scholarly journals A New Ionone Glucoside and Terpenoid Constituents from Achillea biebersteinii and their Antifungal Activity

2006 ◽  
Vol 1 (9) ◽  
pp. 1934578X0600100
Author(s):  
Ahmed A. Mahmoud ◽  
Shar S. Al-Shihry
Keyword(s):  
Antifungal Activity ◽  
Spectroscopic Data ◽  
Aerial Parts ◽  
Achillea Biebersteinii ◽  
First Time ◽  
C Nmr

A new ionone glucoside, (-)(4R*, 5R*)-5-(β-D-glucopyranosyloxymethyl)-4-hydroxy-3,5-dimethyl-4-((E)-3-oxobut-1-enyl)cyclohex-2-enone (biebersteiniside) (1), in addition to four known compounds, 6-epiroseoside (2), ascaridole (3), strictic acid (4) and centipedic acid (5) have been isolated from the aerial parts of Achillea biebersteinii Afan. The structures were determined from extensive 500 MHz NMR 1D (1H and 13C NMR) and 2D (1H-1H COSY, HMQC, HMBC and NOESY) spectroscopic data. Compounds 2–5 are reported for the first time from this plant. In addition, compounds 1a and 3–5 showed antifungal activity.

scholarly journals Antifungal Methylphenone Derivatives and 5-Methylcoumarins from Mutisia friesiana

2003 ◽  
Vol 58 (7-8) ◽  
pp. 533-540 ◽  
Author(s):  
Carmen I. Viturro ◽  
Juana R. de la Fuente ◽  
Marta S. Maier
Keyword(s):  
Antifungal Activity ◽  
Phytopathogenic Fungus ◽  
Spectroscopic Methods ◽  
Cladosporium Cucumerinum ◽  
Aerial Parts ◽  
Nmr Data ◽  
First Time ◽  
C Nmr

Abstract In addition to the known mutisicoumarin A, the aerial parts of the shrub Mutisia friesiana afforded five new methylphenones, two new 5-methylcoumarins and a new related chromone. Their structures were elucidated by spectroscopic methods. 13C NMR data for mutisicoumarin A are reported for the first time. Mutisiphenones A and B and mutisicoumarin A showed antifungal activity against the phytopathogenic fungus Cladosporium cucumerinum.

Flavon- and Flavonolglycosides from Achillea pannonica Scheele

2001 ◽  
Vol 56 (7-8) ◽  
pp. 521-525 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
Shi Shan Yuc ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
Chemotaxonomic Study ◽  
First Time ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea pannonica SCHEELE. within a chemotaxonomic study led to the isolation of 6 flavonoid glycosides. Besides rutin, apigenin-7-O-glucopyranoside, luteolin-7-O-glucopyranoside, apigenin-7-O-rutinoside and acacetin-7-O-rutinoside, an unusual flavondiglucoside was isolated. Its structure was established by UV, 1HNMR and 13C NMR spectroscopic methods including 2D-NMR techniques and ESI-MS as luteolin-7,4′-O-β-diglucoside. This substance is reported for the first time in the genus Achillea. Chemotaxonomic aspects are discussed briefly

Antidiabetic and Antioxidant Activities of Major Flavonoids of Cynanchum acutum L. (Asclepiadaceae) Growing in Egypt

2008 ◽  
Vol 63 (9-10) ◽  
pp. 658-662 ◽  
Author(s):  
Ghada A. Fawzy ◽  
Hossam M. Abdallah ◽  
Mohamed S. A. Marzouk ◽  
Fathy M. Soliman ◽  
Amany A. Sleem
Keyword(s):  
Blood Glucose ◽  
Spectroscopic Data ◽  
Methanolic Extract ◽  
Antioxidant Activities ◽  
First Report ◽  
Insulin Levels ◽  
Butanol Fraction ◽  
Aerial Parts ◽  
First Time

Seven flavonoids were isolated from the butanol fraction of the methanolic extract of the aerial parts of Cynanchum acutum L. (Asclepiadaceae). All of which have been isolated for the first time from the genus Cynanchum. Their structures were established as quercetin 3-O-β-galacturonopyranoside (1), quercetin 7-O-β-glucopyranoside (2), tamarixtin 3-O-β-galacturonopyranoside (3), kaempferol 3-O-β-galacturonopyranoside (4), 8-hydroxyquercetin 3-O-β-galactopyranoside (5), tamarixtin 3-O-α-rhamnopyranoside (6), and tamarixtin 7-O-α-arabinopyranoside (7) on the basis of their chromatographic properties, chemical and spectroscopic data. The major isolated flavonoids 1, 2 and 3 were found to exhibit significant antioxidant and antidiabetic activities (by measuring blood glucose and insulin levels). This is the first report about the antioxidant and antidiabetic activities of compounds 1 - 3.

scholarly journals Oleanane-type Triterpene Glycosides from Glycyrrhiza Uralensis

2007 ◽  
Vol 2 (3) ◽  
pp. 1934578X0700200 ◽  
Author(s):  
Jinwei Li-Yang ◽  
Jun-ichiro Nakajima ◽  
Nobuhito Kimura ◽  
Kazuki Saito ◽  
Shujiro Seo
Keyword(s):  
Natural Products ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Mass Spectrometric ◽  
Triterpene Glycosides ◽  
Glycyrrhiza Uralensis ◽  
Nmr Data ◽  
Nmr Methods ◽  
First Time ◽  
C Nmr

Chemical investigation of the roots of Glycyrrhiza uralensis resulted in the isolation of six oleanane-type triterpene glycosides (1 – 6), including one new saponin (1) and two (2 and 3) obtained as natural products for the first time. The new licorice saponin (1) was identified as 22β–acetoxylglycyrrhizin from [α]D, mass spectrometric, and UV, IR, and NMR spectroscopic data.. Full assignments of 1H and 13C-NMR data for compounds 2, 3, 4, 5 and 6 were made for the first time according to 2D NMR methods.

Bioactive Saponins from Astragalus suberi L. Growing in Yemen

2005 ◽  
Vol 60 (11-12) ◽  
pp. 813-820 ◽  
Author(s):  
Fawkeya Abbas ◽  
Rawia Zayed
Keyword(s):  
Minimum Inhibitory Concentration ◽  
Antifungal Activity ◽  
Spectral Data ◽  
Inhibitory Concentration ◽  
Antibacterial Activities ◽  
Human Carcinoma ◽  
Minimum Fungicidal Concentration ◽  
Aerial Parts ◽  
Carcinoma Of Cervix ◽  
C Nmr

From the aerial parts of Astragalus suberi L., Fabaceae, seven saponins were isolated. Based on spectral data (IR, 1H and 13C NMR and HR-FABMS), the structures were established as 3-O-(β-ᴅ-glucopyranosyl)-soyasapogenol B (1); 3-O-(β-ᴅ-glucuronopyranosyl)- soyasapogenol B (2); 3-O-[β-ᴅ-galactopyranosyl (1→2)-β-ᴅ-glucopyranosyl]-soyasapogenol B (3); 3-O-[α-ʟ-rhamnopyranosyl (1→2)-β-ᴅ-galactopyranosyl (1→2)-β-ᴅ-glucopyranosyl]- soyasapogenol B (4); 3-O-[α-ʟ-rhamnopyranosyl (1→2)-β-ᴅ-galactopyranosyl (1→2)-β-ᴅ-glucopyranosyl]-11-hydroxy-soyasapogenol B (5); 3-O-[α-ʟ-rhamnopyranosyl (1→2)-β-ᴅ-galactopyranosyl (152)-β-ᴅ-glucuronopyranosyl]-soyasapogenol B (6) and 3-O-[α-ʟ-rhamnopyranosyl (1→2)-β-ᴅ-galactopyranosyl (1→2)-β-ᴅ-glucuronopyranosyl]-complogenin (7).The isolated saponins exhibited antibacterial activities against Gram-positive and Gramnegative bacteria with minimum inhibitory concentration values > 100 μg/ml, antifungal activity against all the strains tested with minimum fungicidal concentration values between 25 and 50 μg/ml and inhibited the growth of Hep-2 (human carcinoma of larynx), with IC50 values between 50 μg/ml (compounds 5-7) and 100 μg/ml (compounds 1-4), and Hela (human carcinoma of cervix) cell lines in culture with different IC50 values [74 compound 7), 98 (compound 5) and 180 μg/ml (compounds 1-4 and 6)]

scholarly journals Stereochemistry and NMR Data Assignment of Cyclopeptide Alkaloids from Zizyphus Oxyphylla

2010 ◽  
Vol 5 (8) ◽  
pp. 1934578X1000500
Author(s):  
Muhammad Nisar ◽  
Waqar Ahmad Kaleem ◽  
Achyut Adhikari ◽  
Zulfiqar Ali ◽  
Nusrat Hussain ◽  
...  
Keyword(s):  
Spectroscopic Data ◽  
Mass Spectrometric ◽  
Mass Spectrometric Data ◽  
Spectrometric Data ◽  
Nmr Data ◽  
Cyclopeptide Alkaloids ◽  
First Time ◽  
C Nmr

The structures of (3 S,7 R,13 S)-6-[2-(dimethylamino)-3-phenylpropanoyl]-19-methoxy-2-oxa-6,9,15-triazatetracyclo[16.3.1.03,7. 09,13]docosa-1-(22),16,18,20-tetraene-8,14-dione (1), nummularin-C (2) and nummularin-R (3) have been previously determined mainly based on mass spectrometric data. Stereochemistry and complete 1H and 13C NMR spectroscopic data assignments of these compounds are now described. Compounds 1 and 2 are reported for the first time from

scholarly journals Novel C-Geranyl 7-Hydroxycoumarins from the Aerial Parts of Eriostemon tomentellus

1992 ◽  
Vol 47 (2) ◽  
pp. 284-287 ◽  
Author(s):  
Mohammad A. Rashid ◽  
James A. Armstrong ◽  
Alexander I. Gray ◽  
Peter G. Waterman
Keyword(s):  
The Novel ◽  
Nmr Spectrum ◽  
Aerial Parts ◽  
First Time ◽  
C Nmr

From the aerial parts of Eriostemon tomentellus five coumarins have been isolated. These have been characterized as ostruthin (6-geranyl-7-hydroxycoumarin (1)) and the novel compounds, 8-geranyl-7-hydroxycoumarin (2), (E)-6-(7-hydroxy-3,7-dimethylocta-2,5-dienyl)- 7-hydroxycoumarin (3), (E)-6-(7-hydroperoxy-3,7-dimethylocta-2,5-dienyl)-7-hydroxycoumarin (4), and 6-(6-hydroxy-3,7-dimethylocta-2,7-dienyl)-7-hydroxycoumarin (5). In addition tembamide (2-{4-methoxyphenyl}-2-hydroxy-N-benzoylethylamine (6 ) was isolated and the l3C NMR spectrum reported for the first time.

scholarly journals C-24 Stereochemistry of Marine Sterols: (22E)-25,28-Dimethyl-stigmasta-5,22,28-trien-3β-ol and 25,28-Dimethylstigmasta-5,28-dien-3β-ol

2014 ◽  
Vol 9 (12) ◽  
pp. 1934578X1400901
Author(s):  
Rie Nojo ◽  
Shizue Echigo ◽  
Noriyuki Hara ◽  
Yoshinori Fujimoto
Keyword(s):  
Spectroscopic Data ◽  
First Time ◽  
C Nmr

The C-24 configurations of (22 E)-25,28-dimethylstigmasta-5,22,28-trien-3p-ol (1) and 25,28-dimethylstigmasta-5,28-dien-3β-ol (2), isolated from the sponge Topsentia ophiraphidites in our previous work, were determined to be both S, through the synthesis of stereodefined (24 S)- and (24 R)-epimers of 1 and 2 and comparison of the 1H and 13C NMR spectroscopic data. In addition, the C-24 configurations of the marine sterols having the same structures as 1 and 2 and their derivatives were also assigned for the first time by NMR comparison.

New antifungal prenylated flavanones from Colutea armata

2019 ◽  
Vol 74 (3) ◽  
pp. 283-287 ◽  
Author(s):  
Farah Inamullah ◽  
Itrat Fatima ◽  
Sadia Khan ◽  
Mehdi Hassan Kazmi ◽  
Abdul Malik ◽  
...  
Keyword(s):  
Antifungal Activity ◽  
Trichophyton Mentagrophytes ◽  
2D Nmr ◽  
Macrophomina Phaseolina ◽  
Spectroscopic Techniques ◽  
Pseudallescheria Boydii ◽  
Whole Plant ◽  
Colutea Armata ◽  
First Time ◽  
C Nmr

AbstractColucons A (1) and B (2), new prenylated flavanones, isolated from the EtOAc-soluble sub-fraction of the whole plant of Colutea armata Hemsl. & Lace along with four known compounds, namely, kenusanone J (3), hesperetin (4), tyrosol (5) and syringaldehyde (6), were reported for the first time from the species armata. Their structures were elucidated by spectroscopic techniques including 1H and 13C NMR (distortionless enhancement by polarization transfer), and 2D NMR experiments. Compounds 1–3 showed significant antifungal activity against Pseudallescheria boydii, Aspergillus niger, Trichophyton mentagrophytes, Macrophomina phaseolina and Candida glabrata, while compound 4 showed moderate antifungal activity.

Dorycnioside, a New Phenylbutanone Glucoside from Dorycnium pentaphyllum subsp. herbaceum

2004 ◽  
Vol 59 (1-2) ◽  
pp. 23-26 ◽  
Author(s):  
Georgios Kazantzoglou ◽  
Prokopios Magiatis ◽  
Georgios Panoutsopoulos ◽  
Alexios-Leandros Skaltsounis
Keyword(s):  
Spectroscopic Data ◽  
Methanol Extract ◽  
Major Constituent ◽  
Cyanogenic Glucoside ◽  
Aerial Parts ◽  
First Time ◽  
Derivatives Of

A new phenylbutanone glucoside, dorycnioside, was isolated from the methanol extract of the aerial parts of Dorycnium pentaphyllum subsp. herbaceum Vill. (Rouy) and identified as 4-(4′-O-β-d-glucopyranosyl-3′,5′-dimethoxyphenyl)-2-butanone (1). In addition, two known phenylbutanone glucosides, five flavonoids, one cyanogenic glucoside, one cyclitol and one hydroquinone glucoside were also isolated and identified. The major constituent of the methanol extract was found to be myricitrin. The structure of 1 was elucidated on the basis of its spectroscopic data. It is the first time that derivatives of phenylbutanone are isolated from the Leguminosae family.

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