scholarly journals A water-soluble high molecular weight substance isolated from Hyuganatsu orange (Citrus tamurana), suspected to be a polysaccharide, inhibits rat osteoclast cell formation

2015 ◽  
Vol 5 (6) ◽  
pp. 188 ◽  
Author(s):  
Hiroko Hata ◽  
Masatoshi Yamaguchi ◽  
Hiroshi Sameshima ◽  
Tsuyomu Ikenoue ◽  
Junko Matsubara ◽  
...  
Keyword(s):  
Molecular Weight ◽  
Nmr Spectroscopy ◽  
13C Nmr ◽  
Active Substance ◽  
Chemical Structure ◽  
Weight Fraction ◽  
13C Nmr Spectroscopy ◽  
Water Soluble ◽  
Ir Absorption ◽  
1H And 13C Nmr

Background: Osteoporosis is detrimental to aged women’s health care. We previously reported that Hyuganatsu orange (Citrus Tamurana) contains active substances that inhibit osteoclast activities. Prior to conducting a human study, we sought to identify the biological active substance in the Hyuganatsu orange which suppresses osteoclast formation.Methods: We isolated five fractions from a Hyuganatsu orange extract according to molecular weight. Each fraction was tested to determine its suppressive effect on the formation of osteoclasts in rats. We also used high-performance liquid chromatography (HPLC), infra-red (IR), and 1H and 13C NMR spectroscopy to evaluate its chemical structure. Data was recorded as mean ± standard error of the mean. The Mann-Whitney test was used, and a p-value of <.05 was considered statistically significant.Results: The highest and lowest molecular weight fractions showed significant suppression activity on rat osteoclast formation (p < .05). The lowest molecular weight fraction was identified as hesperidin using thin layer chromatography. Additionally, IR absorption revealed that the highest molecular weight fraction was not a flavonoid. With regard to chemical structure, 1H and 13C NMR spectroscopy suggested that the highest molecular weight fraction had signals compatible with a polysaccharide such as galacturonic acid.Conclusions: Hyuganatsu orange contains a biological active substance other than hesperidin that may be a polysaccharide and may suppress osteoclast formation.Key Words: Citrus Tamurana, TRAP positive cell, Polysaccharides, Rat osteoclast cell, in vitro study

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.

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.

scholarly journals CARBOXYMETHYLATION OF POLYSACCHARIDES – A COMPARATIVE STUDY

2020 ◽  
Vol 54 (9-10) ◽  
pp. 835-844
Author(s):  
GABRIEL LARS ◽  
ANTJE TIED ◽  
THOMAS HEINZE
Keyword(s):  
Nmr Spectroscopy ◽  
Caustic Soda ◽  
Comparative Study ◽  
13C Nmr ◽  
Reaction Medium ◽  
13C Nmr Spectroscopy ◽  
Water Soluble

The present study describes the heterogeneous carboxymethylation of xylan,α-1,3-glucan, glucomannan, pullulan, curdlan, galactoglucomannan, and agarose with sodium monochloracetate (SMCA) using iso-propanol as slurry medium in the presence of caustic soda. Using heteropolysaccharides for the carboxymethylation, higher DS values are obtained compared to the DS of homopolysaccharides. The influence of the amount caustic soda in the reaction medium is studied. The characterization of the products obtained is performed by means of 13C-NMR spectroscopy. Carboxymethylation transforms the investigated polysaccharides into water-soluble products.

A structural study of silicon-based interpenetrating polymer networks by solid state 1H and 13C NMR spectroscopy

2002 ◽  
Vol 602-603 ◽  
pp. 321-333 ◽  
Author(s):  
Masatoshi Kobayashi ◽  
Shigeki Kuroki ◽  
Isao Ando ◽  
Kazuo Yamauchi ◽  
Hideaki Kimura ◽  
...  
Keyword(s):  
Solid State ◽  
Nmr Spectroscopy ◽  
Structural Study ◽  
13C Nmr ◽  
Polymer Networks ◽  
13C Nmr Spectroscopy ◽  
Interpenetrating Polymer Networks ◽  
1H And 13C Nmr ◽  
Silicon Based
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