Physocalycoside, a New Phenylethanoid Glycoside from Phlomis physocalyx Hub.-Mor.

2003 ◽  
Vol 58 (7-8) ◽  
pp. 471-476 ◽  
Author(s):  
Tayfun Ersöz ◽  
Kalina Iv. Alipieva ◽  
Funda Nuray Yalçın ◽  
Pınar Akbay ◽  
Nedjalka Handjieva ◽  
...  
Keyword(s):  
Radical Scavenging ◽  
Dpph Radical ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Spectroscopic Evidence ◽  
Phenylethanoid Glycoside ◽  
Aerial Parts ◽  
Radical Scavenging Properties

Abstract A new phenylethanoid tetraglycoside, physocalycoside (2), was isolated from the aerial parts of Phlomis physocalyx. Its structure was identified as 3-hydroxy-4-methoxy-β-phenyl-ethoxy-O-[α-ʟ-rhamnopyranosyl-(1→2)-α-ʟ-rhamnopyranosyl-(1→3)]-4-O-feruloyl-[β-ᴅ- glucopyranosyl-(1→6)]-|β-ᴅ-glucopyranoside, on the basis of spectroscopic evidence. In addition, one known iridoid glucoside, lamiide (1) and five known phenylethanoid glycosides, wiedemannioside C (3), verbascoside (= acteoside) (4). leucosceptoside A (5), martynoside (6), and forsythoside B (7) were also characterized. Compounds 2-7 demonstrated radical scavenging properties towards the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical.

scholarly journals Iridoid and Phenylethanoid Glycosides from Phlomis tuberosa L.

2001 ◽  
Vol 56 (9-10) ◽  
pp. 695-698 ◽  
Author(s):  
Tayfun Ersöz ◽  
Stefanka Ivancheva ◽  
Pinar Akbay ◽  
Otto Sticher ◽  
İhsan Çalış
Keyword(s):  
Methyl Ester ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Spectroscopic Evidence ◽  
Aerial Parts ◽  
Iridoid Glucosides

AbstractA new iridoid glucoside, 8-O-acetylshanzhiside (1), was isolated from the aerial parts of Phlomis tuberosa, together with two known iridoid glucosides, shanzhiside methyl ester and lamalbide. The known phenylethanoid glycosides acteoside and forsythoside B were also obtained and characterized. The structure of 1 was determined by means of 1D - and 2DNMR spectroscopic evidence.

scholarly journals Caffeoyl-β-d-glucopyranoside and 1,3-dihydroxy-2-tetracosanoylamino-4-(E)-nonadecene isolated from Ranunculus muricatus exhibit antioxidant activity

2019 ◽  
Vol 9 (1) ◽  
Author(s):  
Farooq Azam ◽  
Bashir Ahmad Chaudhry ◽  
Hira Ijaz ◽  
Muhammad Imran Qadir
Keyword(s):  
Antioxidant Activity ◽  
Structure Elucidation ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Scavenging Activity ◽  
Dpph Radical ◽  
Compound A ◽  
Spectral Techniques ◽  
H Nmr ◽  
Aerial Parts

Abstract This study evaluates the antioxidant activity of Ranunculus muricatus and isolation and structure elucidation of the active constituents. The aerial parts of the plants were shade dried at room temperature and powdered and extracted with methanol. The free radical scavenging activity was evaluated by 1,1-diphenyl-2-picryl-hydrazyl (DPPH) assay. The percentage scavenging activity was determined based on the percentage of DPPH radical scavenged. Column chromatography was used in order to isolate the active compounds. Spectral techniques UV, IR, 1H NMR, 13CNMR and HREI-MS were used for the structure elucidation of the isolated compounds. Two isolated compounds, A (caffeoyl-β-d-glucopyranoside) and B (1,3-dihydroxy-2-tetracosanoylamino-4-(E)-nonadecene), exibited a significant antioxidant activity as showed by DPPH radical scavenging method. Percentage inhibition for compound A (at 0.5 mM) was 82.67 ± 0.19 with IC50 of 93.25 ± 0.12 (μM), and for compound B (at 0.5 mM) was 69.23 ± 0.19 with IC50 of 183.34 ± 0.13 (μM). Quercetin was used as standard control. It was conclued from the present study that caffeoyl-β-d-glucopyranoside and 1,3-dihydroxy-2-tetracosanoylamino-4-(E)-nonadecene isolated from methanol extract of aerial parts of Ranunculus muricatus posses antioxidant activity.

Iridoid Glucosides from Turkish Phlomis tuberosa

2005 ◽  
Vol 60 (12) ◽  
pp. 1295-1298 ◽  
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.

scholarly journals Secondary Metabolites from Eremostachys Laciniata

2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
İhsan Çalış ◽  
Ayşegül Güvenç ◽  
Metin Armağan ◽  
Mehmet Koyuncu ◽  
Charlotte H. Gotfredsen ◽  
...  
Keyword(s):  
Methyl Ester ◽  
2D Nmr ◽  
Phenylethanoid Glycosides ◽  
Iridoid Glucoside ◽  
Aerial Parts ◽  
Iridoid Glucosides ◽  
Close Relationship ◽  
Flavone Derivatives ◽  
Optical Rotations ◽  
Relationship Of

From the aerial parts of Eremostachys laciniata (Lamiaceae), a new acidic iridoid glucoside, 5-desoxysesamosidic acid (1) was isolated in addition to thirteen known iridoid glucosides, 5-desoxysesamoside (2), sesamoside (3), 6β-hydroxy-7- epi-loganin (4), chlorotuberoside (5), 5-deoxypulchelloside I (6), lamalbide (7), lamalbidic acid (8), phloyosides I (7- epi-phlomiol) (9), and II (10), phlomiol (11), shanzhiside (12), shanzhiside methyl ester (13), and barlerin (8- O-acetylshanzhiside methyl ester) (14), four phenylethanoid glycosides, verbascoside (15), leucosceptoside A (16), martynoside (17), and forsythoside B (18), and five flavone derivatives, luteolin (19), luteolin 7- O-β-D-glucopyranoside (20), luteolin 7- O-(6″- O-β-D-apiofuranosyl)-β-D-glucopyranoside (21), apigenin 7- O-β-D-glucopyranoside (22), and apigenin 7- O-(6″- O-p-coumaroyl)-β-D-glucopyranoside (23). The structures of the metabolites were elucidated from spectroscopic (UV, IR, 1D- and 2D-NMR) and ESI-MS evidence, as well as from their specific optical rotations. The presence of these metabolites of three different classes strongly supports the close relationship of the genera Eremostachys and Phlomis.

scholarly journals Chemical and Biological Investigation of Some Secondary Metabolites in Atriplex Halimus Growing in Egypt

2012 ◽  
Vol 7 (11) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Amal Kabbash ◽  
Nagwa Shoeib
Keyword(s):  
Multidrug Resistance ◽  
Soluble Fraction ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Dpph Radical ◽  
Biological Investigation ◽  
Atriplex Halimus ◽  
Aerial Parts ◽  
Dpph Radical Scavenging

The n-BuOH-soluble fraction of the MeOH-CH2Cl2 (1:1) extract of the aerial parts of Egyptian Atriplex halimus L. yielded two new flavonol glycosides, designated as atriplexoside A (1) [3′- O-methylquercetin-4′- O-β-apiofuranoside-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside)] and atriplexoside B (2) [3′- O-methylquercetin-4′- O-(5″″- O-β-xylopyranosyl-β-apiofuranoside)-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside)], together with six known compounds: two phenolic glucosides (3, 4), one ecdysteroid (5), one megastigmane (6) and two methoxylated flavonoid glycosides (7, 8). The structures of the compounds were elucidated by detailed spectroscopic analysis, including HR-ESI-MS and 2D-NMR spectroscopic data. DPPH radical scavenging, antileishmanial and anti-multidrug resistance activities were investigated using the n-BuOH-soluble fraction as well as the isolated compounds. Compound 8 (5- O-methylquercetin-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside) presented marked DPPH radical scavenging, weak antileishmanial and anti-multidrug resistance activity while the other tested compounds showed weaker activities.

scholarly journals Antibacterial, Antiviral, Antioxidant and Antiproliferative Activities of Thymus guyonii Essential Oil

2017 ◽  
Vol 12 (10) ◽  
pp. 1934578X1701201 ◽  
Author(s):  
Assia Zeghib ◽  
Ahmed Kabouche ◽  
Souheila Laggoune ◽  
Claude-Alain Calliste ◽  
Alain Simon ◽  
...  
Keyword(s):  
Essential Oil ◽  
Pathogenic Bacteria ◽  
Radical Scavenging ◽  
Bactericidal Effect ◽  
Dpph Radical ◽  
Aerial Parts ◽  
Colorectal Cell ◽  
Test Concentration ◽  
Dpph Radical Scavenging ◽  
Ht 29

The aerial parts of Thymus guyonii were hydrodistilled in a Clevenger type apparatus and analyzed by GC and GC-MS. 26 components were identified representing 99.8%, with carvacrol (55.6%), thymol (21.2%), o-cymene (9.7%) and δ-terpinene (5.7%) as the major components. T. guyonii essential oil exhibited a good bactericidal effect (MBC/MIC ratio = 2) against all the tested pathogenic bacteria. The essential oil lacks antiviral activity towards coxsackievirus B3 however it showed a good DPPH radical scavenging at 0.5 and 5 mg/mL test-concentrations (15.5±1.2% and 44.3±1.95%, respectively). The essential oil exhibited a proliferation inhibition of Human colorectal cell line HT-29 (30.4±3.4%) at 50 μg/mL test-concentration.

DPPH radical-scavenging effect on some constituents from the aerial parts of Lippia triphylla

2007 ◽  
Vol 62 (1) ◽  
pp. 101-106 ◽  
Author(s):  
Masateru Ono ◽  
Eriko Oda ◽  
Takemi Tanaka ◽  
Yoshihiko Iida ◽  
Toru Yamasaki ◽  
...  
Keyword(s):  
Radical Scavenging ◽  
Dpph Radical ◽  
Scavenging Effect ◽  
Aerial Parts ◽  
Radical Scavenging Effect ◽  
Dpph Radical Scavenging ◽  
Lippia Triphylla
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