belion

Cited by 47 publications

References 8 publications

Note Iridoid Glucosides, Phenylpropanoid Derivatives and Flavanoids from Bartsia alpina

Note Iridoid Glucosides, Phenylpropanoid Derivatives and Flavanoids from Bartsia alpina

Iridoid glucosides from Barleria lupulina

Total Peroxynitrite Scavenging Capacity of Phenylethanoid and Flavonoid Glycosides from the Flowers of Buddleja officinalis

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