Synthesis of substituted thieno[2,3-d]pyrimidine-2,4-dithiones and their S-glycoside analogues as potential antiviral and antibacterial agents
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- 作者：Hend N. Hafez ; Hoda A.R. Hussein ; Abdel-Rahman B.A. El-Gazzar
- 关键词：Thieno[2 ; 3-d]pyrimidine-2 ; 4-thione ; Triazolothienopyrimidine ; S-Glycosidothieno[2 ; 3-d]pyramidine ; Antiviral ; Antimicrobial activities
- 刊名：European Journal of Medicinal Chemistry
- 出版年：2010
- 出版时间：September 2010
- 年：2010
- 卷：45
- 期：9
- 页码：4026-4034
- 全文大小：642 K
文摘
Previously, we synthesized and evaluated several thienopyrimidine derivatives containing heterocyclic ring substituents linked to the pyrimidine-2-thione nucleus at C-2 by a two- to four-atom spacer as potential anti-HIV-1 and antimicrobial agents. Also, from the literature, S-substituted pyrimidin-4-ones A and B exhibited interesting anti-HIV-1 activity. To further investigate the synthesis, tools and biological activities, we synthesized several new thienopyrimidine derivatives derived from thieno[2,3-d]-pyrimidine-2,4-dithione (3a,b) The compounds were designed to comprise the heterocyclic substituents directly linked to the thienopyrimidines nucleus at C-2. Moreover, various related triazolo[4,3-a]benzothieno[2,3-d]pyrimidines derived from 2-thioxothienopyrimidine were also prepared as isosteres. Among the synthesized derivatives 3–18, the compounds 3a, 8a, 10a, 13a and 14a were showing complete inhibition at 128 mg/mL or less.