scholarly journals Isolation and Study of Abies Bark Proanthocyanidins

2019 ◽  
pp. 604-613
Author(s):  
Vladimir A. Levdansky ◽  
Alexander A. Kondrasenko ◽  
Alexander V.; Levdansky ◽  
Maxim A. Lutoshkin
Keyword(s):  
Nmr Spectroscopy ◽  
Hydrochloric Acid ◽  
13C Nmr ◽  
Maximum Yield ◽  
13C Nmr Spectroscopy ◽  
Optimal Conditions ◽  
Ethanol Medium ◽  
First Time ◽  
Water Alcohol Solutions ◽  
Water Alcohol

The process of proanthocyanidins isolation from abies bark by water and water-alcohol solutions containing 5, 10, 15 and 20 % ethanol was studied for the first time. The optimal conditions providing the maximum yield of proanthocyanidins were determined experimentally. It was shown that the use of 15-20 % water-alcohol solutions allows to increase the yield of proanthocyanidins from 0.33 to 0.38 %. The composition of the obtained proanthocyanidins was studied by UV, IR, and 13C NMR spectroscopy. The obtained proanthocyanidins were transformed into colored anthocyanidins in ethanol medium in the presence of hydrochloric acid. The flavonoids cyanidin and delphinidin were isolated and identified. It was established that the obtained proanthocyanidins mainly consist of procyanidin and prodelphinidin. It was shown that proanthocyanidins obtained from abies bark, in contrast to the proanthocyanidins isolated from pine bark described in the literature, contain gallic acid residues, which is typical for proanthocyanidins isolated from various types of tea

scholarly journals NEW PHARMACOLOGICALLY ACTIVE COMPOUNDS BASED ON 5-HYDROXY-7-METHOXY-2-PHENYLCHROMAN-4-ONE

2021 ◽  
Vol 3 ◽  
pp. 119-127
Author(s):  
G.M. Baisarov ◽  
◽  
S.M. Adekenov ◽  
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Potassium Carbonate ◽  
13C Nmr Spectroscopy ◽  
1H And 13C Nmr ◽  
Pharmacologically Active ◽  
Pharmacologically Active Compounds ◽  
First Time

The reaction of 5-hydroxy-7-methoxy-2-phenylchroman-4-one with dibromoalkanes in acetone in the presence of potassium carbonate proceeds according to the Michael’s retro-reaction O-alkylation and leads to the formation of the corresponding 2-(bromo-alkoxy) chalcones. The structure of the synthesized compounds was confirmed by IR-, 1H- and 13C-NMR spectroscopy. The cytotoxic, hepatoprotective and anti-inflammatory effects of chalcone derivatives (2-3) were studied for the first time in vitro and in vivo.

Isolierungen und 11C-NMR-Spektroskopie von Indoleninalkaloiden / Isolation and 13C NMR Spectroscopy of Indolenine Alkaloids

1982 ◽  
Vol 37 (4) ◽  
pp. 494-498 ◽  
Author(s):  
Mohammad Ataullah Khan ◽  
Hans Horn ◽  
Wolfgang Voelter
Keyword(s):  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Nmr Spectra ◽  
13C Nmr Spectroscopy ◽  
H Nmr ◽  
First Time

The indolenine alkaloids raucaffricine and perakine were isolated from Rauwolfia caffra Sonder and their PFT 13C{1H}-NMR spectra studied for the first time. The interpretations of their spectra were accomplished in correlating with those of quinuclidine, indole, methyl-α-D-galactopyranoside, methyl-β-D-galactopyranoside, methyl-2,6-di-O-methyl-α-D-galactopyranoside and methyl-3-O-methyl-β-D-galactopyranoside.

scholarly journals ISOLATION AND STUDY OF PROANTHOCYANIDINS FROM BARK OF PINE PÍNUS SYLVÉSTRIS L.

2020 ◽  
pp. 227-233
Author(s):  
Vladimir Aleksandrovich Levdansky ◽  
Irina Vladimirovna Korol'kova ◽  
Aleksandr Vladimirovich Levdanskiy ◽  
Boris Nikolayevich Kuznetsov
Keyword(s):  
Pinus Sylvestris ◽  
Uv Spectroscopy ◽  
Total Yield ◽  
13C Nmr Spectroscopy ◽  
Pine Bark ◽  
Scotch Pine ◽  
Preliminary Extraction ◽  
First Time ◽  
Water Alcohol Solutions ◽  
Water Alcohol

The isolation of proanthocyanidins from bark of Scotch pine Pínus sylvéstris L. by water and water-alcohol solutions containing 5, 10, 15, 20 and 25% ethanol was studied for the first time. Isolation of proanthocyanidins was carried out from the initial and deresinified (extracted with hexane) pine bark. It was shown that, compared with water extraction, the use of 15–25% aqueous ethanol solutions allows one to increase the yield of proanthocyanidins from 0.44 to 0.63%. It was established that the preliminary extraction of resinous substances from the pine bark does not significantly affect the yield of proanthocyanidins. It was shown that an increase in ethanol concentration of more than 20% in the extraction solution leads to an increase in the total yield of extractives, while the yield of proanthocyanidins does not increase. A study of proanthocyanidins by UV spectroscopy after their conversion to red anthocyanidins showed that they mainly consist of procyanidin and prodelphinidine in close concentrations. The composition of the obtained proanthocyanidins mixtures was studied by IR and 13C NMR spectroscopy. It was shown that the proanthocyanidins obtained from the bark of pine Pínus sylvéstris L., in contrast to isolated from other pine species, contains gallic acid residues which can increase their antiradical activity.

scholarly journals The study of the composition of phenolic compounds of the populus nigra leaves

2020 ◽  
Vol 19 (5-6) ◽  
pp. 128-134
Author(s):  
Elena A. Kupriyanova ◽  
Vladimir A. Kurkin
Keyword(s):  
Mass Spectrometry ◽  
Phenolic Compounds ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
13C Nmr Spectroscopy ◽  
Populus Nigra ◽  
Raw Material ◽  
Black Poplar ◽  
Phenolic Components ◽  
First Time

This paper presents the findings of the study of the composition of phenolic compounds in black poplar leaves (Populus nigra L.). For the first time flavonoid compounds such as сalendoflavobioside (quercetin-3-O-neohesperidoside), rutin (quercetin-3-O-rutinoside), and ferulic acid (phenylpropanoid) have been extracted from the leaves of the black poplar by the methods of extraction and the following adsorption column chromatography on silica gel and on polyamide sorbent. The obtained substances were characterized with the use of UV-, 1H-NMR-, 13C-NMR-spectroscopy and mass spectrometry and also by means of the results of acid hydrolysis. The flavonoids are the dominant phenolic components of the raw material of this plant.

scholarly journals (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol

Molbank ◽  
10.3390/m1140 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1140
Author(s):  
Jack Bennett ◽  
Paul Murphy
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Conjugate Addition ◽  
13C Nmr Spectroscopy ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Esi Mass Spectrometry ◽  
The One

(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.

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