Glycosidic constituents of the leaves of an Okinawan Leguminosae plant, Derris trifoliata Lour.

Takeda, Yoshio; Yano, K.; Ayabe, Hisako; Masuda, Toshiya; Otsuka, Hideaki; Sueyoshi, Etsuko; Shinzato, Takakazu; Aramoto, Mitsunori

doi:10.1007/s11418-008-0263-y

Cited by 11 publications

(7 citation statements)

References 19 publications

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“…Of these, the simplest compound is a prenylated sugar that is probably biosynthesized by a transfer of DMAPP to the 1-hydroxyl group of d-glucose. [52,53] In contrast, the largest and most complicated compound is a lipid with a prenylated sugar moiety isolated from marine sponge. [54] Therefore, prenyltransferases responsible for biosynthesis of these compounds could also give us insights into the recognition mechanism for prenyl acceptors of different sizes and structures.…”

Section: Discussionmentioning

confidence: 99%

An Enzyme Catalyzing O‐Prenylation of the Glucose Moiety of Fusicoccin A, a Diterpene Glucoside Produced by the Fungus Phomopsis amygdali

et al. 2012

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Isoprenoids form the largest family of compounds found in nature. Isoprenoids are often attached to other moieties such as aromatic compounds, indoles/tryptophan, and flavonoids. These reactions are catalyzed by three phylogenetically distinct prenyltransferases: soluble aromatic prenyltransferases identified mainly in actinobacteria, soluble indole prenyltransferases mostly in fungi, and membrane-bound prenyltransferases in various organisms. Fusicoccin A (FC A) is a diterpene glycoside produced by the plant-pathogenic fungus Phomopsis amygdali and has a unique O-prenylated glucose moiety. In this study, we identified for the first time, from a genome database of P. amygdali, a gene (papt) encoding a prenyltransferase that reversibly transfers dimethylallyl diphosphate (DMAPP) to the 6'-hydroxy group of the glucose moiety of FC A to yield an O-prenylated sugar. An in vitro assay with a recombinant enzyme was also developed. Detailed analyses with recombinant PAPT showed that the enzyme is likely to be a monomer and requires no divalent cations. The optimum pH and temperature were 8.0 and 50 °C, respectively. K(m) values were calculated as 0.49±0.037 μM for FC P (a plausible intermediate of FC A biosynthesis) and 8.3±0.63 μM for DMAPP, with a k(cat) of 55.3±3.3×10⁻³ s. The enzyme did not act on representative substrates of the above-mentioned three types of prenyltransferase, but showed a weak transfer activity of geranyl diphosphate to FC P.

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Section: Discussionmentioning

confidence: 99%

An Enzyme Catalyzing O‐Prenylation of the Glucose Moiety of Fusicoccin A, a Diterpene Glucoside Produced by the Fungus Phomopsis amygdali

et al. 2012

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“…This plant genus exhibits biological activities such as antioxidant (Papageorgiou et al 2008;Baatour et al 2011), antiulcerogenic (Al-Howiriny et al 2009), antimicrobial (Kacaniova et al 2014), antiviral (Zhang et al 2014), antinociceptive (Pahlavan et al, 2013), antitumour (Thoppil et al 2013;Tuncer et al 2013) and antifungal (Fadel et al 2013). Previous phytochemical and pharmacological studies on the Origanum have revealed the presence of monoterpenes (Exarchou et al 2013), diterpenes (Takeda et al 2008), flavonoids (Lin et al 2003), steroids (Bellakhdar et al 1988), hydroquinone, hydroquinone-monomethyl ether (Assaf et al 1987), flavone glycosides (Chatzopoulou et al 2010) and other pharmaceutically and medicinally valuable compounds (Lin et al 2003). Due to the biological and chemical diversities, the demand of Origanum in the world market has increased steadily.…”

Section: Introductionmentioning

confidence: 99%

Bioassay-guided isolation, identification of compounds from Origanum rotundifolium and investigation of their antiproliferative and antioxidant activities

Erenler

Meral

Sen

et al. 2017

Pharmaceutical Biology

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“…Stem bark contains tannic acid, resins, wax, colouring matters, alkaloidal substance, rotenone, saponin-like glycosides, gum, glucose and minerals and roots contain rotenone, dehydrorotenone, deguelin, lupeol, toxicarol and a ketone 4 . Several rotenoids 5,6 and glycosidic compounds 7 have been isolated from aerial parts of D. trifoliata. Previously we reported diuretic 8 and antidiarrhoeal 9 activities of the plant.…”

Section: Introductionmentioning

confidence: 99%

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2012

IJPSR

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In the present study, we investigated neurobehavioral activity of ethanol extract of the aerial parts of Derris trifoliata (Lour.) in mice as a part of a psychopharmacological screening of this plant. The effects of the plant extract on CNS were studied by using potentiation of phenobarbitoneinduced sleeping time and exploratory behavior in mice. The crude extract (500 mg/kg body weight) significantly (P<0.001) potentiated onset of sleep and prolonged the total sleeping time in mice. In tests for exploratory behavior, the plant extract (1000 mg/kg body weight) showed significant effect on ambulation and emotional defecation and also in the open field score in case of staying in single area. The overall results suggest that the ethanol extract of D. trifoliata contains some active principles which may be CNS depressant in nature.

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Glycosidic constituents of the leaves of an Okinawan Leguminosae plant, Derris trifoliata Lour.

Abstract: From the leaves of Derris trifoliata, collected in Okinawa, 15 glycosidic compounds were isolated and identified.

Cited by 11 publications

References 19 publications

An Enzyme Catalyzing O‐Prenylation of the Glucose Moiety of Fusicoccin A, a Diterpene Glucoside Produced by the Fungus Phomopsis amygdali

An Enzyme Catalyzing O‐Prenylation of the Glucose Moiety of Fusicoccin A, a Diterpene Glucoside Produced by the Fungus Phomopsis amygdali

Bioassay-guided isolation, identification of compounds from Origanum rotundifolium and investigation of their antiproliferative and antioxidant activities

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