Synthesis and quantitative structure–activity relationship (QSAR) analysis of some novel oxadiazolo[3, 4-d]pyrimidine nucleosides derivatives as antiviral agents. Issue 2 (15th January 2015)

• Record Type: Journal Article
• Authors: Xu, Xiaojuan; Wang, Jun; Yao, Qizheng
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 25:Issue 2(2015)
• Page Start: 241
• Page End: 244
• Publication Date: 2015-01-15
• Subjects: Pyrimidofuroxan nucleoside -- Vesicular stomatitis virus -- Nitric oxide -- Quantitative structure–activity relationship (QSAR); Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2014.11.065
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: We have synthesized a series of 4 H, 6 H -[1, 2, 5]oxadiazolo[3, 4- d ]pyrimidine-5, 7-dione 1-oxide nucleoside and their anti-vesicular stomatitis virus (VSV) activities in Wish cell were also investigated in vitro. It was found that most compounds showed obvious anti-VSV activities and compound9 with ribofuranoside improved the anti-VSV activity by approximately 10 times and 18 times compared to didanosine (DDI) and acyclovir, respectively. A quantitative structure–activity relationship (QSAR) study of these compounds as well as previous reported oxadiazolo[3, 4- d ]pyrimidine nucleoside derivatives indicated that compounds with high activity should have small values of log P ( o / w ), vsurf_G and a large log S value. These findings and results provide a base for further investigations.