title: Glutinoin, a novel antioxidative ellagitannin from Alnus glutinosa cones with glutinoic acid dilactone moiety.
abstract: The crude aqueous ethanol extract of the cones of Alnus glutinosa (L.) Gaertn. (Betulaceae; black alder, European alder) was obtained and further partitioned between water and various organic phases. The active water and butanol phases were subjected to assay-guided (DPPH) fractionation using repetitive RP HPLC until individual compounds were isolated. Their antioxidative activities, measured as SC₅₀ values, were evaluated. The chemical structures of the isolated compounds were elucidated with the help of mass spectroscopy, (1)H NMR technique, UV spectroscopy, and chemical approaches. One novel ellagitannin, glutinoin (2), along with two known compounds, pedunculagin (1) and praecoxin D (3), were isolated and found to contribute to antioxidative activity of the A. glutinosa cones extract. The activities (SC₅₀) of 1-3 were evaluated as 0.95 (1), 1.00 (2) and 1.01 µg mL⁻¹ (3). The scavenging effects of glutinoin (2) and praecoxin D (3) were reported for the first time.
authors: Ajinomoto-Genetika Research Institute, 1-st Dorozhny pr. 1-1, Moscow 117545, Russian Federation.
authors: Sergey A
authors: SA
authors: Ivanov
authors: Kenzo
authors: K
authors: Nomura
authors: Ilya L
authors: IL
authors: Malfanov
authors: Leonid R
authors: LR
authors: Ptitsyn
mesh_terms: D029661:Alnus / Q000737:chemistry*; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D002851:Chromatography, High Pressure Liquid; D004353:Drug Evaluation, Preclinical; D047348:Hydrolyzable Tannins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000975:Antioxidants; D047348:Hydrolyzable Tannins; D010936:Plant Extracts; C013515:ellagitannin; C577996:glutinoin