1254-38-2Relevant academic research and scientific papers
CYCLITOLS FROM CROTON CELTIDIFOLIUS
Mukherjee, R.,Axt, Edgardo M.
, p. 2682 - 2684 (1984)
Croton celtidifolius has been found to contain 1L-1-O-methyl-myo-inositol, neo-inositol and sitosterol.Structure of 1L-1-O-methyl-myo-inositol pentaacetate, elaborated by NMR decoupling technique, is described.Key Word Index - Croton celtidifolius; Euphorbiaceae; cyclitols; 1L-1-O-methyl-myo-inositol; neo-inositol; sitosterol.
STEREOCONFIGURATION OF SEQUOYITOL BY HIGH RESOLUTION 1H NMR
Mukherjee, R.,Medeiros, Cleane L. C. de
, p. 279 - 281 (1988)
The stereoconfiguration of sequoyitol, isolated as the pentaacetate from the leaves of Podocarpus sellowii, has been established by comparing its 1H NMR spectrum with that of myo-inositol hexaacetate.Key Word Index - Podocarpus sellowii; Podocarpaceae; sequoyitol; 5-methoxy-myo-inositol; myo-inositol.
Analysis of metabolically labeled inositol phosphate messengers by NMR
Puschmann, Robert,Harmel, Robert K.,Fiedler, Dorothea
, p. 35 - 52 (2020)
Inositol phosphates (InsPs) are an important group of eukaryotic messengers and mediate a wide range of processes. To elucidate the biological functions of these molecules, robust techniques to characterize inositol phosphate metabolism at the cellular level are highly sought after. This chapter provides a detailed protocol for the preparation of 13C-labeled myo-inositol, its use for metabolic labeling of mammalian and yeast cells, and the quantitative analysis of intracellular InsP pools from cell extracts using NMR spectroscopy.
Identification of two polysaccharides from Prunella vulgaris L. and evaluation on their anti-lung adenocarcinoma activity
Feng, Liang,Jia, Xiao-Bin,Shi, Feng,Chen, Yan
, p. 5093 - 5103 (2010)
Prunella vulgaris L. (PV) has been used for tumor therapy in Traditional Chinese Medicine for centuries, however, systematic research on extracted PV polysaccharides believed to possess various biological activities, as well as their preventive and anti-t
Site-Selective, Copper-Mediated O-Arylation of Carbohydrate Derivatives
Dimakos, Victoria,Garrett, Graham E.,Taylor, Mark S.
supporting information, p. 15515 - 15521 (2017/11/06)
Site-selective functionalization of hydroxy groups in sugar derivatives is a major challenge in carbohydrate synthesis. Methods for achieving this goal will provide efficient access to new sugar-derived chemical building blocks and will facilitate the preparation or late-stage modification of complex oligosaccharides for applications in glycobiology research and drug discovery. Here, we describe site-selective, copper-promoted couplings of boronic acids with carbohydrate derivatives. These reactions generate sugar-derived aryl ethers, a structural class that is challenging to generate by other means and has not previously been accessed in a site-selective fashion. Experimental evidence and computational modeling suggest that the formation of a sugar-derived boronic ester intermediate is crucial to the selectivity of these processes, accelerating the arylation of an adjacent hydroxy group. The results demonstrate how the interactions of sugars with boron compounds can be combined with transition metal catalysis to achieve new chemical reactivity.
Site-selective benzoin-type cyclization of unsymmetrical dialdoses catalyzed by N-heterocyclic carbenes for divergent cyclitol synthesis
Kang, Bubwoong,Wang, Yinli,Kuwano, Satoru,Yamaoka, Yousuke,Takasu, Kiyosei,Yamada, Ken-Ichi
supporting information, p. 4469 - 4472 (2017/04/26)
A highly site-selective N-heterocyclic carbene (NHC)-catalyzed benzoin-type cyclization of unsymmetrical dialdoses is developed to enable a divergent cyclitol synthesis. The choice of chiral NHCs and protecting groups affects the site-selectivity. The resulting inososes are converted into epi-, muco- and myo-inositols, and their chiral protected derivatives are formed in good yields.
Cu(ClO4)2·6H2O catalyzed solvent free per-O-acetylation and sequential one-pot conversions of sugars to thioglycosides
Chatterjee, Debnath,Paul, Abhijit,Rajkamal,Yadav, Somnath
, p. 29669 - 29674 (2015/05/20)
The solvent free per-O-acetylation of various reducing and non-reducing sugars has been carried out using stoichiometric amounts of acetic anhydride and copper(ii) perchlorate hexahydrate as the catalyst. The reactions with various reducing monosaccharides have also been followed by a one-pot sequential conversion to the corresponding thioglycosides in high yields. This journal is
Protecting group directed stereoselective reduction of an epi-inosose: Efficient synthesis of epi-inositol
Patil, Madhuri T.,Krishnaswamy, Shobhana,Sarmah, Manash P.,Shashidhar, Mysore S.
, p. 3756 - 3758 (2011/08/06)
A facile and high yielding synthesis of epi-inositol via stereoselective reduction of a pentaprotected epi-inosose is reported. Extent of stereoselectivity during the hydride reduction appears to depend on the ability of the substrate to complex with metal ions in the reducing agent.
Hydroxyl group deprotection reactions with Pd(OH)2/C: a convenient alternative to hydrogenolysis of benzyl ethers and acid hydrolysis of ketals
Murali, Chebrolu,Shashidhar, Mysore S.,Gopinath, Chinnakonda S.
, p. 4149 - 4155 (2007/10/03)
Benzyl ethers, ketals and orthoformates were cleaved with Pd(OH)2/C in methanol, to generate the corresponding alcohol; carboxylic acid esters were stable under these reaction conditions. Pd(OH)2/C in methanol was used for the deprotection of hydroxyl groups during the preparation of sequoyitol via myo-inositol orthobenzoate. This method of deprotection has the potential to be useful in the synthesis of different classes of organic compounds since the reaction conditions do not involve strong acids, bases or hydrogen.
A NATURAL COMPOUND USEFUL FOR TREATING DIABETES, ITS PREPARATION AND USE
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Page/Page column 5, (2008/06/13)
The present invention relates to a process for preparing an antidiabetic natural compound and pharmaceutical use of said compound. An antidiabetic Sequoyitol powder is obtained by extracting a medicinal plant, such as Taxus spp, etc., with a solvent, and
