Structure-intestinal transport and structure-metabolism correlations of some potential cancerostatic pyrimidine nucleosides in isolated rat jejunum

Novotný, Ladislav; Farghali, Hassan; Ryba, Miloš; Jankü, I; Beránek, Jaroslav

doi:10.1007/bf00269028

Cited by 12 publications

(7 citation statements)

References 20 publications

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“…Uridine in the intestinal lumen can be transported across the mucosal epithelium as such (57,129) and in the form of uracil, the free base, which is formed by cleaving uridine's phosphate bond. In the rat's small intestine, the cytidine derived from RNA or DNA is partly deaminated to uridine (which may also partly be converted to uracil) in the mucosa (196).…”

Section: Sources Of Plasma and Brain Uridine Choline And Omega-3 Famentioning

confidence: 99%

Use of Phosphatide Precursors to Promote Synaptogenesis

et al. 2009

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New brain synapses form when a postsynaptic structure, the dendritic spine, interacts with a presynaptic terminal. Brain synapses and dendritic spines, membrane-rich structures, are depleted in Alzheimer's disease, as are some circulating compounds needed for synthesizing phosphatides, the major constituents of synaptic membranes. Animals given three of these compounds, all nutrients-uridine, the omega-3 polyunsaturated fatty acid docosahexaenoic acid, and choline-develop increased levels of brain phosphatides and of proteins that are concentrated within synaptic membranes (e.g., PSD-95, synapsin-1), improved cognition, and enhanced neurotransmitter release. The nutrients work by increasing the substrate-saturation of low-affinity enzymes that synthesize the phosphatides. Moreover, uridine and its nucleotide metabolites activate brain P2Y receptors, which control neuronal differentiation and synaptic protein synthesis. A preparation containing these compounds is being tested for treating Alzheimer's disease.

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Section: Sources Of Plasma and Brain Uridine Choline And Omega-3 Famentioning

confidence: 99%

Use of Phosphatide Precursors to Promote Synaptogenesis

et al. 2009

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“…Uridine is transported across the intestinal mucosal epithelium as such 58,59 or as uracil, the free base. In rat small intestine, cytidine derived from RNA or DNA is partly deaminated to uridine 53 .…”

Section: Effects Of Uridine Choline and Omega‐3 Fatty Acids On Synamentioning

confidence: 99%

Nutritional modifiers of aging brain function: use of uridine and other phosphatide precursors to increase formation of brain synapses

et al. 2010

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Brain phosphatide synthesis requires three circulating compounds: docosahexaenoic acid (DHA), uridine and choline. Oral administration of these phosphatide precursors to experimental animals increases the levels of phosphatides and synaptic proteins in the brain and per brain cell, as well as the numbers of dendritic spines on hippocampal neurons. Arachidonic acid (AA) fails to reproduce these effects of DHA. If similar increases occur in human brain, giving these compounds to patients with diseases -like Alzheimer's disease -which cause the loss of brain synapses -could be beneficial.

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“…Of all biologically active nucleoside analogs we studied (3), this compound is the most potent and specific inhibitor of DNA synthesis in L1210 cells. Also, its penetration through the intestinal wall is faster and it is metabolically more stable (4,5) than the parent ara-C. This could be its fundamental advantage, particularly for oral applications.…”

Section: Introductionmentioning

confidence: 99%

Structure and conformation of 5′-chloro-5′-deoxyarabinosylcytosine: X-ray, ¹H and ¹³C nmr analyses

Birnbaum¹,

Budêšínský²,

Beránek³

1988

Can. J. Chem.

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. Can. J. Chem. 66, 1203Chem. 66, (1988. Crystals of 5'-chloroarabinosylcytosine, an inhibitor of nucleic acid synthesis, belong to the orthorhombic space group P212121, and the cell dimensions are a = 6.801(1), b = 9.698(2) and c = 16.497(3) A. X-ray intensity data were measured on a diffractometer and the structure was determined by direct methods. Least-squares refinement, which included all hydrogen atoms, converged at R = 0.032 for 125 1 observed reflections. The conformation about the glycosyl bond is anti, the furanose ring adopts a C3' endolC4' exo pucker and the conformation of the side chain is gauche', stabilized by an intramolecular C&-H...C15' hydrogen bond. 'H and I3C nmr spectra confirm the anti conformation about the glycosyl bond. In D20 solution there is an approximately equal population of N-and S-type conformers of the furanose ring and a trans > gauche' > gauchedistribution of the 5'-CH2CI side chain rotamers. Chem. 66,1203Chem. 66, (1988. Les cristaux de la chloro-5' arabinosylcytosine, un inhibiteur de la synthese de l'acide nuclkique, appartiennent au groupe d'espace orthorhombique P212121, avec a = 6,801(1), b = 9,698(2) et c = 16,497(3) A. On a mesurk les intensitis de diffraction par les rayons-X et on a dttermink la structure par des mithodes directes. L'affinement par le mkthode des moindres carrts, incluant tous les atomes d'hydrogtne, converge vers R = 0,032 pour 125 1 riflexions observies. La conformation autour de la liaison glycosyle est anti, le cycle furannose adopte une conformation C3' endolC4' exo et la chaine latkrale, qui est stabiliske par une liaison hydrogtne intramolkculaire C&H...CI5', est gauche'. Les spectres rmn du I H et du I3C confirment la prtsence d'une conformation anti autour de la liaison glycosyle. En solution dans le D20, les proportions des conformkres des types Net S du cycle furannose sont approximativement tgales alors que la distribution des rotamkres de la chaine lattrale 5'-CH2Cl est la suivante: trans > gauche' > gauche-.[Traduit par la revue]

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Structure-intestinal transport and structure-metabolism correlations of some potential cancerostatic pyrimidine nucleosides in isolated rat jejunum

Cited by 12 publications

References 20 publications

Use of Phosphatide Precursors to Promote Synaptogenesis

Use of Phosphatide Precursors to Promote Synaptogenesis

Nutritional modifiers of aging brain function: use of uridine and other phosphatide precursors to increase formation of brain synapses

Structure and conformation of 5′-chloro-5′-deoxyarabinosylcytosine: X-ray, ¹H and ¹³C nmr analyses

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Structure-intestinal transport and structure-metabolism correlations of some potential cancerostatic pyrimidine nucleosides in isolated rat jejunum

Cited by 12 publications

References 20 publications

Use of Phosphatide Precursors to Promote Synaptogenesis

Use of Phosphatide Precursors to Promote Synaptogenesis

Nutritional modifiers of aging brain function: use of uridine and other phosphatide precursors to increase formation of brain synapses

Structure and conformation of 5′-chloro-5′-deoxyarabinosylcytosine: X-ray, 1H and 13C nmr analyses

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Structure and conformation of 5′-chloro-5′-deoxyarabinosylcytosine: X-ray, ¹H and ¹³C nmr analyses