Abstract

A new se ries of tricyclic heteroaromatic com pounds was pre pared by cyclization of N2-sub sti tuted-6-bromo-3-oxo(amino)-1,2,4-tri azin-5(4I)-ones with 2-aminobenzothiol. The struc ture of bioactive tricyclic glycosides, ob tained ear lier by the sim pli fied silylic method, was con firmed as well as ex pe di ence and ad e quacy of this method for di rected glycosylation of triazine bear ing tricyclic bases.

Highlights

  • The present work is a continuation of our study on synthesis and biological properties of a number of derivatives of tricyclic heteroaromatic system, which contains bioactive 1,2,4-triazine, to create compounds with useful properties as well as to establish the influencing of structural alteration on their biological activity

  • The glycosides have been synthesized by the direct ribosylation of tricyclic heterobases using the silylic method [1]

  • The reaction behavior and a purity of the compounds obtained were monitored by thin-layer chromatography (TLC) on the plates from “Merck” (Germany) in the solvent system chloroform/methanol (9:1) (A) or hexane/ethyl acetate (1:1) (B)

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Summary

Introduction

The present work is a continuation of our study on synthesis and biological properties of a number of derivatives of tricyclic heteroaromatic system, which contains bioactive 1,2,4-triazine, to create compounds with useful properties as well as to establish the influencing of structural alteration on their biological activity. The compounds from the 1st series (tricyclic heterobases and their glycosidic derivatives) have shown antiviral activity, in particular, towards the herpes simplex virus type 2 (HSV-2) and Epstein-Barr virus [1, 2]. The glycosides have been synthesized by the direct ribosylation of tricyclic heterobases using the silylic method [1]. The aim of this work is to extend the range of condensed triazine-containing heterosystems using another synthetic approach, where triazine fragment is represented by N2-alkyl-, N2-tetrahydrofuranyl- and

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