对称2,4,6-三取代1,3,5-三嗪衍生物的合成与生物学评价

Synthesis and biological evaluation of symmetrical 2,4,6-trisubstituted 1,3,5-triazine derivatives.

作者信息

Mibu Nobuko, Yokomizo Kazumi, Takemura Satoshi, Ueki Nami, Itohara Saki, Zhou Jianrong, Miyata Takeshi, Sumoto Kunihiro

机构信息

Faculty of Pharmaceutical Sciences, Fukuoka University, 8–19–1 Nanakuma, Jonan-ku, Fukuoka 814–0180, Japan.

出版信息

Chem Pharm Bull (Tokyo). 2013;61(8):823-33. doi: 10.1248/cpb.c13-00308.

DOI:10.1248/cpb.c13-00308

PMID:23902865

Abstract

We describe the synthesis and biological evaluation of newly designed 2,4,6-trisubstituted symmetrical 1,3,5-triazine (TAZ) derivatives. Among the tested trisubstituted symmetrical TAZ derivatives, various C3- or CS-symmetrical alkoxy-amino-substituted TAZ derivatives showed significant antiviral activity against herpes simplex virus type 1 (HSV-1) and/or cytotoxic activity against Vero cells. The structure-activity relationships for anti-HSV-1 activity of these symmetrical 2,4,6-trisubstituted TAZ derivatives are also described. Experimental results indicated that a CS-symmetrical TAZ structure with introduction of two alkoxy groups and one amine moiety seems to be the minimally required structure for anti-HSV-1 activity.

摘要

我们描述了新设计的2,4,6-三取代对称1,3,5-三嗪（TAZ）衍生物的合成及生物学评价。在测试的三取代对称TAZ衍生物中，各种C3或C5对称的烷氧基-氨基取代的TAZ衍生物对1型单纯疱疹病毒（HSV-1）显示出显著的抗病毒活性和/或对Vero细胞的细胞毒性活性。还描述了这些对称的2,4,6-三取代TAZ衍生物抗HSV-1活性的构效关系。实验结果表明，引入两个烷氧基和一个胺部分的C5对称TAZ结构似乎是抗HSV-1活性的最低要求结构。