Two very unusual macrocyclic flavonoids from the water lily Nymphaea lotus

Elegami, Awatif A.; Bates, Catharine D.; Gray, Alexander I.; Mackay, Simon P.; Skellern, G.G.; Waigh, Roger D.

doi:10.1016/s0031-9422(03)00238-3

Cited by 54 publications

(49 citation statements)

References 8 publications

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“…The isolated compounds were identified on the basis of their spectral data (UV, 1D NMR), co-chromatography, in addition to comparison with published references of phenolics or in family Nymphaeaceae, genus Nymphaea and N. alba flowers (Nonaka et al, 1987;Jambor and Skrzypczak, 1991;Nawwar et al, 1994;Li et al, 1999;Elegami et al, 2003). This study is the first report for isolation of phenolics from N. alba rhizomes.…”

Section: Isolated Compoundsmentioning

confidence: 96%

Characterization of the bioactive constituents of Nymphaea alba rhizomes and evaluation of anti-biofilm as well as antioxidant and cytotoxic properties

Bakr¹,

Wasfi²,

Swilam³

et al. 2016

J. Med. Plants Res.

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Anti-biofilm represents an urge to face drug resistance. Nymphaea alba L. flowers and rhizomes have been traditionally used in Ayurvedic medicine for dyspepsia, enteritis, diarrhea and as an antiseptic. This study was designed to identify the main constituents of Nymphaea alba L. rhizomes and their antibiofilm activity. 70% aqueous ethanolic extract (AEE) of N. alba rhizomes was analyzed by liquid chromatography, high resolution, mass spectrometry (LC-HRMS) for its phytoconstituents in the positive and negative modes in addition to column chromatographic separation. Sixty-four phenolic compounds were identified for the first time in N. alba rhizomes. Hydrolysable tannins represent the majority with identification of galloyl hexoside derivative, hexahydroxydiphenic (HHDP) derivatives, glycosylated phenolic acids and glycosylated flavonoids. Five phenolics have been isolated and identified as gallic acid and its methyl and ethyl ester in addition to ellagic acid and pentagalloyl glucose. Minimum inhibitory concentrations (MIC) and anti-biofilm activity for the extract and the major isolated compounds were determined. Radical scavenging activity using 2.2Di (4-tert-octylphenyl)-1-picryl-hydrazyl (DPPH) assay as well as cytotoxic activity using 3-(4, 5-dimethyl thiazol-2-yl)-2, 5-diphenyl tetrazolium bromide (MTT) assay have also been evaluated. MIC of N. alba rhizomes against Staphylococcus aureus was 0.25 mg/mL compared with 0.1 mg/mL for methyl gallate. The best reduction in biofilm formation (84.9%) as well as the best radical scavenging (IC 50 3 µg/mL) and cytotoxic (IC 50 9.61 ± 0.3 µg/mL) activities were observed with methyl gallate. This is the first study for in-depth characterization of phenolic compounds in N. alba rhizomes revealing it as a valuable source of phenolic compounds and promising anti-biofilm forming agent of natural origin.

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Section: Isolated Compoundsmentioning

confidence: 96%

Characterization of the bioactive constituents of Nymphaea alba rhizomes and evaluation of anti-biofilm as well as antioxidant and cytotoxic properties

Bakr¹,

Wasfi²,

Swilam³

et al. 2016

J. Med. Plants Res.

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“…Two novel unusual flavonol epimeric macrocyclic derivatives, 180 and 181, have been isolated from the wild water lily Nymphaea lotus (232). This is the first report of such a macrocycle from any source.…”

Section: -Membered Ring Glycosidic Macrolidesmentioning

confidence: 85%

Astonishing diversity of natural surfactants: 2. Polyether glycosidic ionophores and macrocyclic glycosides

Dembitsky

2005

Lipids

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Polyether glycosidic ionophores and macrocyclic glycosides are of great interest, especially for the medicinal and pharmaceutical industries. These biologically active natural surfactants are good prospects for the future chemical preparation of compounds useful as antibiotics, anticancer agents, or in industry. More than 300 interesting and unusual natural surfactants are described in this review article, including their chemical structures and biological activities.

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“…Its leaf is used as an aphrodisiac, astringent, cardiotonic, sedative and antiinflammatory agent [4]. It produces calming and sedative effects on the nervous system, and is useful in the treatment of insomnia, anxiety and related disorders [5,6]. The flowers are also used for preparing tea used in the treatment of diabetes while its rhizomes are used to treat diarrhoea, dysentery, dyspepsia and general weakness [2].…”

Section: Introductionmentioning

confidence: 99%

Acute and Sub-acute Toxicity Profile of Aqueous Leaf Extract of <i>Nymphaea lotus</i> Linn (Nymphaeaceae) in Wistar Rats

Sharaibi¹,

Ogundipe²,

Magbagbeola³

et al. 2015

Trop. J. Pharm Res

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Two very unusual macrocyclic flavonoids from the water lily Nymphaea lotus

Cited by 54 publications

References 8 publications

Characterization of the bioactive constituents of Nymphaea alba rhizomes and evaluation of anti-biofilm as well as antioxidant and cytotoxic properties

Characterization of the bioactive constituents of Nymphaea alba rhizomes and evaluation of anti-biofilm as well as antioxidant and cytotoxic properties

Astonishing diversity of natural surfactants: 2. Polyether glycosidic ionophores and macrocyclic glycosides

Acute and Sub-acute Toxicity Profile of Aqueous Leaf Extract of <i>Nymphaea lotus</i> Linn (Nymphaeaceae) in Wistar Rats

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