Spinoside, new coumaroyl flavone glycoside fromAmaranthus spinosus

Azhar-ul-Haq; Abdul Malik; Anwar-ul-Haq Sher Bahadar Khan; Muhammad Raza Shah; Pir Muhammad

doi:10.1007/bf02975884

Phenolic Constituents of Knautia arvensis Aerial Parts

Natural Product Communications ◽

10.1177/1934578x1100601117 ◽

2011 ◽

Vol 6 (11) ◽

pp. 1934578X1100601 ◽

Cited By ~ 1

Author(s):

Jaroslaw Moldoch ◽

Barbara Szajwaj ◽

Milena Masullo ◽

Lukasz Pecio ◽

Wieslaw Oleszek ◽

...

Keyword(s):

Chlorogenic Acid ◽

2D Nmr ◽

Spectroscopic Methods ◽

Flavone Glycoside ◽

Aerial Parts ◽

Dicaffeoylquinic Acid ◽

Phenolic Constituents ◽

First Time

A new C-6 flavone glycoside (6), together with seven known compounds, cryptochlorogenic acid (1), chlorogenic acid (2), 2- O- trans-caffeoylhydrocitric acid (3), isovitexin 7-β-D-glucopyranoside (4), 7,4′-dihydroxy-5-methoxyflavone-6- C-β-D-glucopyranoside (5), 3,5- O-dicaffeoylquinic acid (7) and 4,5- O-dicaffeoylquinic acid (8), were isolated from the aerial parts of Knautia arvensis. Their structures were elucidated by extensive spectroscopic methods including 1D- (1H, 13C and TOCSY) and 2D-NMR (DQF-COSY, HSQC, HMBC) experiments, as well as ESIMS analysis. Compounds 1, 3-5 and 8 are reported for the first time in Knautia arvensis.

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Evidence that a New Antibiotic Flavone Glycoside Chemically Defends the Sea Grass Thalassia testudinumagainst Zoosporic Fungi

Applied and Environmental Microbiology ◽

10.1128/aem.64.4.1490-1496.1998 ◽

1998 ◽

Vol 64 (4) ◽

pp. 1490-1496 ◽

Cited By ~ 89

Author(s):

P. R. Jensen ◽

K. M. Jenkins ◽

D. Porter ◽

W. Fenical

Keyword(s):

Chemical Characterization ◽

Leaf Tissue ◽

Chemical Fractionation ◽

Tissue Concentrations ◽

Flavone Glycoside ◽

Sea Grass ◽

Zoosporic Fungi ◽

Leaf Tissues ◽

Marine Angiosperm

ABSTRACT Significantly fewer thraustochytrid protists (zoosporic fungi) were observed in association with healthy leaf tissue of the marine angiosperm Thalassia testudinum than in association with sterilized samples that were returned to the collection site for 48 h. In support of the hypothesis that sea grass secondary metabolites were responsible for these differences, extracts of healthyT. testudinum leaf tissues inhibited the growth of the co-occurring thraustochytrid Schizochytrium aggregatum and deterred the attachment of S. aggregatum motile zoospores to an extract-impregnated substrate. By using S. aggregatumfor bioassay-guided chemical fractionation, a new flavone glycoside was isolated and structurally characterized as luteolin 7-O-β-d-glucopyranosyl-2"-sulfate. Whole-leaf tissue concentrations of this metabolite (4 mg/ml of wet leaf tissue) inhibited S. aggregatum attachment, and a significantly lower concentration (270 μg/ml) reduced thraustochytrid growth by 50%, suggesting that natural concentrations are at least 15 times greater than that needed for significant microbiological effects. These results offer the first complete chemical characterization of a sea grass sulfated flavone glycoside and provide evidence that a secondary metabolite chemically defends T. testudinum against fouling microorganisms.

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New acylated flavone glycoside fromGnaphalium uliginosum

Chemistry of Natural Compounds ◽

10.1007/bf00566072 ◽

1979 ◽

Vol 15 (3) ◽

pp. 269-272 ◽

Cited By ~ 3

Author(s):

M. M. Konopleva ◽

L. P. Smirnova ◽

V. T. Glyzin ◽

V. L. Shelyuto

Keyword(s):

Flavone Glycoside

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A new flavone glycoside from Centaurea furfuracea

Fitoterapia ◽

10.1016/s0367-326x(99)00055-6 ◽

1999 ◽

Vol 70 (4) ◽

pp. 368-370 ◽

Cited By ~ 13

Author(s):

Salah Akkal ◽

Fadila Benayache ◽

Samir Benayache ◽

Kamel Medjroubi ◽

Maurice Jay ◽

...

Keyword(s):

Flavone Glycoside

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Relationship between organ development and activity of enzymes involved in flavone glycoside biosynthesis in young parsley plants

Phytochemistry ◽

10.1016/s0031-9422(00)90257-7 ◽

1971 ◽

Vol 10 (1) ◽

pp. 109-116 ◽

Cited By ~ 49

Author(s):

K. Hahlbrock ◽

A. Sutter ◽

E. Wellmann ◽

R. Ortmann ◽

H. Grisebach

Keyword(s):

Organ Development ◽

Flavone Glycoside ◽

Activity Of Enzymes

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Vitexin — A new flavone glycoside of Adonis vernalis

Chemistry of Natural Compounds ◽

10.1007/bf00564759 ◽

1971 ◽

Vol 7 (4) ◽

pp. 506-506 ◽

Cited By ~ 1

Author(s):

G. A. Drozd ◽

K. E. Koreshchuk ◽

L. L. Khapugina ◽

E. V. Miroshnikov

Keyword(s):

Flavone Glycoside

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Isocynaroside — A new flavone glycoside from Sonchus arvensis

Chemistry of Natural Compounds ◽

10.1007/bf00567880 ◽

1974 ◽

Vol 10 (5) ◽

pp. 680-681 ◽

Cited By ~ 1

Author(s):

V. G. Bondarenko ◽

V. I. Glyzin ◽

A. I. Ban'kovskii ◽

V. L. Shelyuto

Keyword(s):

Flavone Glycoside ◽

Sonchus Arvensis

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Iridoid Glucosides from Turkish Phlomis tuberosa

Zeitschrift für Naturforschung B ◽

10.1515/znb-2005-1214 ◽

2005 ◽

Vol 60 (12) ◽

pp. 1295-1298 ◽

Cited By ~ 12

Author(s):

Ihsan Calis ◽

Hasan Kirmizibekmez ◽

Tayfun Ersoz ◽

Ali A. Dönmez ◽

Charlotte H. Gotfredsen ◽

...

Keyword(s):

Methyl Ester ◽

Spectroscopic Data ◽

Phenylethanoid Glycosides ◽

Iridoid Glucoside ◽

Flavone Glycoside ◽

Aerial Parts ◽

Iridoid Glucosides ◽

Dehydrodiconiferyl Alcohol

From the aerial parts of Phlomis tuberosa a new iridoid glucoside, chlorotuberoside was isolated together with five known iridoid glucosides, lamalbide, shanzhiside methyl ester, 7-epi-phlomiol (= phloyoside I), sesamoside and 5-deoxysesamoside. Two known phenylethanoid glycosides, forsythoside B, and decaffeoylacteoside, three known neolignan glycosides, dehydrodiconiferyl alcohol 9’-O-β -D-glucopyranoside, dihydrodehydrodiconiferyl alcohol 9-O-β -D-glucopyranoside and dihydrodehydrodiconiferyl alcohol 9’-O-β -D-glucopyranoside, one flavone glycoside, luteolin 7-O-β - D-glucopyranoside, as well as β -sitosterol 3-O-β -D-glucopyranoside and 1-methyl-O-β -D-glucopyranoside were also obtained and characterized. The structures of the isolates were elucidated on the basis of spectroscopic data. The three known phenylethanoid glycosides, verbascoside, leucosceptoside A and martynoside were identified by TLC comparison with authentic compounds.

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