[Synthesis, structure and farmacologycal activity of (7R,8S)-epoxy-(13R,17R)-trioxolaneabietic acid].

The synthesis and X-ray diffraction established the structure of (7R,8S)-(see text for symbol)-(13R,17R)-trioxolaneabietic acid. Predicted by the computer system PASS antineoplastic activity and the ability to induce apoptosis, a mechanism of cell death, is correlated with experimentally shown cytotoxic activity against malignant cell line MeWo. Results of tests on animals have shown that abietic acid and its 9R,11S-epoxy-12R,15R-trioxolane derivative have anti-inflammatory and antiulcer activity in the absence of adverse effects on animal organisms.

[Synthesis and pharmacological activity of amides and ozonolysis product of maleopimaric acid].

The synthesis of a new group of maleopimaric acid amides containing fragments of the methyl esters of amino acids, aliphatic amines, imidazole and N-methylpiperazine was carried out. Ozonolysis of methyl maleopimarate flows through the cleavage of double bond C18(19) and the disclosure of anhydrous cycle with formation of secotriacid. As a result of screening of anti-inflammatory and antiulcer activity of maleopimaric acid derivatives new effective compounds such as methyl esters of maleopimaric acid and product of ozonolysis - diterpenic secotriacid, maleopimaric acid amide with L-leucine were revealed. An important advantage of the compounds studied is the low toxicity and the presence of bidirectional activity in the absence of adverse effects on the animal.

[Synthesis and anti-inflammatory activity of quinopimaric acid derivatives].

Under the action of PCl(5), the Beckman rearrangement of a 3 : 1 mixture of Z- and E-ketoximes of 18beta-hydroxydihydroquinopimaric acid resulted in 5'-caprolactam and isomeric caprolactams containing fragments of cyclic ether. Z- and E-ketoximes were separated as acetates. Using a carrageenan inflammation model, we demonstrated that the anti-inflammatory activity of quinopimaric acid derivatives was comparable with that of diclofenac.

[Synthesis of triterpene 2,6-dideoxy-alpha-L-arabino-hexopyranosides from L-rhamnal. Their pharmacological properties]. / Sintez triterpenovykh 2,6-didezoksi-alpha-L-arabino-geksopiranozidov na osnove L-ramnalia i ikh farmakologicheskie svoistva.

Triterpene 2,6-dideoxy-alpha-L-arabino-hexopyranosides were synthesized by the glycosylation of oleanane triterpene alcohols with L-rhamnal acetate in the presence of cationite KU-2-8 and lithium bromide. 2,6-Dideoxy-alpha-L-arabino-hexopyranosides of allobetulin and methyl glycyrrhetinate showed pronounced antiulcerous activity; the latter also stimulated reparative skin regeneration in rats and was effective as a hepatoprotectant.

[Transformation of glycyrrhizinic acid. XV. Synthesis of triterpene saponins with monosaccharide residues, attached through complex ester bonds]. / Transformatsii glitsirrizinovoi kisloty. XV. Sintez triterpenovykh saponinov s monosakharidnymi ostatkami, prikreplennymi slozhnoéfirnymi sviaziami.

Triterpene saponins, glycoside analogues of glycyrrhizic acid with a modified carbohydrate chain containing monosaccharide residues attached through ester bonds, were synthesized. To this end, peracetylated glycyrrhizic acid or its 30-methyl ester were glycosylated by 2,3,4,6-tetra-O-acetyl-alpha-D-gluco-or-alpha-D-galactopyranosyl bromide in dichloroethane in the presence of Ag2CO3. Glycerrhetinic acid saponin with D-Galp residues exhibited a higher antiulcer activity than glycyrrhizic acid in rats at a dose of 25 mg/kg. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2003, vol. 29, no. 6; see also http://www.maik.ru.

[Synthesis of triterpene 2-deoxy-alpha-D-hexopyranosides on the basis of glycals and their effect on reparative processes]. / Sintez triterpenovykh 2-dezoksi-alpha-D-geksopiranozidov na osnove glikale'i i ikh vliianie na reparativnye protsessy.

Triterpene 2-deoxy-alpha-D-hexopyranosides were synthesized by the glycosylation of oleanane triterpene alcohols with D-glucal and D-galactal acetates in the presence of di(sym-collidine)iodonium perchlorate with subsequent deiodination and deacetylation of the resulting 2-deoxy-2-iodo-alpha-D-glycosides. 2-Deoxy-alpha-D-arabino- and -lyxo-hexopyranosides of methyl glycyrrhetinate demonstrated pronounced antiulcer activity and stimulated reparative skin regeneration in rats more effectively than glycyrrhizic acid and methyluracil.

[Synthesis and immunostimulating activity of cysteine-containing glycopeptide derivatives of glycyrrhizic acid]. / Sintez i immunostimuliruiushchaia aktivnost' tsisteinsoderzhashchikh glikopeptidnykh proizvodnykh glitsirrizinovoi kisloty.

New cysteine-containing derivatives of glycyrrhizic acid were synthesized by its coupling with Cys(Bzl) esters or the Cys(Bzl)-Val-OBu(t) dipeptide by the active ester method (DCC/HOSu) or by Woodward's reagent K. The derivatives with Cys(Bzl) and Cys(Bzl)-Val residues attached to the carbohydrate part of the molecule stimulated the primary immune response and the reaction of delayed-type hypersensitivity in mice at a dose of 2 mg/kg. The English version of the paper: Russian Journal of Bioorganic Chemistry, 2004, vol. 30, no. 1; see also http://www.maik.ru.

[The effect of 2-methyl-4-amino-6-hydroxypyrimidine on delayed hypersensitivity]. / Vliianie 2-metil-4-amino-6-oksipirimidina na giperchuvstvitel'nost' zamedlennogo tipa.

The effect of the immunomodulator 2-methyl-4-amino-6-oxypyrimidine (MAOP)on delayed hypersensitivity was studied in experiments on mongrel mice and in C57Bl and CBA mice. The effect of MAOP and that of oxymethyluracil on delayed hypersensitivity to sheep erythrocytes and dinitrofluorobenzene were compared. Immunosuppression of mice was induced by hydrocortisone in a dose of 50 mg/kg.

[The effect of pyrimidine derivatives on the absorptive capacity of the reticuloendothelial system in different functional states]. / Vliianie nekotorykh proizvodnykh pirimidina na poglotitel'nuiu sposobnost' retikulo-éndotelial'noi sistemy pri ee razlichnykh funktsional'nykh sostoianiiakh.

White mongrel mice (150 specimens) were used to study the effect of 2-methyl-4-amine-6-oxypyrimidine (MAOP) on the absorption capacity of reticulo-endothelial system (RES) compared to the oxymethyluracil. It was demonstrated that the MAOP stimulates much greater the absorption capacity of RES in different functional states than the oxymethyluracil.

[The anti-ulcer action of dibunol (Tonarol)]. / Protivoiazvennoe deistvie dibunola (tonarola).

In experimental study of antiulcerative activity of dibunol on various models of gastric ulcers in rats the drug caused a marked antiulcerative effect in all of them, reduced the incidence of ulcer formation, and shortened the time of ulcer healing. In a model of "acetic" ulcer dibunol oil solution led to quick normalization of lipid peroxidation in the gastric mucosa, which was evidence of high antioxidant activity in cases of ulcer lesions.

[The effect of pyrimidine derivatives on experimental stomach ulcers in rats]. / Vliianie nekotorykh proizvodnykh pirimidina na éksperimental'nye iazvy zheludka u krys.

Experiments on albino rats showed that pyrimidine derivatives reduce hemorrhagic damage of the gastric mucosa caused by indomethacin, acetylsalicylic acid, and ortophen. The derivatives of pyrimidine prevent the decrease in total acid phosphatase activity, increase alkaline phosphatase, and reduce the activity of lactate dehydrogenase.

[Effect of pyrimidine derivatives on the skin reparative regeneration during stress in laboratory animals]. / Vliianie nekotorykh proizvodnykh pirimidina na reparativnuiu regeneratsiiu kozhi laboratornykh zhivotnykh pri stresse.

Experiments on rats showed that some pyrimidine derivatives stimulate the skin repair in animals with thermal and chemical burns under stress conditions. The efficacy of compounds tested increases in the following order: 2-methyl-4-amino-6-hydroxypyrimidine < hydroxymethyluracil < methyluracil.

[Effect of 2-methyl-4-amino-6-hydroxypyrimidine on the functional state of the body exposed to extreme conditions]. / Vliianie 2-methyl-4-amino-6-oksipirimidina na funktsional'noe sostoianie organizma v usloviiakh ékstremal'nykh faktorov.

The experiments on mice showed that 2-methyl-4-amino-hydroxypyrimidine (MAHP) exhibits a pronounced immunostimulant action upon the animal organism under extremal conditions. The effect of MAHP is related to the preferential activation of immunocompetent cells responsible for the immunity.

[Effect of 2-methyl-4-amino-6-hydroxypyrimidine on the effectiveness of antibiotic therapy in experimental staphylococcal infection in the context of immunosuppression]. / Vliianie 2-metil-4-amino-6-oksipirimidina na éffektivnost antibiotikoterapii éksperimental'noi stafilokokkovoi infektsii na fone immunosupressii.

The experiments on mice with Staphylococcus infection at the background of immune suppression due to the treatment with prednisolone or imuran showed that the use of 2-methyl-4-amino-6-oxypyrimidine, a derivative of pyrimidine, increased the animal survival, their lifespan and the efficacy of the tobramycin therapy.

[Effect of various pyrimidine derivatives on the effectiveness of levomycetin treatment of experimental infections in animals]. / Vliianie nekotorykh proizvodnykh pirimidina na éffektivnost' lecheniia levomitsetinom éksperimental'nykh infektsii zhivotnykh.

The experiments on mice showed that some derivatives of pyrimidine i.e. 2-methyl-6-amino-6-oxypyrimidine and oxymisin increased the levomycetin efficacy in the treatment of experimental infections. The effect of 2-methyl-6-amino-6-oxypyrimidine proved to be higher in comparison to that of oxymethyluracil.

[Improvement of effectiveness of antibiotic therapy by pyrimidine derivatives in reparative regeneration of skin in rats]. / Povyshenie éffektivnosti antibiotikoterapii proizvodnymi pirimidina pri reparativnoi regeneratsii kozhi u krys.

It was shown on noninbred albino rats with various affections of the skin that pyrimidine derivatives stimulated the skin reparative regeneration and increased the efficacy of antibiotic therapy of Staphylococcus and Proteus infected wounds. The therapeutic effect of 2-methyl-4-amino-6-oxypyrimidine was much higher than that of oxymethyluracil or methyluracil. The pyrimidine derivatives proved to be universal accelerators for reparative regeneration, were compatible with antibiotics and increased their efficacy.

[Pyrimidine derivatives increase antibiotic therapy efficacy after ionizing irradiation]. / Proizvodnye pirimidina povyshaiut éffektivnost' antibiotikoterapii pri ioniziruiushchem obluchenii.

Pyrimidine derivatives increased the antibiotic therapy efficacy in albino rats irradiated with RUM-7 apparatus for close-focus roentgenotherapy. 2-Methyl-4-amino-6-oxypyrimidine was twice as efficient as oxymethyluracil and 6 times as efficient as methyluracil in the stimulation of the skin reparative regeneration. When the total irradiation was performed with LUCH-1 apparatus in a dose of 6 Gy the pyrimidine derivatives also increased the antibiotic therapy efficacy. After the prophylactic use of the pyrimidine derivatives for 7 days prior to the total irradiation their therapeutic effect increased, the level of the exudative component lowered, the tissue epithelization increased, the terms of the wound healing decreased and the animal lifespan increased.