A. M. Koroteev

SYNTHESIS AND STRUCTURE OF SOME STABLE PHOSPHOLANE-PHOSPHOLANES

Abstract Bicyclophosphites based on linear 1,2,3-triols with terminal substituents were found to be stable. Thus a series of hitherto unknown phospholane-phospholane esters, including optically active ones, was synthesized and their promise for synthetic use was demonstrated. The structure of the new compounds was proved by 1H, 13C and 31P NMR spectroscopy and, for one of them, by X-ray analysis.

Exhaustive acylation of dihydroquercetin

Reaction of dihydroquercetin with acid chlorides of higher and functionalized carboxylic acids was studied with the purpose of creation of new pharmaceuticals.

Synthesis of bis(glycosylamino)alkanes and bis(glycosylamino)arenes

The condensation of D-mannose and D-galactose with aliphatic and aromatic diamines afforded a series of bis(glycosylamino)alkanes and-arenes. A possible mechanism was proposed for the formation of 1,2-bis(β-D-glycosylamino)benzenes.

Catechol in acylation, phosphorylation, and aminomethylation reactions

The reactivity of dihydroquercetin and catechol flavonoids in acylation, phosphorylation, and aminomethylation reactions was compared. The structure of natural polyatomic phenols was shown to affect markedly their chemical behavior.

Effect of an Inclusion Complex of an Aminomethylated Dihydroquercetin Derivative in Cyclodextrin on Ozone-Induced Oxidation of Fibrinogen

The ability of a water-soluble inclusion complex (KN-14-CD) of an aminomethylated dihydroquercetin derivative (KN-14) in β-cyclodextrin (CD) to inhibit ozone-induced oxidation of fibrinogen was evaluated. KN-14-CD prevented ozone-induced oxidation of fibrinogen and preserved its ability to form clots after the addition of thrombin. The ability of KN-14-CD to prevent oxidative modification of fibrinogen was more pronounced than that of native dihydroquercetin (taxifolin).

Tris-phosphorylated esters of symmetrical and unsymmetrical triols

By reaction of a series of triols and monosaccharides with 5,5-dimethyl-2-chloro-1,3,2-dioxaphosphorinane their tris-phosphorylated derivatives were synthesized, and the simplest chemical transformations of the latter were studied. Structures of the obtained P(V) derivatives were confirmed by 1H, 13C and 31P NMR spectroscopy and by the MALDI TOF mass spectrometry and X-ray structural analysis.

Synthesis and Cytotoxic Activity of Dihydroquercetin Aryl Derivatives

Mixed acyl dihydroquercetin derivatives were synthesized for the first time. The cytotoxicity of the acylation products of this flavonoid was determined against cultures of HeLa tumor cells and murine fibroblasts.

Synthesis and biological activity of 4-chloromethyl-substituted 1,3,2-dioxaphosphorinanes phosphates and amidophosphates

A series of 2-N and 2-O-substituted 2-oxo-4-chloromethyl-1,3,2-dioxaphosphorinanes were prepared by reaction of amines and alcohols with 2-oxo-2-chloro-4-chloromethyl-1,3,2-dioxaphosphorinane. The structure of compounds obtained was proved by means of 1H and 13C NMR spectroscopy. Some cyclic amidocyclophosphates possessed biological activity as inhibitors of mitotic fission and of Na+/H+ exchange.

Reactions of Electrophilic and Nucleophilic Substitution in Flavonoid Series Involving Amino Acids and Their Derivatives

Reactions of catechin and dihydroquercetin flavonoids with amino acids containing primary amino groups have been conducted. Amino acids can be used in both electrophilic substitution (Mannich aminomethylation) and electrophilic substitution (acylation) reactions.

Synthesis and physicochemical study of di(1,3,7-trimethylpurine-2,6-dione) 12-tungstosilicate (C8

The di(1,3,7-trimethylpurine-2,6-dione) dihydrogen 12-tungstosilicate (C8N4O2H11)2H2SiW12O40 (I) was synthesized and studied using chemical methods, IR and 1H NMR spectroscopy, X-ray phase analysis, and the thermogravimetry technique.