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Phenylvaleric acid and flavonoid glycosides from Polygonum salicifolium.
J Nat Prod. 1999 Aug; 62(8):1101-5.JN

Abstract

(3R)-O-beta-D-Glucopyranosyloxy-5-phenylvaleric acid (1), (3R)-O-beta-D-glucopyranosyloxy-5-phenylvaleric acid n-butyl ester (2), and a new dihydrochalcone diglycoside 4'-O-[beta-D-glucopyranosyl-(1-->6)-glucopyranosyl]oxy-2'-hydroxy-3', 6'-dimethoxydihydrochalcone (3), together with six known flavonoid glycosides [kaempferol-3-O-beta-D-glucopyranoside (= astragalin) (4), kaempferol-3-O-beta-D-galactopyranoside (5), quercetin-3-O-beta-D-glucopyranoside (= isoquercitrin) (6), quercetin-3-O-beta-D-galactopyranoside (= hyperoside) (7), quercetin-3-O-(2''-O-galloyl)-beta-D-glucopyranoside (8), and quercetin-3-O-beta-D-glucuronopyranoside (9)] were isolated from the aerial parts of Polygonum salicifolium. The structure elucidation of the isolated compounds was performed by spectroscopic (UV, IR, ESI-MS, 1D- and 2D-NMR), chemical (methylation, enzymatic hydrolysis, partial synthesis), and chromatographic methods (HPLC, Chiralcel OD). The flavonoid glycosides (4-9) demonstrated scavenging properties toward the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical in TLC autographic assays.

Authors+Show Affiliations

Calis I
Hacettepe University, Faculty of Pharmacy, Department of Pharmacognosy, TR-061000 Ankara, Turkey. acalis@dominet.in.com.tr
Kuruüzüm A
No affiliation info available
Demirezer LO
No affiliation info available
Sticher O
No affiliation info available
Ganci W
No affiliation info available
Rüedi P
No affiliation info available

MeSH

Carbohydrate SequenceFlavonoidsGlycosidesHydrolysisMethylationMolecular Sequence DataPentanoic AcidsPlants, MedicinalPolygonaceaeSpectrophotometry, InfraredSpectrophotometry, UltravioletSpectroscopy, Fourier Transform InfraredTurkey

Pub Type(s)

Journal Article

Language

eng

PubMed ID

10479312

Citation

Calis, I, et al. "Phenylvaleric Acid and Flavonoid Glycosides From Polygonum Salicifolium." Journal of Natural Products, vol. 62, no. 8, 1999, pp. 1101-5.
Calis I, Kuruüzüm A, Demirezer LO, et al. Phenylvaleric acid and flavonoid glycosides from Polygonum salicifolium. J Nat Prod. 1999;62(8):1101-5.
Calis, I., Kuruüzüm, A., Demirezer, L. O., Sticher, O., Ganci, W., & Rüedi, P. (1999). Phenylvaleric acid and flavonoid glycosides from Polygonum salicifolium. Journal of Natural Products, 62(8), 1101-5.
Calis I, et al. Phenylvaleric Acid and Flavonoid Glycosides From Polygonum Salicifolium. J Nat Prod. 1999;62(8):1101-5. PubMed PMID: 10479312.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Phenylvaleric acid and flavonoid glycosides from Polygonum salicifolium. AU - Calis,I, AU - Kuruüzüm,A, AU - Demirezer,L O, AU - Sticher,O, AU - Ganci,W, AU - Rüedi,P, PY - 1999/9/10/pubmed PY - 1999/9/10/medline PY - 1999/9/10/entrez SP - 1101 EP - 5 JF - Journal of natural products JO - J Nat Prod VL - 62 IS - 8 N2 - (3R)-O-beta-D-Glucopyranosyloxy-5-phenylvaleric acid (1), (3R)-O-beta-D-glucopyranosyloxy-5-phenylvaleric acid n-butyl ester (2), and a new dihydrochalcone diglycoside 4'-O-[beta-D-glucopyranosyl-(1-->6)-glucopyranosyl]oxy-2'-hydroxy-3', 6'-dimethoxydihydrochalcone (3), together with six known flavonoid glycosides [kaempferol-3-O-beta-D-glucopyranoside (= astragalin) (4), kaempferol-3-O-beta-D-galactopyranoside (5), quercetin-3-O-beta-D-glucopyranoside (= isoquercitrin) (6), quercetin-3-O-beta-D-galactopyranoside (= hyperoside) (7), quercetin-3-O-(2''-O-galloyl)-beta-D-glucopyranoside (8), and quercetin-3-O-beta-D-glucuronopyranoside (9)] were isolated from the aerial parts of Polygonum salicifolium. The structure elucidation of the isolated compounds was performed by spectroscopic (UV, IR, ESI-MS, 1D- and 2D-NMR), chemical (methylation, enzymatic hydrolysis, partial synthesis), and chromatographic methods (HPLC, Chiralcel OD). The flavonoid glycosides (4-9) demonstrated scavenging properties toward the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical in TLC autographic assays. SN - 0163-3864 UR - https://www.unboundmedicine.com/medline/citation/10479312/Phenylvaleric_acid_and_flavonoid_glycosides_from_Polygonum_salicifolium_ L2 - https://doi.org/10.1021/np9900674 DB - PRIME DP - Unbound Medicine ER -