Flavonoids from Tephrosia major. A New Prenyl-β-hydroxychalcone

2002 ◽  
Vol 57 (7-8) ◽  
pp. 579-583 ◽  
Author(s):  
Federico Gómez-Garibay ◽  
Oswaldo Téllez-Valdez ◽  
Gregorio Moreno-Torres ◽  
José S. Calderón
Keyword(s):  
2D Nmr ◽  
Spectroscopic Methods ◽  
Prenylated Flavonoids ◽  
Aerial Parts

The roots and aerial parts of Tephrosia major Micheli, afforded a new prenylated-β-hydroxychalcone, characterized as 2′,6′-dihydroxy-3′-prenyl-4′-methoxy-β-hydroxychalcone. In addition, seven prenylated flavonoids, two rotenoids, β-sitosterol, stigmasterol, lupeol and quercetin were isolated. The structure of the new β-hydroxy chalcone was established by spectroscopic methods, including 2D NMR experiments.

scholarly journals 30-Normedicagenic Acid Glycosides from Chenopodium Foliosum

2012 ◽  
Vol 7 (11) ◽  
pp. 1934578X1200701
Author(s):  
Paraskev T. Nedialkov ◽  
Zlatina Kokanova-Nedialkova ◽  
Daniel Bücherl ◽  
Georgi Momekov ◽  
Jörg Heilmann ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Cell Lines ◽  
Interleukin 2 ◽  
Leukemic Cell ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Dioic Acid ◽  
Leukemic Cell Lines ◽  
Aerial Parts

Two new glycosides of 30-normedicagenic acid, namely 3- O-[ β-D-glucuronopyranosyl methyl ester]-2 β,3 β-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid 28- O-β-D-glucopyranosyl ester, and 3- O-β-D-glucopyranosyl-2 β,3 β-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid, together with the known 3- O-β-glucopyranosyl-2 β,3 β-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid 28- O-β-glucopyranosyl ester, and 3- O-β-glucuronopyranosyl-2 β,3 β-dihydroxy-30-noroleane-12,20(29)-diene-23,28-dioic acid 28- O-β-glucopyranosyl ester were isolated from the aerial parts of Chenopodium foliosum Asch. The structures of the compounds were determined by means of spectroscopic methods (1D and 2D NMR, UV, IR) and HRMS-ESI. The compounds were tested for cytotoxicity on three leukemic cell lines (BV-173, SKW-3, HL-60). In addition, the saponins showed moderate stimulatory effects on interleukin-2 production in PHA/PMA stimulated Jurkat E6.1 cells.

scholarly journals Phenolic Constituents of Knautia arvensis Aerial Parts

2011 ◽  
Vol 6 (11) ◽  
pp. 1934578X1100601 ◽  
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.

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

Dammarane triterpenoid saponins from Bacopa monnieri

2009 ◽  
Vol 87 (9) ◽  
pp. 1230-1234 ◽  
Author(s):  
Pamita Bhandari ◽  
Neeraj Kumar ◽  
Bikram Singh ◽  
Inderjeet Kaur
Keyword(s):  
Medicinal Plant ◽  
2D Nmr ◽  
Bacopa Monnieri ◽  
Spectroscopic Methods ◽  
Triterpenoid Saponins ◽  
Enhancing Effect ◽  
Indian Medicinal Plant ◽  
Aerial Parts ◽  
Memory Enhancer ◽  
Memory Enhancing

Bacopa monnieri is a well-known Ayurvedic Indian medicinal plant traditionally used as a memory enhancer. Its memory-enhancing effect is mainly attributed to dammarane triterpenoid saponins. In the present study, two new dammarane-type triterpenoid saponins, bacopaside-XI (1) and bacopaside-XII (2), together with known compounds, bacopaside IV, bacopaside V, and apigenin, were isolated from the aerial parts of the B. monnieri . The structures of the new saponins were elucidated as 3-O-[α-L-arabinofuranosyl(1→3)]-6-O-sulfonyl-β-D-glucopyranosyl pseudojujubogenin (1) and 3-O-{β-D-glucopyranosyl(1→3)[α-L-arabinofuranosyl(1→2)]-β-D-glucopyranosyl}-20-O-α-L-arabinopyranosyl pseudojujubogenin (2) on the basis of extensive investigations of 1D and 2D NMR (HMQC and HMBC), ESI-QTOF-MS/MS spectroscopic methods, and chemical evidences.

scholarly journals Flavonoids in Achillea collina

2001 ◽  
Vol 69 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Gottfried Reznicek ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
Aerial Parts ◽  
First Time

In a detailed study on the flavonoid pattern of Achillea collina BECKER ten flavonoids were isolated from a methanolic extract of aerial parts of the plant. Their structures were determined by UV, ESI-MS, GC-MS and NMR spectroscopic methods including 2D-NMR. Apigenin-7-O-rutinoside was proven for the first time in the genus Achillea.

Three new coumarin types from aerial parts of Ammi majus L. and their cytotoxic activity

2018 ◽  
Vol 73 (1-2) ◽  
pp. 1-7 ◽  
Author(s):  
Eman El-Sharkawy ◽  
Yasser Selim
Keyword(s):  
High Activity ◽  
Hct116 Cell ◽  
2D Nmr ◽  
In Vitro Cytotoxicity ◽  
Spectroscopic Methods ◽  
Aerial Parts ◽  
Western Asia ◽  
Ammi Majus ◽  
Diphenyl Tetrazolium Bromide

AbstractThree new coumarin types were isolated from the aerial parts of the wild medicinal plantAmmi majus, which was collected from western Asia (Saudi Arabia), including pyrano coumarin, namely, 5-isobutylcoumarin-6-C-glucoside(1); furanocoumarin, namely, 6,7,9-Trimethoxy-3-(8′-methoxy-2′-oxo-2H-chromen-3-yl)-2H-furo[3,2-g]chromen-2(3H)-one(2); and pyrone coumarin, namely, 6-hydroxy-3-(2-hydroxypropyl)-7-methoxy-4 methyl coumarin(3). The structures were determined by spectroscopic methods, mainly 1D- and 2D-NMR. In vitro cytotoxicity was evaluated by 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyl-tetrazolium bromide (MTT) assay. The results of cytotoxicity depending on their structure features showed that compound3had high activity on different cell lines, while compound1showed no activity against HCT116. Compound2had high activity towards HCT116 cell line.

New Constituents from Gymnocarpos decander

Planta Medica ◽  
2017 ◽  
Vol 83 (14/15) ◽  
pp. 1200-1206 ◽  
Author(s):  
Houria Bechlem ◽  
Teresa Mencherini ◽  
Mohamed Bouheroum ◽  
Samir Benayache ◽  
Roberta Cotugno ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Antiproliferative Activity ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Nmr Analysis ◽  
Aerial Parts ◽  
Phytochemical Investigation ◽  
Resolution Mass

AbstractThe phytochemical investigation of Gymnocarpos decander aerial parts extract afforded two new saponins, 3-O-β-D-glucuronopyranosyl-2β,3β,16α,23-tetrahydroxyolean-12-en-28-O-β-D-apiofuranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl ester (1), 3-O-β-D-glucuronopyranosyl-2β,3β,16α-trihydroxyolean-12-en-28-O-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl ester (2), and three new flavonol glycosides, isorhamnetin 3-O-2′′′′-O-acetyl−β-D-xylopyranosyl-(1 → 6)-[β-D-apiofuranosyl-(1 → 2)]-β-D-glucopyranoside (3), isorhamnetin 3-O-2‴-O-acetyl−β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranoside (4), and quercetin 3-O-2‴-O-acetyl−β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranoside (5), together with three known compounds. Their structures were determined by spectroscopic methods including 1D and 2D NMR analysis and high-resolution mass spectrometry. The new isolates were investigated for their potential cytotoxic activity on three cancer cell lines. Compounds 1 and 2 showed moderate antiproliferative activity.

Flavonoids from Achillea nobilis L.

2003 ◽  
Vol 58 (1-2) ◽  
pp. 11-16 ◽  
Author(s):  
Liselotte Krenn ◽  
Anca Miron ◽  
Enne Pemp ◽  
Ursula Petr ◽  
Brigitte Kopp
Keyword(s):  
Methyl Ether ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Esi Ms ◽  
H Nmr ◽  
Aerial Parts ◽  
Nmr Techniques ◽  
C Nmr

The detailed investigation of a methanolic extract of aerial parts of Achillea nobilis resulted in the isolation of 10 flavonoids. A new C-glycosylflavone, luteolin-6-C-apiofuranosyl-(1‴→2″)-glucoside, was isolated besides orientin, isoorientin, vitexin, isoschaftoside, luteolin- 7-O-β-glucuronide, luteolin-4′-O-β-glucoside and quercetin-3-O-methyl ether and two rare flavonolglycosides, quercetin-3-O-α-arabinosyl-(1‴→6″ )-glucoside and quercetin-3-O-methylether-7-O-β-glucoside. The structures were established either by comparison with authentic substances or by UV, 1H NMR and 13C NMR spectroscopic methods including 2ᴅ-NMR techniques and ESI-MS

scholarly journals Secondary Metabolites from the Aerial Parts of Salvia Aethiopis L

2008 ◽  
Vol 3 (6) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Anna Malafronte ◽  
Fabrizio Dal Piaz ◽  
Giuseppina Cioffi ◽  
Alessandra Braca ◽  
Antonella Leone ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Chemical Analysis ◽  
2D Nmr ◽  
Structural Elucidation ◽  
Spectroscopic Methods ◽  
Aerial Parts

Three new sesterterpenes (1–3), and one new diterpene (4) were isolated from the aerial parts of Salvia aethiopis L. (Lamiaceae), together with two known sesterterpenes, and four diterpenes. Their structural elucidation was accomplished by extensive spectroscopic methods including 1D (1H, 13C, 13C DEPT, TOCSY, NOESY) and 2D NMR experiments (DQF-COSY, HSQC, HMBC, ROESY), as well as ESIMS and chemical analysis.

scholarly journals Amides and Esters of Phenylpropenoic Acids from the Aerial Parts of Trifolium pallidum

2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Barbara Szajwaj ◽  
Jaroslaw Moldoch ◽  
Milena Masullo ◽  
Sonia Piacente ◽  
Wieslaw Oleszek ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Methyl Ester ◽  
Malic Acid ◽  
Dimethyl Ester ◽  
2D Nmr ◽  
Mass Spectrometry Analysis ◽  
Spectroscopic Methods ◽  
Spectrometry Analysis ◽  
Aerial Parts ◽  
Derivatives Of

Two new derivatives of phenylpropenoic acids, N-trans-feruloyl-L-DOPA and O-trans-caffeoylmalic acid dimethyl ester, along with four known N-trans-caffeoyl-L-DOPA (clovamide), N-trans-caffeoyl-L-DOPA-methyl ester, O-trans-caffeoylmalic acid, O-trans-feruloyl-malic acid and quercetin 3- O-β-D-glucopyranoside were isolated from the aerial parts of Trifolium pallidum. Their structures were elucidated by extensive spectroscopic methods including 1D- (1H, 13C) and 2D-NMR (DQF-COSY, HSQC, HMBC) experiments as well as mass spectrometry analysis.

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