Synthetic analogs of natural flavolignans. V. A new synthesis of 6-halogeno-1,3-benzodioxane analogs of silandrin and hydnocarpin

6-Halogeno-1,3-benzodioxane analogs of chalcones have been synthesized by various methods. Flavanone and flavone analogs of silandrin and hydnocarpin have been obtained from them. The structures of the new flavonoids have been shown by their PMR spectra.     

Electron-impact mass spectra of natural phenylethanoids

The electron-impact mass spectra of a number of phenylpropanoids and iridoid glycosides containing a phenylethanoid fragment in their structure have been studied. This has revealed features of the formation of fragments of 4-hydroxyphenylethyl and 3,4-dihydroxyphenylethyl alcohols and also of fragments of phenylethylamine and indolylethylamine derivatives present in the structures of the compounds investigated.     

Some kinetic features of the hydrolysis of protopectin

Some features of the kinetics of the hydrolysis of apple protopectin have been studied on the basis of an analysis of monosaccharide residues of the pectin substances and determinations of characteristic viscosity. It has been shown that the fine regulation of the physicochemical parameters of the hydrolysis of protopectin leads to the formation of pectin substances with different properties.     

Lipids of cottonseed and palm oils and compositions based on them

The phsicochemical indices and the fatty-acid and triacylglycerol compositions of cottonseed and palm oils, of cottonseed oil hydrogenate, and of compositions based on them have been determined with the aid of IR and UV spectroscopies, GLC analysis, and chemical transformations. The compositions and amounts of the main classes of lipids in the initial oils and the hydrogenate have been studied. It has been found that in the process of hydrogenation the amount of oxygenated components falls. The work was conducted with the financial support of the Uzbek Fund for Fundamental Investigations.     

Essential oil ofChaerophyllum macrospermum

Institute of Botany, Academy of Sciences of the Republic of Azerbaidzhan, Baku. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 291–292, March–April, 1994.     

An investigation of the membranotropic properties of the plant toxin thionin isolated fromPyrularia pubera

It has been shown by the ESR of spin probes that thionin initially interacts with with negatively charged membranes electrostatically and then passes into the membranes to a depth comparable with the length of the hydrophobic sections of the protein loops.Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Brigham Young University, Provo, Utah, USA. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 594–597, July–August, 1993.     

Large Water-Soluble Cyclophanes with Convergent Intracavity Functionality

New tricyclic spacers, readily available through fourfold Mannich reaction of substituted dibenzyl ketones, were introduced into a series of ten H₂O-soluble cyclophanes with spacious preorganized cavity binding sites. These spacers provide H₂O-solubility with amine or crown-ether functionality remote from the cyclophane cavity while directing functional groups such as keto or OH groups in a precise geometrical array inside the cavity. The cyclophanes were designed to include organic substrates via a combination of apolar and specific polar functional group interactions. The X-ray crystal-structure analysis of the tritopic receptor 18 with one potential neutral-molecule and two cation-binding sites showed a large rectangular open cavity with dimensions of roughly 9 × 14 Å and a spacing of 9.7 Å between the O-atoms of two convergent C?O groups. Despite the binding-site preorganization, cyclophanes incorporating two of the new spacers did not show any substrate binding in aqueous solutions. The failure of these systems to function as receptors is mainly due to steric hindrance to important cyclophane aromatic ring-guest interactions. Also, the favorable solvation of the intracavity functionality may prevent the formation of complexes. Hybrid receptors constructed from the novel spacers and diphenylmethane units were found to bind flat aromatic substrates as well as bulky [4.2]paracyclophanes. The observed large differences in stability (ΔΔG°> 2 kcal mol^?1) of the complexes formed by three structurally closely related hybrid receptors with convergent C?O, OH or CH₂ groups and 6-hydroxynaphthalene-2-carbonitrile as guest can be explained by a strong solvation effect of the convergent functional groups on apolar inclusion complexation.