Two New Acylated Iridoid Glycosides from Verbascum undulatum

2000 ◽  
Vol 55 (7-8) ◽  
pp. 667-670 ◽  
Author(s):  
Prokopios Magiatis ◽  
Eleni Melliou ◽  
Eugenia Tsitsa ◽  
Catherine Charvala ◽  
Sofia Mitaku
Keyword(s):  
Nmr Spectroscopy ◽  
Spectral Methods ◽  
Iridoid Glycosides ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Aerial Parts ◽  
Phytochemical Investigation

Abstract On further phytochemical investigation of the aerial parts of Verbascum undulatum, two new acylated iridoid glycosides, 6-O-[3-O-(trans-3,4-dim ethoxycinnamoyl)-α- ʟ-rhamnopyranosyl] aucubin (1) and 6-O -[3-O-(trans-p-methoxycinnamoyl)-α-ʟ-rhamnopyranosyl]aucubin (2) were isolated. These structures were determined by spectral methods, mainly by 1D and 2D NMR spectroscopy.

scholarly journals Ellagitannins from Geranium potentillaefolium and G. bellum

2010 ◽  
Vol 5 (4) ◽  
pp. 1934578X1000500
Author(s):  
Juan A. Gayosso-De-Lucio ◽  
J. Martín Torres-Valencia ◽  
Carlos M. Cerda-García-Rojas ◽  
Pedro Joseph-Nathan
Keyword(s):  
Nmr Spectroscopy ◽  
Gallic Acid ◽  
Ellagic Acid ◽  
Therapeutic Dose ◽  
2D Nmr ◽  
Published Data ◽  
Methyl Gallate ◽  
2D Nmr Spectroscopy ◽  
Plant Materials ◽  
Aerial Parts

The aerial parts of Geranium potentillaefoium afforded geraniin (1), corilagin (2), gallic acid (4), methyl gallate (6), methyl brevifolincarboxylate (7), quercetin, quercetin 3- O-β-D-glucopyranoside, quercetin 3- O-β-D-[6″- O-galloyl)glucopyranoside, kaempferol, β-sitosterol 3- O-β-D-glucopyranoside and β-sitosterol, while the aerial parts of G. bellum gave the same compounds in addition to kaempferol 3- O-β-D-glucopyranoside, isolated instead of kaempferol. The substances were identified by 1D and 2D NMR spectroscopy in comparison with published data. The water decoction preparations from air-dried plant materials (2.5 g) contain ca. 4.6 % of the ellagitannin 1, envisaging that when such decoction is ingested (250 mL), a therapeutic dose of ca. 36 mg of the antitumor ellagic acid (3) may be incorporated into the organism.

Iridoid and Bisiridoid Glycosides from Globularia cordifolia

2003 ◽  
Vol 58 (5-6) ◽  
pp. 337-341 ◽  
Author(s):  
Hasan Kirmizibekmez ◽  
Ihsan Çaliş ◽  
Pinar Akbay ◽  
Otto Sticher
Keyword(s):  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
Iridoid Glycosides ◽  
2D Nmr ◽  
Iridoid Glycoside ◽  
2D Nmr Spectroscopy

Abstract From the methanolic extract of the underground parts of Globularia cordifolia, a new iridoid glycoside, 5-hydroxydavisioside (1) and a new bisiridoid glycoside, globuloside C (2) were isolated along with six known iridoid glycosides, aucubin, melampyroside, monomelittoside, globularifolin, alpinoside and asperuloside. The structures of the isolates were established by 1D and 2D NMR spectroscopy in combination with IR, UV and MS analyses.

scholarly journals Two New Lavandulyl Flavonoids from Sophora flavescens

2010 ◽  
Vol 5 (12) ◽  
pp. 1934578X1000501 ◽  
Author(s):  
Dan Liu ◽  
Xiulan Xin ◽  
Dong-hai Su ◽  
Junying Liu ◽  
Qing Wei ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Cytotoxic Activity ◽  
Hela Cells ◽  
Spectral Methods ◽  
2D Nmr ◽  
Sophora Flavescens ◽  
2D Nmr Spectroscopy

Two novel lavandulyl flavonoids, (2 S)-7-methoxyl-4″, 5″ -dihydroxynorkurarinone (1) and (2 S)-6″ -hydroxynorkurarinone-7- O-β-D-galactoside (2), were isolated from the rhizome of Sophora flavescens. Their structures were elucidated by spectral methods, including 2D NMR spectroscopy. Both compounds showed cytotoxic activity against Hela cells, with 2 being more active than 1.

scholarly journals Sugar Containing Compounds and Biological Activities of Lagochilus setulosus

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1755
Author(s):  
Davlat Kh. Akramov ◽  
Nilufar Z. Mamadalieva ◽  
Andrea Porzel ◽  
Hidayat Hussain ◽  
Mthandazo Dube ◽  
...  
Keyword(s):  
Methanolic Extract ◽  
Biological Activities ◽  
2D Nmr ◽  
Septoria Tritici ◽  
2D Nmr Spectroscopy ◽  
Aerial Parts ◽  
Spectroscopic Analyses ◽  
Phytochemical Investigation ◽  
Diphenyl Tetrazolium Bromide

Phytochemical investigation of the methanolic extract obtained from the aerial parts of Lagochilus setulosus (Lamiaceae) afforded the new compound 1-methoxy-3-O-β-glucopyranosyl-α-l-oliose (1) together with five known glycosides, namely sitosterol-3-O-β-glucoside (2), stigmasterol-3-O-β-glucoside (3), pinitol (4), 6β-hydroxyl-7-epi-loganin (5), and chlorotuberoside (6). The structures of these compounds were elucidated by extensive spectroscopic analyses, especially HR-MS, 1D and 2D NMR spectroscopy. The in vitro cytotoxic activity of the methanolic extract and the isolated compounds was assessed using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT) and crystal violet (CV) staining assays. In addition, the antifungal activities of the components were evaluated against Botrytis cinerea, Septoria tritici, and Phytophthora infestans. The anthelmintic potential was determined against Caenorhabditis elegans nematodes. Neither the extract nor the isolated compounds showed promising activity in all the bioassays.

scholarly journals Transannular Cyclization of (4S,5S)-Germacrone-4,5-epoxide into Guaiane and Secoguaiane-type Sesquiterpenes

2012 ◽  
Vol 7 (4) ◽  
pp. 1934578X1200700 ◽  
Author(s):  
Masanori Kuroyanagi ◽  
Osamu Shirota ◽  
Setsuko Sekita ◽  
Takahisa Nakane
Keyword(s):  
Natural Products ◽  
Nmr Spectroscopy ◽  
Oxygen Atom ◽  
Spectral Methods ◽  
2D Nmr ◽  
Cyclization Reaction ◽  
Epoxide Ring ◽  
Thermal Treatments ◽  
2D Nmr Spectroscopy ◽  
Transannular Cyclization

Germacrone (1) and ( 4S,5S)-germacrone-4,5-epoxide (2) were isolated, along with guaiane and secoguaiane-type sesquiterpenes, from Curcuma aromatica plants. Compound 2 was derived from 1 and cyclized through transannular (T-A) reactions into various guaiane and secoguaiane-type sesquiterpenes in C. aromatica. The cyclization reaction of 2 was initiated by protonation at an epoxide oxygen atom, followed by cleavage of the epoxide ring and the formation of a C-C bond between C-1 and C-5 to give guaiane-type derivatives. Acidic and thermal treatments of 2 produced twelve sesquiterpenes having guaiane and secoguaiane skeletons. The structures of these products were elucidated by spectral methods, including 2D-NMR spectroscopy. Most were identified as sesquiterpenes isolated from C. aromatica as natural products. The T-A cyclization of 2 occurred via two transition states, a cross conformation and a parallel conformation. The mechanism of the T-A cyclization reaction of 2 is discussed.

scholarly journals Ionone, Iridoid and Phenylethanoid Glycosides from Ajuga salicifolia

2003 ◽  
Vol 58 (3-4) ◽  
pp. 177-180 ◽  
Author(s):  
Pınar Akbay ◽  
İhsan Çalιş ◽  
Jörg Heilmann ◽  
Otto Sticher
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Maldi Mass Spectrometry ◽  
Phenylethanoid Glycosides ◽  
2D Nmr Spectroscopy ◽  
First Report ◽  
Aerial Parts ◽  
First Time

From the aerial parts of Ajuga salicifolia (L.) Schreber, a new ionone glycoside (3β-hydroxy- 7,8-dihydro-4-oxo-β-ionol-9-O-β-ᴅ-glucopyranoside) was isolated, along with the known compounds, corchoionoside C, 8-O-acetylmioporoside, ajugol, harpagide, 8-O-acetylharpagide, lavandulifolioside and leonosides A and B. This is the first report of the occurrence of ionone glycosides and 8-O-acetylmioporoside in Ajuga species. Ajugol, lavandulifolioside, leonoside A and B were isolated for the first time from Ajuga salicifolia. The structures were elucidated by means of 1D-, 2D-NMR spectroscopy, and HR-MALDI mass spectrometry.

Demonstration of 2D NMR Spectroscopy in a Powered Magnet at 25 T Using Cascade Field Regulation

2019 ◽  
Author(s):  
Benjamin D. McPheron ◽  
Jeffrey L. Schiano ◽  
Brian F. Thomson ◽  
Kiran K. Shetty ◽  
William W. Brey
Keyword(s):  
Nmr Spectroscopy ◽  
2D Nmr ◽  
2D Nmr Spectroscopy

scholarly journals Ambient-Temperature Synthesis of (E)-N-(3-(tert-Butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanimine

Molbank ◽  
10.3390/m1250 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1250
Author(s):  
Diana Becerra ◽  
Justo Cobo ◽  
Juan-Carlos Castillo
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ambient Temperature ◽  
Magnesium Sulfate ◽  
Elemental Analysis ◽  
Condensation Reaction ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Temperature Synthesis ◽  
Tert Butyl

We report the ambient-temperature synthesis of novel (E)-N-(3-(tert-butyl)-1-methyl-1H-pyrazol-5-yl)-1-(pyridin-2-yl)methanamine 3 in 81% yield by a condensation reaction between 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine 1 and 2-pyridinecarboxaldehyde 2 in methanol using magnesium sulfate as a drying agent. The N-pyrazolyl imine 3 was full characterized by IR, 1D, and 2D NMR spectroscopy, mass spectrometry, and elemental analysis.

Highly NIR-emitting ytterbium complexes containing 2-(tosylaminobenzylidene)-N-benzoylhydrazone anions: structure in solution and use for bioimaging

2021 ◽  
Author(s):  
Anton D Kovalenko ◽  
Alexander A. Pavlov ◽  
Ilya D. Ustinovich ◽  
Alena S. Kalyakina ◽  
Alexander S Goloveshkin ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Lanthanide Complexes ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Ytterbium Complexes ◽  
Solution Behaviour ◽  
Structure In Solution

Abstract: Solution behaviour in DMSO using 1D and 2D NMR spectroscopy was performed for lanthanide complexes Ln(L)(HL) and Ln(HL)2Cl, containing non-macrocyclic 2-(tosylamino)-benzylidene-N-benzoylhydrazone (H2L), and the structure of [Yb(L)]+ cation in...

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