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 ◽  
...  

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

2003 ◽  
Vol 58 (1-2) ◽  
pp. 11-16 ◽  
Author(s):  
Liselotte Krenn ◽  
Anca Miron ◽  
Enne Pemp ◽  
Ursula Petr ◽  
Brigitte Kopp

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


2001 ◽  
Vol 69 (1) ◽  
pp. 75-83 ◽  
Author(s):  
Denata Kasaj ◽  
Liselotte Krenn ◽  
Gottfried Reznicek ◽  
Sonja Prinz ◽  
Antje Hüfner ◽  
...  

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.


2014 ◽  
Vol 69 (9-10) ◽  
pp. 1021-1025 ◽  
Author(s):  
Qing-Hu Wang ◽  
Na-Ren-Chao-Ke-Tu Han ◽  
Na-Yin-Tai Dai ◽  
Xiao-Lan Wu ◽  
Wen-Quan Tai ◽  
...  

Abstract An investigation of the petroleum ether extract from Ixeris chinensis Nakai has led to the isolation of a new compound, 3-O-acetyl-22,28-cyclobauer-7-en-3β-ol (1), together with four known compounds which have been isolated from this plant for the first time, namely taraxast-20-en-3β-ol (2), 3-O-acetyl-taraxast-20-en-3β-ol (3), taraxast-20(30)-en-3β-ol (4), and 3-O-acetyl-taraxast-20(30)- en-3β-ol (5). The structures of the isolated compounds have been elucidated on the basis of spectroscopic methods including UV, IR, ESI-MS, 1D NMR, 2D NMR techniques, and by comparison with data reported in the literature. All compounds have been evaluated for their activity against various bacteria and shown to give good results


2012 ◽  
Vol 7 (8) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Zia Ullah ◽  
Rashad Mehmood ◽  
Muhammad Imran ◽  
Abdul Malik ◽  
Rehana A. Afzal

Pistacides A and B (1–2), two new flavonoid glycosides, have been isolated from the methanolic extract of the aerial parts of Pistacia integerrima, along with 2′-hydroxyisoorientin (3), echioidinin 2′- O-β-D-(6″- O-acetyl) glucopyranoside (4), chrysoeriol (5), and diandraflavone A (6), reported for the first time from this species. Their structures were elucidated by spectroscopic analysis including 2D NMR, FAB-MS, and acidic hydrolysis.


2011 ◽  
Vol 6 (11) ◽  
pp. 1934578X1100601 ◽  
Author(s):  
Jaroslaw Moldoch ◽  
Barbara Szajwaj ◽  
Milena Masullo ◽  
Lukasz Pecio ◽  
Wieslaw Oleszek ◽  
...  

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.


Author(s):  
Suman Lata E. ◽  
Sanjiv Kumar Mittal

The present study was objected to investigate isolated flavonoid glycoside from methanolic extract from fruits (Cucumis dipsaceus Ehrenb.) as well as identification. Methanolic extract was already screened for the presence of flavonoid glycoside which was strong antioxidant and hepatoprotective agent. It was first time to isolate these by column chromatography with increasing polarity like Petroleum ether, Chloroform, Ethyl acetate and Methanol solvents of different ratios. Each 20ml elute was collected, analyzed with pre coated Merck F254 TLC plates to compare similar spots and Rf values for same category of contents. The similar elutes were pooled, concentrated dried by vacuum distillation with rotary apparatus. The chloroform ethyl acetate fractions (sticky dark brown mass) were analyzed by pre coated F254 TLC plates and then visualized under visible light, UV 254nm and UV366nm. The developed pre coated TLC plates was further derivatized with 0.5% solution of anisaldehyde - H2SO4 acid and again visualized under visible light and UV366nm.TLC, HPTLC and LCMS methods were used to found and estimate polyphenolic compounds. Spectroscopic methods (IR, 1D and 2D NMR and Mass spectrometry) were used to confirm and elucidate the structure. The concluded structure of flavonoid glycosides was quercetin- 3-rutinoside-7-rhamnoside (M Wt: 756.663g/mol) and plaid with literature data


2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
QingHu Wang ◽  
Nayintai Dai ◽  
Narenchaoketu Han ◽  
Wuliji Ao

Two new compounds, namely 5-methyl-4,2′,3′,5′-tetrahydroxy-4′-methoxy-2-aldehyde biphenyl (1) and 1,8-dioxo-1,8-dihydropyrano[3,4-c]pyran-3,6-dicarboxyl acid, diethyl ester (2), were isolated from the 95% ethanol extract of the roots of Paeonia lactiflora Pall. The structures of 1 and 2 were elucidated by spectroscopic methods, including UV, IR, HR-ESI-MS and extensive 1D and 2D NMR techniques.


2009 ◽  
Vol 4 (3) ◽  
pp. 1934578X0900400 ◽  
Author(s):  
Ha Van Oanh ◽  
Pham Xuan Sinh ◽  
Nguyen Thai An ◽  
Ta Manh Hung ◽  
Tran Thi Lan Huong ◽  
...  

From the methanolic extract of the roots of Clerodendrum philipinum, a new rearranged abietane diterpene (1) and eight known compounds were isolated by various chromatography methods. Their structures were identified by means of spectroscopic methods, including 1D- and 2D-NMR, as 17(15→16),18(4→3)-bisabeo-11,12,14,16-tetrahydroxy-3,5,8,11, 13, 15-abietahexaen-7-one (1), binankadsurin A, clerodenoside A, martynoside, acteoside, isoacteoside, astragalin, β-sitosterol, and daucosterol. Binankadsurin A was found for the first time from a Clerodendrum species.


2017 ◽  
Vol 12 (5) ◽  
pp. 1934578X1701200
Author(s):  
Carolina P. Reyes ◽  
Ignacio A. Jiménez ◽  
Isabel L. Bazzocchi

Phytochemical analysis of the root bark extract of Maytenus cuzcoina (Celastraceae) led to the isolation and characterization of sixteen triterpenoids with a 6/6/6/6/6 pentacyclic system, including the new 22α-hydroxy-29-methoxy-3β-tetradecanoate-olean-12-ene, and 3β,24β-epoxy-29-methoxy-2α,3α,6α-trihydroxy- D:A-friedelane that is reported for the first time as a natural product. This is the first instance of the isolation of a tetradecanoate triterpene ester from a Celastraceae species. The structures were elucidated on the basis of spectrometric and spectroscopic methods, including 1D and 2D NMR techniques.


2002 ◽  
Vol 57 (11-12) ◽  
pp. 976-982 ◽  
Author(s):  
Sabine Glasl ◽  
Pavel Mucaji ◽  
Ingrid Werner ◽  
Armin Presser ◽  
Johann Jurenitsch

The investigation of a dichloromethane extract of flower heads of a Hungarian taxon of the Achillea millefolium group led to the isolation of three flavonoid aglycones, one triterpene, one germacranolide and five guaianolides. Their structures were elucidated by UV-VIS, EI- and CI-MS, 1H NMR and 13C NMR spectroscopic methods as well as by 2D-NMR studies and by selective 1D-NOE experiments. Besides apigenin, luteolin and centaureidin, β-sitosterol, 3β-hydroxy-11α,13-dihydro-costunolide, desacetylmatricarin, leucodin, achillin, 8α-angeloxy-leucodin and 8α-angeloxy-achillin were isolated. Both latter substances are reported here for the first time. Their NMR data were compared with those of the other guaianolides. The stereochemistry of 3β-hydroxy-11α,13-dihydro-costunolide was discussed and compared with data of the literature.


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