Kh. M. Shakhidoyatov

Plant polyprenols and their biological activity

Research on the isolation, identification, and biological activity of plant polyprenols is reviewed.

Tricyclic Quinazoline Alkaloids: Isolation, Synthesis, Chemical Modification, and Biological Activity

Results of the last 15–20 years on the isolation, synthesis, chemical modification, and biological activity of natural tricyclic quinazolines and their synthetic analogs were reviewed.

Polyprenols and triterpenoids from leaves of Alcea nudiflora

Polyprenols and triterpenoids from leaves of Alcea nudiflora were studied for the first time. It was shown that the principal components of the unsaponified fraction were polyprenols, sterols, a phytol, and tocopherols. The composition of the polyprenols from Alcea nudiflora was established. Minor components of polyprenols with chain lengths 8, 9, and 14 isoprene units were observed for the first time in plants of the genus Alcea. A total of 28 terpene components of the unsaponified fraction, 26 of which were not previously observed in this species, were determined by GC–MS.

Thiazole and benzothiazole derivatives of cytisine

Several new derivatives were prepared by reacting N-1(5-R-thiazol-2-yl)-2-chloroacetamides and N-1(6-R-benzothiazol-2-yl)chloroacetamides with cytisine.

Polyprenols from leaves and stems of the plant Althaea officinalis

Polyprenols from the aerial part of the plant Althaea officinalis were studied. It was shown that polyprenols from leaves were polyprenol homologs with 9–13 isoprene units where undecaprenol dominated. The polyprenol contents in leaves and stems and the component composition of polyprenols of this plant were determined.

New Oligomeric Proanthocyanidins from Bark of Platanus orientalis

Two oligomeric proanthocyanidinglycosides were isolated from bark of Platanus orientalis. Their structures and relative configurations were established as 7-O-β-D-Glcp-(−)-epicatechingallate-(4β-8)-(−)-epicatechin-(4β-8)-(−)-epicatechin-(4β-8)-5-O-β-D-Glcp-epicatechingallate (Pl-1) and 7-O-β-D-Glc→6-O-β-D-Glcp-(−)-epigallocatechingallate-(4β-8)-(+)-catechingallate-(4β-8)-(+)-catechingallate-(4β-8)-(−)-epigallocatechingallate-(4α-8)-(−)-epicatechin-(4β-8)-[5-O-β-D-Glcp-→6-O-β-D-Glc→6-galloyl(−)-epigallocatechingallate (Pl-7).

1,2,4-Thiadiazole derivatives of cytisine

Several new derivatives were prepared by reaction of 3-alkylthio-5-chloroacetamido-1,2,4-thiadiazoles with cytisine.

Novel α-methyl(benzyl)deoxyvasicinones

A method was developed to prepare α-methyl(benzyl)deoxyvasicinones by alkylation of α-hydroxy- methylidenedeoxyvasicinone. It has been shown that the reaction proceeds anomalously through a deformylation step.

Components of cottonplant leaves, their functional role and biological activity

This review generalizes information on the composition of the components of cottonplant leaves: hydrocarbons, organic, amino, and hydroxy acids, alcohols, triterpenes, phenolic compounds, carotenoids, sugars, pectin substances, polyisoprenoids, diols, tocopherols, sterol esters, and others. Their role in the growth and development of the plant and their biological properties are discussed.

Chemical transformations of mackinazolinone and its derivatives

The thioanalog of mackinazolinone (2,3,4,10-tetrahydro-1 H-pyrido[2,1-b]quinazolin-10-one) was synthesized for the first time by reacting it with P2S5. The thioanalog was reacted with aromatic aldehydes and Vilsmeier- Haack reagent (DMF + POCl3) to produce 4-arylidene- and -hydroxymethylidenemackinazolinthiones, respectively. The reactions of 4-hydroxymethylidenemackinazolinone with isomeric aminophenols and aminobenzoic acids and of hydroxymethylidenemackinazolinthione with thionylchloride were studied. Subsequent reaction of the obtained 4-chloromethylidene derivative with sodium hydroselenide was synthesized a new Se-containing derivative of mackinazolinone. It was shown that 4-formylmackinazolinthione existed in the enol form whereas 4-formylmackinazolinone existed as the enaminoaldehyde tautomer.