Sesquiterpenes and Flavonoid Aglycones from a Hungarian Taxon of the Achillea millefolium Group

2002 ◽  
Vol 57 (11-12) ◽  
pp. 976-982 ◽  
Author(s):  
Sabine Glasl ◽  
Pavel Mucaji ◽  
Ingrid Werner ◽  
Armin Presser ◽  
Johann Jurenitsch
Keyword(s):  
2D Nmr ◽  
The Other ◽  
Achillea Millefolium ◽  
Spectroscopic Methods ◽  
Nmr Studies ◽  
Flavonoid Aglycones ◽  
H Nmr ◽  
Nmr Data ◽  
First Time ◽  
C Nmr

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.

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

Anwendungen der 2 D-NMR-Spektroskopie in der Organophosphorchemie Beispiel: L-Menthyldichlorphosphan / Applications of the 2D NMR Spectroscopy in the Organophosphorus Chemistry Example: L-Menthyldichlorophosphine

1982 ◽  
Vol 37 (12) ◽  
pp. 1661-1664 ◽  
Author(s):  
Martin Feigel ◽  
Gerhard Hägele ◽  
Axel Hinke ◽  
Gudrun Tossing
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
H Nmr ◽  
Nmr Parameters ◽  
Nmr Data ◽  
Organophosphorus Chemistry ◽  
C Nmr

2D NMR ist used to determine the 1H NMR parameters of L-Menthyldichlorophosphine. 13C NMR data are given

scholarly journals Synthesis and spectroscopic properties of β-meso directly linked porphyrin–corrole hybrid compounds

2018 ◽  
Vol 14 ◽  
pp. 187-193 ◽  
Author(s):  
Baris Temelli ◽  
Hilal Kalkan
Keyword(s):  
Fluorescence Spectroscopy ◽  
Condensation Reaction ◽  
2D Nmr ◽  
Spectroscopic Properties ◽  
H Nmr ◽  
Hybrid Compounds ◽  
Absorption And Fluorescence Spectroscopy ◽  
First Time ◽  
C Nmr

The preparation of β-meso directly linked porphyrin–corrole hybrids was realized for the first time via an InCl3-catalyzed condensation reaction of 2-formyl-5,10,15,20-tetraphenylporphyrins with meso-substituted dipyrromethanes. Hybrid compounds have been characterized by 1H NMR, 13C NMR, 2D NMR, UV–vis absorption and fluorescence spectroscopy.

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.

Isolation and Structure Determination of Three New Sesquiterpenoids from Achillea millefolium

2012 ◽  
Vol 67 (5) ◽  
pp. 421-425 ◽  
Author(s):  
Umar Farooq ◽  
Afsar Khan ◽  
Saleha Suleman Khan ◽  
Shazia Iqbal ◽  
Rizwana Sarwar ◽  
...  
Keyword(s):  
Sesquiterpene Lactone ◽  
2D Nmr ◽  
Achillea Millefolium ◽  
Two Dimensional ◽  
H Nmr ◽  
Whole Plant ◽  
Phytochemical Investigation ◽  
Nmr Techniques ◽  
C Nmr

Phytochemical investigation of the whole plant of Achillea millefolium led to the isolation of three new sesquiterpenes which were trivially named as sesquiterpene lactone-esters A and B (1 and 2), and sesquiterpene lactone-diol (3). The structures of these compounds were determined with the help of one- and two-dimensional (1D and 2D) NMR techniques including 1H NMR, 13C NMR, HMQC, HMBC, COSY, and NOESY experiments.

scholarly journals Dihydroisocoumarins and Dihydroisoflavones from the Rhizomes of Dioscorea collettii with Cytotoxic Activity and Structural Revision of 2,2′-Oxybis(1,4-di-tert-butylbenzene)

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5381
Author(s):  
Songsong Jing ◽  
Zhuo Qu ◽  
Chengcheng Zhao ◽  
Xia Li ◽  
Long Guo ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
13C Nmr ◽  
The Other ◽  
Cytotoxic Activities ◽  
Spectroscopic Methods ◽  
1H And 13C Nmr ◽  
Structural Revision ◽  
Nmr Data ◽  
H460 Cell ◽  
First Time

The investigation of the constituents of the rhizomes of Dioscorea collettii afforded one new dihydroisocoumarin, named (−)-montroumarin (1a), along with five known compounds—montroumarin (1b), 1,1′-oxybis(2,4-di-tert-butylbenzene) (2), (3R)-3′-O-methylviolanone (3a), (3S)-3′-O-methylviolanone (3b), and (RS)-sativanone (4). Their structures were elucidated using extensive spectroscopic methods. To the best of our knowledge, compound 1a is a new enantiomer of compound 1b. The NMR data of compound 2 had been reported but its structure was erroneous. The structure of compound 2 was revised on the basis of a reinterpretation of its NMR data (1D and 2D) and the assignment of the 1H and 13C NMR data was given rightly for the first time. Compounds 3a–4, three dihydroisoflavones, were reported from the Dioscoreaceae family for the first time. The cytotoxic activities of all the compounds were tested against the NCI-H460 cell line. Two dihydroisocoumarins, compounds 1a and 1b, displayed moderate cytotoxic activities, while the other compounds showed no cytotoxicity.

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

Halogenated anthraquinones from the rare southern Illinois lichen Lasallia Papulosa

2002 ◽  
Vol 34 (6) ◽  
pp. 521-525 ◽  
Author(s):  
Peter A. Cohen
Keyword(s):  
Mass Spectrometry ◽  
Secondary Metabolites ◽  
Natural Habitat ◽  
The Other ◽  
Uv Spectrophotometry ◽  
Southern Illinois ◽  
H Nmr ◽  
First Time ◽  
Foliose Lichen ◽  
C Nmr

AbstractFour anthraquinones were isolated from the foliose lichen, Lasallia papulosa (Ach.) Llano. Two of the anthraquinones are known compounds, previously isolated from Lasallia papulosa, while the other two were reported previously as secondary metabolites from laboratory-cultured Nephroma laevigatum, and are isolated here for the first time from lichens in their natural habitat. All compounds were characterized by UV spectrophotometry, mass spectrometry, 1H NMR and 13C NMR. The products were identified as 7-chloroemodin, valsarin (7-chloro-5-hydroxyemodin), 5-chloro-1-O-methylemodin and 5-chloro-1-O-methyl-ω-hydroxyemodin.

Antioxidant Metabolites from Limonium brasiliense (Boiss.) Kuntze

2004 ◽  
Vol 59 (7-8) ◽  
pp. 477-480 ◽  
Author(s):  
Ana P. Murray ◽  
Silvana Rodriguez ◽  
María A. Frontera ◽  
María A. Tomas ◽  
María C. Mulet
Keyword(s):  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Spectroscopic Methods ◽  
H Nmr ◽  
Antioxidant Metabolites ◽  
First Time ◽  
C Nmr

Abstract A free radical scavenging activity guided fractionation of the polar extract from roots of Limonium brasiliense (Plumbaginaceae) led to the isolation of five active compounds including: myricetin 3-O-α-rhamnopyranoside (1), (-)-epigallocatechin 3-O-gallate (2), (-)-epigallocatechin (3), (+)-gallocatechin (4) and gallic acid (5). These and other chemical constituents are reported for the first time for this species. The characterization of these compounds was achieved by spectroscopic methods (1H NMR, 13C NMR and UV).

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.

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