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

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

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.

E-Homolupane Derivatives Substituted in Position 17 and 22a. 1H NMR, 13C NMR and IR Spectra

1995 ◽  
Vol 60 (4) ◽  
pp. 619-635 ◽  
Author(s):  
Václav Křeček ◽  
Stanislav Hilgard ◽  
Miloš Buděšínský ◽  
Alois Vystrčil
Keyword(s):  
Nmr Spectra ◽  
2D Nmr ◽  
Coupling Constants ◽  
Side Chain ◽  
Oxidation Reactions ◽  
H Nmr ◽  
Complete Assignment ◽  
Nmr Techniques ◽  
Intramolecular Association ◽  
C Nmr

A series of derivatives with various oxygen functionalities in positions 17,22a or 19,20 was prepared from diene I and olefin XVI by addition and oxidation reactions. The structure of the obtained compounds was confirmed by 1H NMR, 13C NMR and IR spectroscopy. The kind of intramolecular association of the 17α-hydroxy group was studied in connection with modification of the side chain and substitution in position 22a. Complete assignment of the hydrogen signals and most of the coupling constants was accomplished using a combination of 1D and 2D NMR techniques. The 1H and 13C NMR spectra are discussed.

scholarly journals New Guaianolide-Type Sesquiterpene Lactones from Inula verbascifolia

2013 ◽  
Vol 68 (5-6) ◽  
pp. 175-180
Author(s):  
Abou El-Hamd H. Mohamed ◽  
Hosam-Eldin H. Mahmoud ◽  
Fathy F. Abdellatif ◽  
Yousif S. Mohamed ◽  
Ahmed A. Ahmed
Keyword(s):  
Sesquiterpene Lactones ◽  
Spectroscopic Methods ◽  
H Nmr ◽  
Aerial Parts ◽  
C Nmr

The aerial parts of Inula verbascifolia afforded two new guaianolide-type sesquiterpene lactones. Their structures were determined by spectroscopic methods (IR, MS, 1H NMR, 13C NMR, DEPT, 1H-1H COSY, HMQC, and HMBC).

scholarly journals Two New Compounds from Paeonia lactiflora

2015 ◽  
Vol 10 (2) ◽  
pp. 1934578X1501000
Author(s):  
QingHu Wang ◽  
Nayintai Dai ◽  
Narenchaoketu Han ◽  
Wuliji Ao
Keyword(s):  
Ethanol Extract ◽  
2D Nmr ◽  
Diethyl Ester ◽  
Spectroscopic Methods ◽  
Paeonia Lactiflora ◽  
Esi Ms ◽  
Nmr Techniques ◽  
New Compounds

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.

The Structure Elucidation and Antimicrobial Activities of Nonsterol Triterpenoids from Ixeris chinensis

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 ◽  
...  
Keyword(s):  
Petroleum Ether ◽  
Structure Elucidation ◽  
Petroleum Ether Extract ◽  
2D Nmr ◽  
Antimicrobial Activities ◽  
Spectroscopic Methods ◽  
Ether Extract ◽  
Esi Ms ◽  
Nmr Techniques ◽  
First Time

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

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 Two New Sesquiterpene Lactone-esters from Achillea vermicularis

2008 ◽  
Vol 3 (11) ◽  
pp. 1934578X0800301
Author(s):  
Umar Farooq ◽  
Afsar Khan ◽  
Viqar Uddin Ahmad ◽  
Azhar-ul-Haq ◽  
Robina Farooq ◽  
...  
Keyword(s):  
Sesquiterpene Lactone ◽  
2D Nmr ◽  
Two Dimensional ◽  
H Nmr ◽  
Whole Plant ◽  
Phytochemical Investigation ◽  
Nmr Techniques ◽  
C Nmr

Phytochemical investigation of the whole plant of Achillea vermicularis led to the isolation of two new sesquiterpene lactone-esters, vermicularon A and B (1–2). The structures of these compounds were determined primarily with the help of one- and two-dimensional (1D and 2D) NMR techniques, including 1H NMR, 13C NMR, HMQC, and HMBC experiments.

scholarly journals Lignans from the Whole Plants of Hedyotis uncinella

2016 ◽  
Vol 11 (8) ◽  
pp. 1934578X1601100
Author(s):  
Yaping Pan ◽  
Yan Zhang ◽  
Chao Fan ◽  
Yu Zhang ◽  
Shikai Yan ◽  
...  
Keyword(s):  
2D Nmr ◽  
Esi Ms ◽  
H Nmr ◽  
Whole Plants ◽  
C Nmr

Two new lignans, named (7R, 8 S)-balanophonin (1) and (7R, 8 S)-tomentosanan A (2), together with eight known lignans, burselignan (3), (+)-isolariciresinol (4), (+)-lyoniresinol (5), 5-methoxy-(+)-isolariciresinol (6), (-)-syringaresinol (7), (+)-epipinoresinol (8), (-)-(7′ S, 8 S, 8′ R)-4,4′-dihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9-epoxy-lignan-9′-ol-7-one (9), and (-)-(7 R, 8 S)-dihydrodehydrodiconiferyl alcohol (10) were isolated from the whole plants of Hedyotis uncinella Hook. et Arn. Structures of these compounds were elucidated through 1H NMR, 13C NMR, 2D NMR, ESI-MS and CD data.

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.

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