• Title/Summary/Keyword: Stigmasterol 3-O-β-D-glucopyranoside

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Chemical Constituents of Nauclea vanderguchtii

  • Nkouayeb, Brice Maxime Nangmou;Azebaze, Anatole Guy Blaise;Tabekoueng, Georges Bellier;Tsopgni, Willifred Dongmo Tekapi;Lenta, Bruno Ndjakou;Frese, Marcel;Sewald, Norbert;Vardamides, Juliette Catherine
    • Natural Product Sciences
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    • v.26 no.2
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    • pp.144-150
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    • 2020
  • Phytochemical investigation of leaves, barks and roots of Nauclea vanderguchtii led to the isolation of sixteen compounds, which includes one citric acid derivative (2), one alkaloid (16), one peptide derivative (3), and twelve triterpenes (1, 4 - 13). These compounds were identified as rotundanonic acid (1), 2-hydroxy-1,2,3-propanetricarboxylic acid 2-methyl ester (2), asperphenamate (3), lupeol (4), stigmasterol (5), betulin (6), betulenic acid (7), stigmasterol 3-O-β-D-glucopyranoside (8), quinovic acid 3β-O-α-L-rhamnoside (9), α-amyrin (10), 3-oxoquinovic acid (11), ursolic acid (12), hederagenin (13), rotundic acid (14), clethric acid (15), and naucleficine (16) by the analysis of their NMR spectroscopic data including 2D NMR spectra and by comparison of their spectroscopic data reported in the literature. Compounds 1 and 3 were isolated for the first time in the genus Nauclea, and compound 2 was isolated for the first time from the Rubiaceae family. Complete NMR assignations for 1 have been published for the first time.

Secondary Metabolites from Anthonotha cladantha (Harms) J.Léonard

  • Laurent Voufack Lefack Bongmo;Achille Nouga Bissoue;Samuel Magloire Bissim;Georges Bellier Tabekoueng;Willifred Dongmo Tekapi Tsopgni;Mehreen Lateef;Felicien Mushagalusa Kasali;Muhammad Shaiq Ali;Alain Francois Kamdem Waffo;Jean Duplex Wansi
    • Natural Product Sciences
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    • v.29 no.1
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    • pp.50-58
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    • 2023
  • The phytochemical investigation of the crude methanolic extracts roots and stem bark of Anthonotha cladantha (Harms) J.Léonard led to the isolation and identification of twelve secondary metabolites: 2,3-dihydroxypropyl hexacosanoate (1), hederagenine (2), cycloeucalenol (3), 2α-hydroxylupeol (4), betulinic acid (5), lupeol (6), heptacosan-2-one (7), triacontanoic acid (8), stigmast-4-en-3-one (9), β-sitosterol (10), stigmasterol (11), and stigmasterol-3-O-β-D-glucopyranoside (12). Their structures were elucidated with the help of their spectroscopic and physical data and by comparison with those reported in the literature. To the best of our knowledge, from all those compounds, 2,3-dihydroxypropyl hexacosanoate (1), hederagenine (2), cycloeucalenol (3), 2α-hydroxylupeol (4), and betulinic acid (5) are being reported for the first time from this genus. In addition, the acetylation of compound 1 afforded a new derivative 3-(hexacosanoyloxy)propane-1,2-diyl diacetate (1a). Compound 1 possessed a moderate α-glucosidase inhibitory activity with an IC50 value of 39.2 ± 0.22 μM; it neither showed antioxidant activity nor inhibition against the enzyme urease. Compound 1a exhibited weak antioxidant activity in the DPPH assay with an IC50 value of 80.3 ± 0.83 μM but was inactive against α-glucosidase and urease. Furthermore, both compounds 1 and 1a were inactive against seven pathogenic bacterial strains.

Chemical Constituents from the Aerial Parts of Abutilon theophrasti (어저귀 지상부의 화학성분)

  • Jin, Qinglong;Ko, Hae Ju;Chang, Young-Su;Woo, Eun-Rhan
    • Korean Journal of Pharmacognosy
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    • v.46 no.2
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    • pp.93-98
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    • 2015
  • Eleven compounds, lupenone (1), lupeol (2), stigmasterol (3), β-sitosterol (4), 24-methylene-3,4-seco-cycloart-4(28)-en-3-oic acid (5), 24-methylene-3,4-seco-cycloart-4(28)-en-3-methyl ester (6), (+)-(1S,4R)-7-hydroxycalamenene (7), hibicuslide C (8), isopropyl-${\beta}$-D-glucopyranoside (9), syringaresinol-4'-O-${\beta}$-D-glucoside (10), and rutin (11) were isolated from the aerial parts of Abutilon theophrasti. The chemical structures of compounds 1-11 were determined by the basis of physicochemical properties and spectroscopic methods such as 1D and 2D NMR. These compounds were isolated from this plant for the first time. In addition, compounds 6 and 9 were obtained for the first time as natural products not as synthetics.