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Synthesis and Antiviral Evaluation of Some <i>C</i>₃-Symmetrical Trialkoxy-Substituted 1,3,5-Triazines and Their Molecular Geometry

2015; Pharmaceutical Society of Japan; Volume: 63; Issue: 11 Linguagem: Inglês

10.1248/cpb.c15-00309

1347-5223

Nobuko Mibu, Kazumi Yokomizo, Hatsumi Aki, Norimasa Ota, Hiroyuki Fujii, Ai Yuzuriha, Shiori Saneyoshi, Aoi Tanaka, Airi Koga, Jian-Rong Zhou, Takeshi Miyata, Kunihiro Sumoto,

Synthesis and Reactions of Organic Compounds

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.