Reaction of Boc-protected amino acids with 3-phenoxy-2-trifluoromethylchromones gave new, previously unknown aminoacyl derivatives.One of the most important problems of modem organic chemistry is the search for highly effective bioregulators having a broad spectrum of biological action at comparatively low toxicity. Modification of the structure of flavones by obtaining conjugates with amino acids is one of the routes for constructing new classes of biologically active substances, the properties of which are caused by the presence of several pharmacophore centers. A.s a result of biological screening among known aminoacyl derivatives of isoflavone, preparations have been found with high hypolipidemic and analeptic [3,4] The starting materials for the synthesis of 3-aryloxy-2-trifluoromethyl chromones were o~-phenoxy-2,4-dihydroxyacetophenones Ia-b, obtained by the condensation of the corresponding aryloxyacetonitriles with 4-ethylresorcinol under the conditions of the Hoesch-Houben reaction in a mixture of ether and benzene in the presence of zinc chloride. Ketones Ia, b were high melting colorless crystalline substances, readily soluble in acetone, chloroform, and alcohols, and gave an intense red-brown coloration with an alcoholic solution of ferric chloride caused by the formation of an intramolecular complex. In the 1H NMR spectra of ketones Ia,
Chemistry of Heteroanalogues of Isoflavones. Part 23. Synthesis of Aminoacyl Derivatives of 3-Phenoxychromone.-Reaction of Boc-protected amino acids with 3-aryloxy-2-trifluoromethylchromones (V) provides access to previously unknown aminoacyl derivatives (VIII) with potential biological activity. -(GARAZD, M. M.; ARKHIPOV, V. V.; PROSKURKA, N. K.; KHILYA, V. P.; Chem. Heterocycl. Compd. (N. Y.) 35 (1999) 6, 658-662; Taras Shevchenko Univ., Kiev 252033, Ukraine; EN)
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