4-(Isoindolin-5-yl)amino-4-oxobutyryl-β-alkoxyphenyl-β-alanines, new RGDF mimetics. Synthesis, affinity to fibrinogen receptors, antiaggregatory properties, and their correlation with the hydrophobicity

A new series of RGDF mimetics, derivatives of 4-(isoindolin-5-yl)amino-4-oxobutanoic acid, was synthesized. The compounds obtained inhibit efficiently the thrombocytes aggregation in experiments in vitro; their biological targets are fibrinogen receptors. The antiaggregatory activity and the affinity correlate with the hydrophobicity of the compounds.     

Stabilization of the Pro-Tyr-Gly-NH2 melanostatin analog on micelles

Inversed AOT micelles have been used as a system to simulate peptide-receptor interaction; they encapsulate an aqueous solution of the melanostatin analog HCl·Pro-Tyr-Gy-NH₂. NOESY indicates that adsorption at the phase boundary causes the peptide to acquire the biologically active _II conformation. The phenyl ring in Tyr is inserted into the cavity formed by the isooctyl moieties of the AOT molecules.Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 29, No. 1, pp. 74–80, January–February, 1993.     

Calix[4]arenes containing benzodiazepinone fragments at the lower rim

A series of p-tert-butylcalix[4]arene derivatives containing 1,4(1,5)-benzodiazepinone fragments as substituents were prepared. The biological activity of the compounds, namely, their antispasmodic activity in mice, was evaluated by antagonism with a spasmodic agent, Corazol, upon transdermal administration. According to the data obtained, benzodiazepine derivatives of calixarenes show higher antispasmodic activity compared to 3-hydroxyphenazepam, taking into account their considerably higher molecular weight.     

A comparative investigation of the fatty acid compositions of the seeds of a number of lines of a genetic collection of Gossypium hirsutum

A comparative analysis has been made of the amounts of lipids and their fatty-acid compositions in the seeds of the lines of agenetic collection of cotton plants of the speciesGossypium hirsutum and their hybrids and the variety Tashkent-1. The results obtained on the fatty-acid compositions of some hybrids make it possible to recommend the use of individual lines of cotton plants as donors for improving the food-value indices of cottonseed oil.Institute of Chemsitry of Plant Substances, Academy of Sciences of the Uzbek SSR, Tashkent. V. I. Lenin Tashkent State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 173–176, March–April, 1991.     

Alkoxy compounds XIX. The stereoisomerism of some 2, 5-dialkyl-5-α-alkoxyethyl-1, 3-dioxanes

Using PMR spectra and GL chromatograms, it is shown that 2,5-di methyl-, 2-isopropyl-5-ethyl-, 2, 5-diisopropyl-5-α-isopropoxyethyl-1, 3-dioxane are mixtures of isomers. Efficient columns are used to fractionate these mixtures into the individual isomers, purities being checked by GLC. From PMR spectra and dipole moments it was concluded that the low-boiling isomers of the stereoisomeric dioxanes are trans forms with chair configuration, while the high-boiling isomers are cis, and have the unsymmetrical boat-shaped configuration.     

1,4-Benzodiazepines and their cyclic homologs and analogs

5-Difluoromethylsulfonyl-2-aminobenzophenone was synthesized by condensation of p-difluoromethylsulfonylaniline with benzoyl chloride. 5-Difluoromethoxy- and 5-difluoromethylthio-2-aminobenzophenones were obtained by condensation of phenylacetonitrile with the appropriate p-substituted nitrobenzenes and subsequent reduction of the resulting anthranils. 7-Difluoromethoxy-, 7-difluoromethylthio-, and 7-difluoromethylsulfonyl-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepin-2-ones were obtained by the successive action of bromoacetyl bromide and ammonia on the 2-aminobenzophenone derivatives or by reaction of 2-aminobenzophenones with aminoacetyl chloride hydrochloride. The structure of the 1,4-benzodiazepines was confirmed by a study of the UV, IR, PMR, and mass spectra.     

Chemical Conversions of 8,18-Disubstituted Derivatives of 6,16-Diphenyl-1,2,3,11,12,13-hexahydrodibenzo[g,o]-4,14-dioxa-1,5,11,15-tetraazacyclohexadecine-2,12-diones

The chemical properties of 8,18-disubstituted 6,16-diphenyl-1,2,3,11,12,13-tetrahydrodibenzo[g,o]-4,14-dioxa-1,5,11,15-tetraazahexadecine-2,12-diones have been studied, including their interaction with N-nucleophiles (hydroxylamine, hydrazine, semicarbazide, and thiosemicarbazide), acidic and alkaline hydrolysis, and methylation. A hypothesis has been made from analysis of the mass spectral data of the thiosemicarbazide on the preferred existence of 6-substituted 4-phenylquinazoline-2-carbaldehydes in the gas phase as the linear tautomer.