Identification of RNA Hydrolysis Products in NaOH-EDTA Extracts using31P NMR Spectroscopy

Chloroethyl 1-thio-β-D-glycopyranosides of the D-galacto and D-gluco configurations 5a-5c were prepared by alkylation of the corresponding 1-thio-β-D-hexopyranoses 3a-3c with 1-bromo-2-chloroethane followed by deacetylation. The starting 1-thio-β-D-hexopyranoses were obtained from the acetylated glycopyranosyl halides via isothiouronium salts. It was demonstrated that the chloroethyl thioglycosides 5a-5c undergo hydrolysis in aqueous solutions to give the 2-hydroxyethyl thioglycosides 6a-6c and reducing hexoses and that this hydrolysis proceeds via episulfonium salts. The hydrolysis was monitored by 1H and 13C NMR spectroscopy. In 1% aqueous solutions of sodium carbonate containing phenol or aniline, the thioglycosides 5a-5c provide, in addition to the above hydrolysis products, also the phenoxyethyl and phenylaminoethyl thioglycosides 9a, 10a and 9b, 10b, respectively.

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The Interaction of the Antitumor Complexes Na[trans-RuCl4(DMSO)(Im)] and Na[trans-RuCl4(DMSO)(Ind)] With Apotransferrin: a Spectroscopic Study

Metal-Based Drugs ◽

10.1155/mbd.1996.1 ◽

1996 ◽

Vol 3 (1) ◽

pp. 1-9 ◽

Cited By ~ 43

Author(s):

Luigi Messori ◽

Felix Kratz ◽

Enzo Alessio

Keyword(s):

Nmr Spectroscopy ◽

Spectroscopic Study ◽

Drug Targeting ◽

Specific Interaction ◽

Cd Spectroscopy ◽

Low Ph ◽

Spectroscopic Techniques ◽

Additional Information ◽

Hydrolysis Products ◽

Antitumor Complexes

The interaction of two antitumor ruthenium(III) complexes,-Na[trans-RuCl4(DMSO)(Im)] and Na[trans-RuCl4(DMSO)(Ind)]- with human serum apotransferrin (apoTf) was investigated through a number of spectroscopic techniques such as UV-Vis absorption, CD and H1 NMR spectroscopy. Interestingly, the hydrolysis profiles of these complexes in a physiological buffer are markedly affected by the presence, in solution, of apoTf suggesting the occurrence of a specific interaction of their respective hydrolysis products with the protein. The formation of stable adducts with apotransferrin has been demonstrated by CD spectroscopy, and additional information obtained through H1 NMR of the hyperfine shifted signals. The bound ruthenium(III) species may be detached from these adducts by addition of excess citrate at low pH. The behavior of the investigated ruthenium(III) complexes with apoTf is compared with that of the recently described and strictly related ru-im and ru-ind antitumour complexes, and discussed in the frame of general strategies of drug targeting.

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ChemInform Abstract: An Investigation of the Hydrolysis Products of Monoalkyltin Trichlorides by119mSn Mössbauer, and1H and119mSn NMR Spectroscopy.

Chemischer Informationsdienst ◽

10.1002/chin.198238275 ◽

1982 ◽

Vol 13 (38) ◽

Author(s):

S. J. BLUNDEN ◽

P. J. SMITH ◽

D. G. GILLIES

Keyword(s):

Nmr Spectroscopy ◽

Hydrolysis Products

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Study of an Acid-Free Technique for the Preparation of Glycyrrhetinic Acid from Ammonium Glycyrrhizinate in Subcritical Water

Natural Product Communications ◽

10.1177/1934578x1501001102 ◽

2015 ◽

Vol 10 (11) ◽

pp. 1934578X1501001 ◽

Cited By ~ 3

Author(s):

Anna V. Lekar ◽

Sergey N. Borisenko ◽

Elena V. Vetrova ◽

Olga V. Filonova ◽

Elena V. Maksimenko ◽

...

Keyword(s):

Mass Spectrometry ◽

Nmr Spectroscopy ◽

Organic Solvents ◽

Glycyrrhizic Acid ◽

Subcritical Water ◽

Environmentally Friendly ◽

Glycyrrhetinic Acid ◽

Hydrolysis Products ◽

Pharmaceutical Plant ◽

Toxic Organic Solvents

The aim of this work was to study an application of a previously developed expedient acid-free technique for the preparation of glycyrrhetinic acid from ammonium glycyrrhizinate that requires no use of acids and toxic organic solvents. Subcritical water that serves as a reactant and a solvent was used in order to obtain glycyrrhetinic acid in good yields starting from ammonium glycyrrhizinate. It has been shown that variation of only one parameter of the process (temperature) allows alteration to thecomposition of the hydrolysis products. A new method was used for the synthesis of glycyrrhetinic acid (glycyrrhizic acid aglycone) and its monoglycoside. HPLC combined with mass spectrometry and NMR spectroscopy were used to determine the quantitative and qualitative compositions of the obtained products. The method developed for the production of glycyrrhetinic acid in subcritical water is environmentally friendly and faster than conventional hydrolysis methods that use acids and expensive and toxic organic solvents. The proposed technique has a potential for the future development of inexpensive and environmentally friendly technologies for production of new pharmaceutical plant-based substances.

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