Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Preparation and Antiviral Activity of Some New C3- and CS-Symmetrical Tri-Substituted Triazine Derivatives Having Benzylamine Substituents
Nobuko Mibu, Kazumi Yokomizo, Marina Sano, Yuuna Kawaguchi, Kenta Morimoto, Syunsuke Shimomura, Ryo Sato, Nozomi Hiraga, Aya Matsunaga, Jian-Rong Zhou, Tomonori Ohata, Hatsumi Aki, Kunihiro Sumoto
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Keywords: 1,3,5-triazine, benzylamine-substituent, C3-symmetry, anti-herpes simplex virus type 1, hydrogen bond donor, structure–activity relationship
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2018 Volume 66 Issue 8 Pages 830-838

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Abstract

We report the preparation of new C3- and CS-symmetrical molecules constructed on a triazine (TAZ) template. Anti-herpes simplex virus type 1 (anti-HSV-1) and cytotoxic activities against Vero cells of synthesized TAZ derivatives were evaluated. The results suggested that the presence of an electron-donating group(s) on the benzene ring in benzylamine groups on the TAZ template is an important structural factor for expressing a high level of anti-HSV-1 activity and low cytotoxicity for these C3 types of TAZ derivatives. Among the tested TAZ derivatives, compounds 4f and 7h showed the highest anti HSV-1 activities (EC50=0.98 and 1.23 µM, respectively) and low cytotoxic activities to Vero cells (50% cytotoxic concentration (CC50)=292.2 and >200 µM, respectively).

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© 2018 The Pharmaceutical Society of Japan
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