Alkaloids from the roots of Papaver pseudo-orientale (FEDDE) MEDW.

1986 ◽  
Vol 51 (8) ◽  
pp. 1752-1763 ◽  
Author(s):  
František Věžník ◽  
Eva Táborská ◽  
Petr Sedmera ◽  
Ladislav Dolejš ◽  
Jiří Slavík
Keyword(s):  
Nmr Spectroscopy ◽  
Mass Spectra ◽  
First Occurrence ◽  
Alkaloid Fraction ◽  
Main Component ◽  
A Minor ◽  
Source Structure ◽  
C Nmr

Two new alkaloids, pseudorine (Ia) (quaternary benzyltetrahydroisoquinoline type) and pseudoronine (II) (benzil type), were isolated from the roots of Papaver pseudo-orientale (FEDDE) MEDW. This is a first occurrence of this type of alkaloids in Papaveraceae. The main component of the tertiary alkaloid fraction was isothebaine accompanied by smaller amounts of orientalidine, mecambridine, bracteolidine, nuciferine, protopine, and allocryptopine. The presence of salutaridine and papaverrubine D was established. Traces of coptisine and palmatine were also found in some samples. Strongly polar portion of the extract was converted to iodides. N-Methylisothebainium iodide (IIIa) (major component), pseudorine iodide (Ia), and corytuberine hydriodide (IV) (significant amounts), a minor alkaloids such as alborine iodide (alkaloid PO-5), pseudoronine (II), and magnoflorine iodide (IIIb) were isolated from this source. Structure of pseudorine was determined by UV, IR, 1H, and 13C NMR spectroscopy and using the correlation with laudanosine and codamine. Proposed structure of pseudoronine is based on the mass spectra comparison.

scholarly journals New Kaempferol 3,7-Diglycosides from Asplenium ruta-muraria and Asplenium altajense

2015 ◽  
Vol 10 (3) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Tsukasa Iwashina ◽  
Junichi Kitajima ◽  
Takayuki Mizuno ◽  
Sergey V. Smirnov ◽  
Oyunchimeg Damdinsuren ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Adjacent Area ◽  
Altai Mountains ◽  
A Minor ◽  
First Time ◽  
Minor Compound ◽  
C Nmr

A flavonoid was isolated from the fronds of Asplenium ruta-muraria and A. altajense (Aspleniaceae) collected in the Altai Mountains and adjacent area. The compound was identified as kaempferol 3- O- β-[(6″′- E-caffeoylglucopyranosyl)-(1→3)-glucopyranoside]-7- O- β-glucopyranoside (1) by UV, 1H and 13C NMR spectroscopy, LC-MS, and acid and alkaline hydrolyses. Another flavonoid (2) was isolated from A. altajense, as a minor compound, together with 1 and identified as deacylated compound 1, i.e. kaempferol 3- O-laminaribioside-7- O-glucoside. They were found in nature for the first time.

Spectroscopic Studies on Pyrazaboles

1978 ◽  
Vol 33 (2) ◽  
pp. 220-223 ◽  
Author(s):  
C. E. May ◽  
K. Niedenzu ◽  
S. Trofimenko
Keyword(s):  
Nuclear Magnetic Resonance ◽  
Nmr Spectroscopy ◽  
Magnetic Resonance ◽  
Mass Spectra ◽  
Spectroscopic Studies ◽  
Conformational Isomers ◽  
Magnetic Resonance Data ◽  
Resonance Data ◽  
C Nmr

The mass spectra of several pyrazaboles of type 1 where R and/or R′ = C2H5 have been studied. The loss of boron-bonded hydrocarbon moieties under electron impact is the predominant feature of all spectra. Some ultraviolet and nuclear magnetic resonance data on compounds of type 1 have been collected; bulky substituents were observed to lead to conformational isomers that can be detected by 13C NMR spectroscopy

scholarly journals New Flavonol Glycosides from the Leaves and Flowers of Primula sieboidii

2015 ◽  
Vol 10 (3) ◽  
pp. 1934578X1501000
Author(s):  
Nana Hashimoto ◽  
Ryo Ohsawa ◽  
Junichi Kitajima ◽  
Tsukasa Iwashina
Keyword(s):  
Nmr Spectroscopy ◽  
Acid Hydrolysis ◽  
Flavonol Glycosides ◽  
Chemical Structures ◽  
Primula Sieboldii ◽  
A Minor ◽  
First Time ◽  
C Nmr

Three flavonol glycosides were isolated from the leaves of Primula sieboldii. They were identified as quercetin 3- O-β-[xylopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (1), kaempferol 3- O- β-[glucopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (2) and kaempferol 3- O- β-[xylopyranosyl-(1→2)- β-glucopyranosyl-(1→6)- β-glucopyranoside] (3). Their chemical structures were determined by UV, 1H and 13C NMR spectroscopy, LC-MS and acid hydrolysis. Compounds 1 and 3 are found in nature for the first time. They were also detected in the flowers, together with two anthocyanins, malvidin 3,5-di- O-glucoside and a minor petunidin dihexoside.

Condensation Reactions of 1,2,3,4-Tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinecarbaldehyde

1995 ◽  
Vol 60 (4) ◽  
pp. 605-611 ◽  
Author(s):  
Pavel Bobáľ ◽  
Roman Gažo ◽  
Rudolf Kada ◽  
Dušan Ilavský ◽  
Naďa Prónayová ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Mass Spectra ◽  
H Nmr ◽  
Condensation Reactions ◽  
Active Methylene ◽  
Methylene Group ◽  
C Nmr

Condensation reactions of 1,2,3,4-tetrahydro-6-methyl-2,4-dioxo-5-pyrimidinecarbaldehyde with nine acid derivatives containing an active methylene group are described. The obtained products were characterized by their IR, UV, 1H NMR, 13C NMR and mass spectra. The stereochemistry of selected products was studied by 1H and 13C NMR spectroscopy.

The mechanism of formation of 2,7-dimethyl-2,6-octadiene in the synthesis of 3-methylene-7-methyl-1,6-octadiene

1983 ◽  
Vol 48 (7) ◽  
pp. 1864-1866
Author(s):  
Jan Bartoň ◽  
Ivan Kmínek
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Alkali Metal ◽  
Chromatographic Analysis ◽  
Solid Phase ◽  
Reaction Pathway ◽  
Mechanism Of Formation ◽  
Gas Chromatographic Analysis ◽  
C Nmr ◽  
Visual Observations

2,7-Dimethyl-2,6-octadiene is formed in the catalytic solution for the dimerization of 2-methyl-1,3-butadiene to β-myrcene (3-methylene-7-methyl-1,6-octadiene), as revealed by mass spectrometry and 13C NMR spectroscopy. Visual observations together with the results of gas chromatographic analysis of the catalytic solution suggest that the formation of 2,7-dimethyl-2,6-octadiene is associated with the transition of the alkali metal (sodium) from the solid phase into the solution. A reaction pathway is suggested accounting for the formation of 2,7-dimethyl-2,6-octadiene in the system.

Synthesis of 2-amino-5,7-dimethyl-4-oxopyrido[3,4-e]-1,3-thiazines

1983 ◽  
Vol 48 (12) ◽  
pp. 3426-3432 ◽  
Author(s):  
Dušan Koščík ◽  
Pavol Kristian ◽  
Ondrej Forgáč
Keyword(s):  
Spectral Data ◽  
Chlorine Atom ◽  
Mass Spectra ◽  
High Reactivity ◽  
Secondary Amines ◽  
Dimroth Rearrangement ◽  
H Nmr ◽  
New Synthesis ◽  
C Nmr

New synthesis of pyrido[3,4-e]-1,3-thiazines consisting in reaction of 2,6-dimethyl-4-chloronicotinoyl isothiocyanate with primary or secondary amines, or with benzaldehyde phenylhydrazone, is described. High reactivity of the chlorine atom does not allow isolation of the corresponding thioureas, arising as intermediates, except in the case of the benzylamino derivative. Structure of the products was unequivocally confirmed by their spectral data (IR, UV, 1H NMR, 13C NMR and mass spectra). The synthesized derivatives do not undergo the Dimroth rearrangement.

Non-cyclol (lactame) ergot alkaloids

1982 ◽  
Vol 47 (12) ◽  
pp. 3312-3317 ◽  
Author(s):  
Josef Stuchlík ◽  
Alois Krajíček ◽  
Ladislav Cvak ◽  
Jiří Spáčil ◽  
Petr Sedmera ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Ergot Alkaloids ◽  
C Nmr

Two new alkaloids were isolated from the field ergot. Their structures, N-(D-lysergyl-L-valyl)cyclo(L-valyl-D-prolyl) (IV) and N-(D-lysergyl-L-valyl)cyclo(L-leucyl-D-prolyl) (V), were assigned by mass, 1H and 13C NMR spectroscopy.

Oxynemorensine, an alkaloid from Senecio nemorensis L., var. subdecurrens GRISEB

1980 ◽  
Vol 45 (2) ◽  
pp. 548-558 ◽  
Author(s):  
Antonín Klásek ◽  
Petr Sedmera ◽  
Jindřich Vokoun ◽  
Anna Boeva ◽  
Svatava Dvoráčková ◽  
...  
Keyword(s):  
Unsaturated Acid ◽  
Mass Spectra ◽  
H Nmr ◽  
C Nmr

From S. nemorensis L., var. subdecurrens GRISEB. there were isolated the previously obtained alkaloids nemorensine (I), retroisosenine (II), bulgarsenine (III) and, in addition, the alkaloid oxynemorensine which was assigned the structure VIII on the basis of the interpretation of the 1H-NMR, 13C-NMR, mass spectra, and on that of the identification of the products of hydrolysis and reduction. Furthermore, the isolation of the cis-nemorensic acid (V) as well as that of the unsaturated acid IV, and the transformation of bulgarsenine (III) to nemorensine (I) were described.

An unusual reaction of a bridged triterpenoid α-diketone with acetic anhydride

1991 ◽  
Vol 56 (12) ◽  
pp. 2917-2935 ◽  
Author(s):  
Eva Klinotová ◽  
Václav Křeček ◽  
Jiří Klinot ◽  
Miloš Buděšínský ◽  
Jaroslav Podlaha ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Nmr Spectroscopy ◽  
Acetic Anhydride ◽  
Spectral Methods ◽  
X Ray Diffraction ◽  
X Ray ◽  
Mild Conditions ◽  
Condensation Products ◽  
Unsaturated Lactones ◽  
C Nmr

3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide (IIIa) reacts with acetic anhydride in pyridine under very mild conditions affording β-lactone IVa and γ-lactones Va and VIIa as condensation products. On reaction with pyridine, lactones Va and VIIa undergo elimination of acetic acid to give unsaturated lactones VIIIa and IXa, respectively. Similarly, the condensation of 20β,28-epoxy-21,22-dioxo-18α,19βH-ursan-3β-yl acetate (IIIb) with acetic anhydride leads to β-lactone IVb and γ-lactone Vb; the latter on heating with pyridine affords unsaturated lactone VIIIb and 21-methylene-22-ketone Xb. The structure of the obtained compounds was derived using spectral methods, particularly 1H and 13C NMR spectroscopy; structure of lactone IVa was confirmed by X-ray diffraction.

A New Dimeric Derivative of Ethoxyquin from Its Reaction with Alkylperoxy Radicals

1993 ◽  
Vol 58 (8) ◽  
pp. 1914-1918 ◽  
Author(s):  
Jaroslav Kříž ◽  
Luděk Taimr
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Peroxy Radicals ◽  
Methyl Group ◽  
Alkylperoxy Radicals ◽  
C Nmr

The structure of a new compound formed in the reaction of ethoxyquin with alkylperoxy radicals was resolved by 1H and 13C NMR spectroscopy (including COSY, NOESY, HHC RCT and SSLR INEPT techniques) and confirmed by mass spectrometry. The structure suggest participation of 4-methyl group of ethoxyquin in the deactivation of peroxy radicals. A mechanism of this reaction is proposed.

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