Using a combination of various chromatographic techniques including column chromatography over silica gel, Sephadex LH-20, macroporous adsorbent resin, and reversed-phase HPLC, 115 compounds including diterpenes, sesquiterpenes, treterpenes, coumarins, lignans, fatty acid derivatives, and simple aromatic derivatives were isolated from an ethanol extract of branch of Fraxinus sieboldiana (Oleaceaue), and their structures of the compounds were elucidated by spectroscopic methods including 1 D, 2D NMR and MS techniques. Among them, 41 compounds were new. In previous reports, we have been described the isolation, structure elucidation, and bioactivities of the 41 new compounds and 22 known orii including 8 coumarins, 4 phenolic and 12 phenylethanoidal glycosides. As a consequence, we herein reported the isolation and structure elucidation of the remaining 50 known compounds including 8- hydroxy-12-oxoabieta-9(11),13-dien-20-oic 8, 20-lactone(1), 6beta-hydroxyfcrruginol(2),(+)-pisiferic acid(3), (+)-pisiferal(4),(+)-7-dehydroabiet6none(5), 1-oxomiltirone(6), subdigitatone(7), linarionoside B(8), (9S)-linarionoside B(9), (3R,9R)-3-hydroxy-7,8-dihydro-beta-ionol 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside(10), ursolic acid(11), betulinic acid(12), euscaphic acid(13), (+)-syringaresinol(14), (+)-fraxiresinol(15), (+)-1-hydroxysyringaresinol(16), pinoresinol(17), medioresinol(18), 8-acetoxypinoresinol(19), epipinoresinol(20), (-)-olivil(21), (+)-cyclo-olivil(22), 3,3'-dimethoxy-4,4',9-trihydroxy-7,9'-epoxylignan-7'-one(23),(+)-1-hydroxypinoresinol 4'-O-beta-D-glucopyranoside (24), (+)-1-hydroxypinoresinol 4"-O-beta-D-glucopyranoside(25),(+)-syringaresinol O-beta-D-glucopyranoside (26), liriodendrin (27), ehletianol D(28), icariside E5(29) (-)-(7R, 8R)-threo-1-C-syringylglycerol(30),(-)-(7R, 8S)-erythro-guaiacylglycerol (31),(-)-(7R, 8R)-threo-guaiacylglycerol(32), 3-(4-beta-D-glucopyranosyloxy-3-methoxy)-phenyl-2E-propenol(33),2,3-dihydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(34), 2,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)-1-propanone (35), 3-hydroxy-l-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone(36), omega-hydroxypropioguaiacone(37), sinapyladehyde(38), trans-p-hydroxycinnamaldehyde(39), syringic acid(40), vanilic acid(41), vanillin(42), 4-hydroxy-benzaldehyde (43), (24R)-24-ethyl-5alpha-cholestane-3beta,5,6beta-triol(44), beta-sitosterol(45), daucosterol(46), 2,6-dimethoxy-I,4-benzoquinone(47), 2,6-dimethoxy-pyran-4-one(48), 1-(beta-D-ribofuranosyl)uracil(49), and mannitol(50). Compouds 1-7,12,18,28-37,44 and 48 were obtained from the genus Fraxinus for the first time.
Fraxinus ; chemistry ; Magnetic Resonance Spectroscopy ; Mass Spectrometry ; Plant Extracts ; analysis

In the past two decades, European ash trees (Fraxinus spp.) have been severely damaged due to ash dieback disease, which is caused by the fungal species Hymenoscyphus fraxineus (Chalara fraxinea in the anamorphic stage). Recent molecular phylogenetic and population genetic studies have suggested that this fungus has been introduced from Asia to Europe. During a fungal survey in Korea, H. fraxineus-like apothecia were collected from fallen leaves, rachises, and petioles of Korean ash and Manchurian ash trees. The morphological and ecological traits of these materials are described with the internal transcribed spacer rDNA sequence comparison of H. fraxineus strains collected from Korea, China and Japan.
Asia ; China ; DNA, Ribosomal ; Europe ; Fraxinus ; Fungi ; Japan ; Korea

Necrotic enteritis (NE) caused by Clostridium (C.) perfringens commonly occurs in domestic broiler farms since antibiotic supplementation in poultry feed has been banned. We evaluated the antibacterial activities of medicinal plant extracts against C. perfringens isolates to select alternative compounds for preventing NE. We compared antibacterial activities using two methods and evaluated susceptibilities of the isolates based on minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC). Two (Fraxinus rhynchophylla Hance [FRH] and Geranium koreanum Kom. [GKK]) of the 30 plant extracts had potent antibacterial activities against C. perfringens ATCC 13124 in two assays. The MIC values for FRH and GKK against 20 C. perfringens isolates were 128~256 microg/mL and 32~128 microg/mL, respectively. The geometric MIC mean values for the two extracts were 147.2 microg/mL and 68.8 microg/mL, respectively. The MBCs for the two extracts against the same strains were 1,024~2,048 microg/mL and 256~1,024 microg/mL, respectively. The geometric mean MIC and MBC for GKK were about two-fold lower than those of FRH. The modified spot-on-lawn assay may be useful for measuring primary antibacterial potential. FRH and GKK are expected to be used as feed additives to prevent or treat NE in veterinary practice.
Chickens* ; Clostridium ; Clostridium perfringens* ; Enteritis ; Fraxinus* ; Geranium* ; Microbial Sensitivity Tests ; Plant Extracts ; Plants, Medicinal ; Poultry

OBJECTIVETo investigate chemical constituents from an ethanolic extract of the branch of Fraxinus sieboldiana (Oleaceaue)

METHODThe constituents were isolated and purified by a combination of various chromatographic techniques including silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. Structures of the isolates were elucidated by spectroscopic methods including 1D and 2D NMR and MS techniques.

RESULTFour phenolic and twelve phenylethanoidal glycosides were obtained and their structures were identified as 2,6-dimethoxy-p-hydroquinone-4-O-beta-D-glucopyranoside (1), 2,6-dimethoxy-p-hydroquinone-1-O-beta-D-glucopyranoside (2), 4-hydroxy-3-methoxyphenyl beta-D-glucopyranoside (3), 4-hydroxy-3-methoxyphenyl beta-D-xylopyranosyl (1-->6)-O-beta-D-glucopyranoside (4), osmanthuside H (5), 2-(4-hydroxyphenyl) ethyl beta-D-glucopyranoside (6), 2-(3, 4-dihydroxyphenyl) ethyl beta-D-glucopyranoside (7), 2-hydroxy-4-(2-hydroxyethyl)-phenyl beta-D-glucopyranoside (8), 4-(2-hydroxyethyl)-2-methoxyphenyl beta-D-glucopyranoside (9), calceolarioside B (10), calceolarioside A (11), ferruginoside A (12), isolugrandoside (13), acteoside (14), chiritotoside C (15), and plantasisoside (16).

CONCLUSIONCompounds 1-4,9,12, 13 and 16 were obtained from the genus Fraxinus for the first time.

Ethanol ; chemistry ; Fraxinus ; chemistry ; Glycosides ; analysis ; chemistry ; isolation & purification ; Phenol ; chemistry ; Plant Stems ; chemistry

Child ; Chronic Disease ; Cough ; classification ; diagnosis ; drug therapy ; epidemiology ; physiopathology ; Environment ; Fraxinus ; Gastroesophageal Reflux ; etiology ; Humans ; Molecular Diagnostic Techniques ; methods ; Parenting ; psychology ; Psychology, Child

OBJECTIVETo investigate the chemical constituents of Fraxinus paxiana.

METHODThe chemical constituents were isolated and purified by chromatographic techniques and the structures of the compounds were identified with or by spectroscopic methods.

RESULTFifteen compounds were obtained from the methanol extract of F. paxiana and their structures were elucidated as esculin (1), esculetin (2), fraxin (3), fraxetin (4), salidroside (5), osmanthuside H (6), liriodendrin (7), 3-(4-beta-D-glucopyranosyloxy-3-methoxy)-phenyl-2E-propenol (8), threo-syringylglycerol (9), euscaphic acid (10), 3-hydroxy-1-(4-hydroxy-3, 5-dimethoxyphenyl)-1-propanone (11), omega-hydroxypropioguaiacone (12), sinapyladehyde (13), betulinic acid (14) and mannitol (15).

CONCLUSIONAll compounds were obtained from this plant for the first time.

Coumarins ; chemistry ; Esculin ; chemistry ; Fraxinus ; chemistry ; Furans ; chemistry ; Glucosides ; chemistry ; Glycosides ; chemistry ; Mannitol ; chemistry ; Methanol ; chemistry ; Phenols ; chemistry ; Plant Bark ; chemistry ; Triterpenes ; chemistry ; Umbelliferones ; chemistry

Inonotus obliquus is a fungus that causes white heart rot on several broad-leaved species. This fungus forms typical charcoal-black, sterile conks (chaga) or cinder conks on infected stems of the birche (Betula spp). The dark brown pulp of the sterile conk is formed by a pure mycelial mass of fungus. Chaga are a folk remedy in Russia, reflecting the circumboreal distribution of I. obliquus in boreal forest ecosystems on Betula spp. and in meridional mountain forests on beech (Fagus spp.) in Russia, Scandinavia, Central Europe, and Eastern Europe. Distribution at lower latitudes in Western and Southern Europe, Northern America, Asia, Japan, and Korea is rare. Infected trees grow for many years without several symptoms of decline. The infection can penetrate through stem injuries with exterior sterile conks developing later. In the Czech Republic, cinder conk is found on birches inhabiting peat bogs and in mountain areas with a colder and more humid climate, although it is widespread in other broad leaved species over the Czech Republic. The most common hosts are B. pendula, B. pubescens, B. carpatica, and F. sylvatica. Less frequent hosts include Acer campestre, Acer pseudoplatanus, Alnus glutinosa, Alnus incana, Fraxinus excelsior, Quercus cerris, Q. petraea, Q. robur, Q. delachampii, and Ulmus sp.
Acer ; Alnus ; Asia ; Betula ; Climate ; Czech Republic ; Ecology ; Ecosystem ; Europe ; Europe, Eastern ; European Continental Ancestry Group ; Fagus ; Fraxinus ; Fungi ; Heart ; Humans ; Japan ; Korea ; Medicine, Traditional ; North America ; Quercus ; Russia ; Scandinavia ; Soil ; Trees ; Ulmus ; Wetlands

OBJECTIVETo investigate the chemical constituents from the branch of Fraxinus sieboldiana, and evaluate their antioxidative activity.

METHODThe chemical constituents were isolated and purified by chromatographic techniques over silica gel, macroporous adsorbent resin, Sephadex LH-20, and preparative HPLC. Structures of the compounds were identified by spectroscopic methods. The antioxidant activity was evaluated by Fe(+2)-cystine induced rat liver microsomal lipid peroxidation.

RESULTEight coumarins were obtained and their structures were elucidated as esculin (1) , esculetin (2), fraxin (3), fraxetin (4), 6, 7-di-O-beta-D-glucopyranosylesculetin (5), scopoletin (6), cleomiscosin D (7) and cleomiscosin B (8). At a concentration of 10(-6) mol x L(-1), compound 4 showed antioxidative activity inhibiting Fe(+2)-cystine induced rat liver microsomal lipid peroxidation with inhibitory rate of 60%.

CONCLUSIONCompounds 5, 7 and 8 were obtained from the genus Fraxinus for the first time. Compound 4 showed remarkable antioxidative activity, which was higher than that of VE (35%).

Animals ; Antioxidants ; chemistry ; pharmacology ; Coumarins ; chemistry ; pharmacology ; Fraxinus ; chemistry ; Lipid Peroxidation ; drug effects ; Magnetic Resonance Spectroscopy ; Microsomes, Liver ; drug effects ; metabolism ; Rats ; Scopoletin ; chemistry ; pharmacology ; Spectrometry, Mass, Electrospray Ionization ; Umbelliferones ; chemistry ; pharmacology