Alkaloids and flavone acyl glycosides from Acanthus arboreus

Amer, Masouda E.; Abou-Shoer, Mohamed I.; Abdel‐Kader, Maged S.; El-Shaibany, Amina; Abdel-Salam, Nabil A.

doi:10.1590/s0103-50532004000200016

Cited by 21 publications

(13 citation statements)

References 7 publications

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“…The β configuration of glucose was determined based on anomeric carbon (104.2), proton (4.2), and the coupling constant ( J = 7.2 Hz) that are in agreement with other works [23–26, 28, 29, 31–33]. The glucose signals in 13 C NMR (62.62, 71.3, 75.58, 78.05, 78.23, and 104.96 ppm) were very similar to those previously published by Amer et al [36]. In addition, isolated correlations detected by COSY of the signals 3.2 to 4.5 ppm and the absence of correlation with other carbons by HMBC reinforce the presence of one sugar moiety.…”

Section: Discussionsupporting

confidence: 91%

Biotoxicological Analyses of Trimeroside from Baccharis trimera Using a Battery of In Vitro Test Systems

Santos

Silva

Menezes

et al. 2018

Oxidative Medicine and Cellular Longevity

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The use in folk medicine of Baccharis trimera and recent studies on DNA damage by oxidative stress mechanisms have motivated this study. We investigated the biotoxicological effects of trimeroside from this plant. Aqueous extract from aerial parts of B. trimera was fractioned by flash chromatography for further isolation by thin-layer chromatography. The novel nor-monoterpene glycoside, trimeroside, and three flavonoids, cirsimaritin, luteolin and quercetin, were isolated. The genotoxic and mutagenic potential of trimeroside was determined by Salmonella/microsome (TA98 and TA100), comet assay, and cytokinesis-block micronucleus cytome assay (CBMN-cyt) in HepG2 cells. We also screened trimeroside into different human tumoral cell lines by sulforhodamine B (SRB) assay. Mutagenicity was detected in TA100 strain with metabolic activation. Genotoxic effects were not observed in HepG2 by comet assay. However, a decrease in the nuclear index division in the 2.0 mg·mL−1 concentration and an increase of nucleoplasmic bridges in the 1.5 mg·mL−1 concentration were detected by CBMN-cyt assay indicating cytotoxic and mutagenic effects. In SRB assay, trimeroside showed weak antiproliferative activity against the cell lines.

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Section: Discussionsupporting

confidence: 91%

Biotoxicological Analyses of Trimeroside from Baccharis trimera Using a Battery of In Vitro Test Systems

Santos

Silva

Menezes

et al. 2018

Oxidative Medicine and Cellular Longevity

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“…The structure of compound 1 was proposed to be a new natural product called acancifoliuside based on the above data and the NMR results summarized in Table I. Compound 2-7 were identified as acteoside (Sasaki et al, 1989), isoacteoside (Miyase et al, 1982), acanthaminoside (Amer et al, 2004), (+)-lyoniresinol 3a-O-β-glucopyranoside (Kanchanapoom et al, 2001b), (-)-lyoniresinol (Ohashi et al, 1994), and α-amyrin (Ngounou et al, 1988), respectively. Compounds 4-7 were isolated for the first time from A. ilicifolius.…”

Section: Resultsmentioning

confidence: 99%

Chemical constituents of Acanthus ilicifolius L. and effect on osteoblastic MC3T3E1 cells

et al. 2008

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A new coumaric acid derivative called acancifoliuside (1) and six known compounds as acteoside (2), isoacteoside (3), acanthaminoside (4), (+)-lyoniresinol 3a-O-beta-glucopyranoside (5), (-)-lyoniresinol (6), and alpha-amyrin (7), were isolated from the methanolic extract of the leaves of Acanthus ilicifolius L. (Acanthaceae). Their structures were determined by spectroscopic methods and a comparison with the spectral data reported in the literature. The effects of the compounds on the function of osteoblastic MC3T3-E1 cells were tested. Compounds 2, 3, and 5 (30 microM) increased the growth and differentiation of osteoblasts significantly (P<0.05), indicating that A. ilicifolius leaves may help prevent osteoporosis.

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“…On the basis of the comparison of their NMR spectroscopic data with those reported in the literature, the 28 known compounds were identified to be 2-benzoxazolinone (3), 6) tryptanthrin (4), 7) 2-hydroxy-1,4-benzoxazin-3-one (5), 8) 3-(2′-hydroxyphenyl)-4(3H)-quinazolinone (6), 9) 1H-indole-3-carbaldehyde (7), 10) benzouracil (8), 11) 2H-1,4-benzoxazin-3-one (9), 12) 3-carboxyindole (10), 13) acanthaminoside (11), 14) 4(3H)-quinazolinone (12), 15) deoxyvasicinone (13), 16) acanthaminoside isomer (14), 14) lupeol (15), 17) betulin (16), 18) betulinic acid (17), 19) ursolic acid (18), 20) lup-20(29)-en-3β,30-diol (19), 21) maslinic acid (20), 22) guaiacylglycerol-β-ferulic acid ether (21), 23) (2S,3R,4S)-lyoniresinol-3α-O-β-D-glucopyranoside (22), 24) (2R,3S,4R)-lyoniresinol-3α-O-β-D-glucopyranoside (23), 24) (+)-5,5′-dimethoxy-9-O-β-D-glucopyranosyl secoisolariciresinol (24), 25) tyrosol (25), 26) β-hydroxy-benzenepentanoic acid (26), 27) acteoside (27), 28) acteoside isomer (28), 28) loliolide (29), 29) hispiduloside (30). 30) Among these, compounds 3-14 belong to alkaloids (Fig.…”

Section: Resultsmentioning

confidence: 99%