A New Eudesmane Derivative from Leontodon tuberosus

2004 ◽  
Vol 59 (1) ◽  
pp. 95-99 ◽  
Author(s):  
Renate Spitaler ◽  
Ernst-P. Ellmerer ◽  
Christian Zidorn ◽  
Hermann Stuppner
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Phenolic Acids ◽  
Methanolic Extract ◽  
2D Nmr ◽  
The Novel ◽  
2D Nmr Spectroscopy

Abstract Besides the known compounds 2,4,6-trihydroxyacetophenone 4-O-β -D-glucopyranoside and syringaresinol 4’-O-β -D-glucopyranoside, the novel sesquiterpenoid 1,2-dehydro-3-oxocostic acid β - D-glucopyranoside ester was isolated from Leontodon tuberosus L. and its structure established by mass spectrometry and 1D- and 2D-NMR spectroscopy. Additionally, a number of fatty and phenolic acids was identified in the crude methanolic extract by HPLC-DAD and HPLC-MS. The chemosystematic impact of the new sesquiterpenoid is discussed briefly.

A New Sesquiterpene Lactone Sulfate from Reichardia gaditana (Asteraceae)

2007 ◽  
Vol 62 (1) ◽  
pp. 132-134 ◽  
Author(s):  
Christian Zidorn ◽  
Ernst-Peter Ellmerer ◽  
Werner Heller ◽  
Richard Greil ◽  
Manuela Guggenberger ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
Structure Elucidation ◽  
Methanolic Extract ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Asteraceae Family ◽  
Resolution Mass

The new sesquiterpenoid 8-deoxy-15-(3′-hydroxy-2′-methyl-propanoyl)-lactucin 3′-sulfate (1) was isolated from the methanolic extract of roots of Reichardia gaditana L. The compound was isolated by silica gel column chromatography (CC) and repeated Sephadex LH-20 CC. Structure elucidation was accomplished by high-resolution mass spectrometry and by 1D- and 2D-NMR spectroscopy. The chemosystematic significance of the new compound is discussed in the context of sesquiterpenoids from other members of the Lactuceae tribe of the Asteraceae family.

scholarly journals Ursane-Type Saponins from Zygophyllum cornutum

2013 ◽  
Vol 8 (5) ◽  
pp. 1934578X1300800
Author(s):  
Soumeya Bencharif-Betina ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
Zahia Kabouche ◽  
Anne-Claire Mitaine-Offer ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Fab Mass Spectrometry ◽  
Whole Plant ◽  
First Time

Seven known ursane-type saponins were isolated from the methanolic extract of the whole plant of Zygophyllum cornutum Coss, and identified by 2D NMR spectroscopy and FAB-mass spectrometry. They are reported in this species for the first time and might be chemotaxonomically significant for the genus Zygophyllum.

scholarly journals Steroidal Saponins from the Fruits of Cestrum ruizteranianum

2011 ◽  
Vol 6 (12) ◽  
pp. 1934578X1100601
Author(s):  
Galarraga M. Elier ◽  
Anne-Claire Mitaine-Offer ◽  
Juan Manuel Amaro-Luis ◽  
Tomofumi Miyamoto ◽  
Chiaki Tanaka ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Methanolic Extract ◽  
2D Nmr ◽  
Steroidal Saponins ◽  
2D Nmr Spectroscopy ◽  
First Time

Seven spirostane and furostane-type glycosides were isolated from the aqueous methanolic extract of the fruits of Cestrum ruizteranianum and characterized mainly by 2D NMR spectroscopy and mass spectrometry. These known saponins belong to the Δ5-spirostene and Δ5-furostene series and are reported in this species for the first time.

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.

Structural Studies of Chelirubine and Chelilutine Free Bases

1998 ◽  
Vol 63 (7) ◽  
pp. 1045-1055 ◽  
Author(s):  
Jiří Dostál ◽  
Jiří Slavík ◽  
Milan Potáček ◽  
Radek Marek ◽  
Otakar Humpa ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Quantum Chemical ◽  
2D Nmr ◽  
Molecular Symmetry ◽  
Structural Studies ◽  
Free Base ◽  
2D Nmr Spectroscopy ◽  
Sanguinaria Canadensis ◽  
First Time

The structures of chelirubine and chelilutine free bases have been examined by 2D NMR spectroscopy and mass spectrometry. Chelirubine chloride (1a) upon treatment with Na2CO3 yielded free base which possessed the constitution of bis(5,6-dihydrochelirubin-6-yl) ether (2a). The free base of chelilutine (1b) was determined to be bis(5,6-dihydrochelilutin-6-yl) ether (2b). The aqueous NH3 treatment of chelilutine (1b) produced bis(5,6-dihydrochelilutin-6-yl)amine (3b). 6-Hydroxy-5,6-dihydrochelirubine (4a) and 6-hydroxy-5,6-dihydrochelilutine (4b) were detected only in CDCl3 solution by NMR spectroscopy. In CDCl3, the compound 2b underwent hydrolysis to 4b that was immediately followed by the reverse condensation to a diastereomer of 2b. Pseudokinetics of this reaction was followed by NMR spectroscopy and quantum chemical calculations were carried out to support the suggested type of molecular symmetry alteration. The known alkaloid dihydrochelirubine (5) was isolated for the first time from Sanguinaria canadensis.

scholarly journals 2-Oxo-2H-chromen-7-yl 4-chlorobenzoate

Molbank ◽  
10.3390/m1279 ◽  
2021 ◽  
Vol 2021 (3) ◽  
pp. M1279
Author(s):  
Diana Becerra ◽  
Jaime Portilla ◽  
Juan-Carlos Castillo
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
2D Nmr ◽  
Acylation Reaction ◽  
2D Nmr Spectroscopy ◽  
Slight Excess

We describe the synthesis of 2-oxo-2H-chromen-7-yl 4-chlorobenzoate 3 in 88% yield by the O-acylation reaction of 7-hydroxy-2H-chromen-2-one 1 with 4-chlorobenzoyl chloride 2 in dichloromethane using a slight excess of triethylamine at 20 °C for 1 h. The ester 3 was completely characterized by mass spectrometry, IR, UV–Vis, 1D, and 2D NMR spectroscopy.

scholarly journals A New Glucuronolactone Glycoside Phoenixoside B from the Seeds of Phoenix Dactylifera

2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800
Author(s):  
Sumbul Azmat ◽  
Rehana Ifzal ◽  
Faryal Vali Mohammad ◽  
Viqar Uddin Ahmad ◽  
Aqib Zahoor
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Soluble Fraction ◽  
2D Nmr ◽  
Phoenix Dactylifera ◽  
2D Nmr Spectroscopy ◽  
High Resolution Mass ◽  
Resolution Mass

A new glucuronolactone glycoside, phoenixoside B (1), has been isolated from the n-butanol soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as 1-(1-ethyl-β-D-glucosyl)-4,5-diethyl-[α-D-glucofuranourono-6,3-lactone] on the basis of 1D and 2D-NMR spectroscopy and high-resolution mass spectrometry.

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.

Oxidative ring-openings of octaethyl-2-oxochlorin: Regioisomeric β-oxobiliverdins

2018 ◽  
Vol 22 (07) ◽  
pp. 562-572
Author(s):  
Ruoshi Li ◽  
Matthias Zeller ◽  
Christian Brückner
Keyword(s):  
Nmr Spectroscopy ◽  
Single Crystal ◽  
Ring Opening ◽  
2D Nmr ◽  
Cleavage Product ◽  
The Novel ◽  
2D Nmr Spectroscopy ◽  
Oxidation Method ◽  
X Ray

We describe the oxidative ring opening of octaethyl-2-oxochlorin using two different oxidation methods, both providing a mixture of all possible regioisomeric products (8-[Formula: see text] through 8-[Formula: see text]. While isomers 8-[Formula: see text], 8-[Formula: see text], and 8-[Formula: see text] formed in isolable yields and relative ratios that varied with the oxidation method used, isomer 8-[Formula: see text] was invariably formed in trace amounts only. The three major products were spectroscopically characterized (IR, MS, 1D- and 2D NMR spectroscopy) and their configurations were deduced by NMR spectroscopy. The spectroscopic findings correlated well with the single crystal X-ray structure of the novel cleavage product 8-[Formula: see text] and the known compound of 8-[Formula: see text]. The work broadens the number of octaethylporphyrin-derived biliverdin derivatives available and presents a methodology of controlling the biliverdin backbone configuration by introduction of a [Formula: see text]-ketone functionality into select positions.

Sign in / Sign up

Export Citation Format

Share Document