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Biomedical subjects

G A Serebrennikova

Publications and source records attributed to G A Serebrennikova.

At least 19 recordsLinked to original sources

Ether lipids as anticancer agents: focus on non-phosphorus cationic glycerolipids.

This review focuses on the synthesis and mechanisms of antitumor activity of cationic non-phosphorus analogs of edelfosine. The role of variable length and mode of conjugation of the spacer group, the types of cationic 'head', and the length of the substituent at C2 atom of the glycerol backbone are discussed, providing the basis for rational design of lipophilic anticancer drugs, in particular, for elimination of multidrug resistant cells.

Antineoplastic Agents↗

[Synthesis of cationic glucosyldiglycerides].

A series of glucosyl dialkylglycerols with the pyridinium, N-morpholinium, and N-methylimidazolium polar heads were synthesized by quaternization of the corresponding bases with the acetylated glucosyl diglyceride 6-O-methane- and 6-O-toluenesulfonates. The resulting compounds were designed for the use in gene delivery systems.

Cations↗

On the synthesis of platelet-activating factor via acetylation of 1-alkyl-sn-glycero-3-phosphocholine. Formation of structural isomer of PAF in the presence of bases.

It has been shown that platelet-activating factor (PAF) specimens prepared via acetylation of 1-alkyl-sn-glycero-3-phosphocholine (lyso-PF) with acetic anhydride are heterogeneous. The contaminated compound was isolated and identified to be the structural isomer of PAF, 1-alkyl-3-acetyl-sn-glycero-2-phosphocholine (iso-PAF). It appeared, that iso-PAF is formed when performing the reaction in the presence of organic bases,but not under acid catalysis. The mechanism of iso-PAF formation is discussed.

Acetylation↗

[C-reactive protein: structure, properties, and methods of isolation].

Data on the structure, properties, and biosynthesis of C-reactive protein (CRP) are summarized. Special attention is paid to the specific interaction of C-reactive protein with Ca(2+)-dependent and Ca(2+)-independent ligands: phosphorylcholine-containing compounds, lipoproteins, chromatin, galactans, polycations, etc. The data on the interaction of CRP with Ca2+ are presented. The methods for the CRP isolation and purification are discussed with an emphasis on affinity chromatography as the most promising method for obtaining purified CRP.

Amino Acid Sequence↗

[Formation of a structural isomer of platelet activating factor during acetylation of 1-alkyl-sn-glycero-3-phosphocholine].

In studying acetylation of 1-alkyl-sn-glycero-3-phosphocholine (lyso PAF) with acetic anhydride, a key step of the platelet activating factor (PAF) synthesis, we have found that in the presence of triethylamine or 4-dimethylaminopyridine some 1-alkyl-3-acetyl-sn-glycero-2-phosphocholine as an admixture to PAF formed, whereas the acid catalysed reaction resulted in isomerically pure PAF. The mechanism of the reaction leading to the PAF structural isomer is discussed.

Acetylation↗

[Synthesis of platelet activation factor analogs].

Novel structural analogues of the platelet activating factor (PAF), rac-1-octadecyl-2-allyl-glycerol-3-phosphocholine and rac-1-octadecyl-2-allyl-1-thioglycerol-3-phosphocholine , have been synthesized. The phospholipids obtained showed neither PAF-agonistic nor PAF-antagonistic activity at the concentration of 10(-5) to 10(-7) M.

Humans↗

[Synthesis of phosphono analogs of a phospholipid platelet activating factor].

Structural analogues of phospholipidic platelet activating factor, (2-acetoxy-3-octadecyloxy)propyl-1-phosphonocholine and (2-methoxy-3-octadecyloxy)propyl-1-phosphonocholine, were synthesized. High efficiency of the polymer-bound dibenzo-18-crown-6-ether as the O-alkylation catalyst was demonstrated. Reaction of allyl-octadecyl ether with methanol and iodine in the presence of zinc oxide was shown to give a mixture of 1-iodo-2-methoxy- and 1-methoxy-2-iodoprop-3-yl ethers of octadecanol in the 3:1 ratio.

Carbon Isotopes↗

[Allosteric regulators of reversible oxygenation of hemoglobin].

Properties of regulators of reversible haemoglobin oxygenation, especially of a natural regulator, 2,3-diphosphoglyceric acid (DPG), are reviewed. DPG provides effective deoxygenation of haemoglobin, helps to maintain its functional properties preventing its transformation into inactive derivatives. Correlation between organism metabolic requirements and haemoglobin oxygen affinity is established by erythrocyte DPG. Several functional analogues of DPG, their structure--activity relationship and possible medical application are discussed.

2,3-Diphosphoglycerate↗

[Synthesis of thioanalogs of platelet activating factor (PAF)].

Synthesis of thioalkyl, thioacetyl and phosphothionyl PAF analogues was carried out starting with corresponding monoalkyl glycerol ethers. The synthetic route was based on preparation of racemic phosphatidylcholines and subsequent hydrolysis with phospholipase A2 to afford isomers having natural configuration.

Chemical Phenomena↗

[Interaction of hemoglobin with phospholipid vesicular membranes of different composition].

Incorporation of hemoglobin into vesicles and its oxidation were studied as a function of composition of the vesicular membrane containing erythrocyte membrane lipids as main components. The addition of negatively charged lipids such as phosphatidylserine and phosphatidic acid, was shown to considerably increase the extent of hemoglobin binding, while sphingomyelin did not produce such an effect. Cholesterol and dipalmitoylphosphatidylcholine stabilized oxyHb.

Erythrocyte Membrane↗