Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Synthesis and Antiviral Evaluation of Some C3-Symmetrical Trialkoxy-Substituted 1,3,5-Triazines and Their Molecular Geometry
Nobuko MibuKazumi YokomizoHatsumi AkiNorimasa OtaHiroyuki FujiiAi YuzurihaShiori SaneyoshiAoi TanakaAiri KogaJianrong ZhouTakeshi MiyataKunihiro Sumoto
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Supplementary material

2015 Volume 63 Issue 11 Pages 935-944

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Abstract

As one of our projects, we here report some new molecular modifications of 2,4,6-trichloro-1,3,5-triazine (TCTAZ: 1) to symmetrical 2,4,6-trialkoxy- or 2,4,6-triaryloxy-substituted 1,3,5-triazine (TAZ) molecules, as well as the results of anti-herpes simplex virus type 1 (anti-HSV-1) activity evaluation of synthesized 2,4,6-trisubstituted TAZ derivatives. Among the tested 2,4,6-trisubstituted TAZ derivatives, we reconfirmed that a C3-symmetrical TAZ derivative, 4e, shows the highest level of anti-HSV-1 activity with a good selectivity index. In this paper, we also report the results of the preparation of newly targeted TAZ derivatives and the structure–activity relationships (SARs) of these trialkoxy-substituted TAZ derivatives and related compounds. The sugar recognition properties of C3-symmetrical TAZ derivative 4e are also described.

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© 2015 The Pharmaceutical Society of Japan
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