Crucial Role of Selenium in the Virucidal Activity of Benzisoselenazol-3(2H)-ones and Related Diselenides

Abstract

Various N-substituted benzisoselenazol-3(2H)-ones and their non-selenium-containing analogues have been synthesized and tested against selected viruses (HHV-1, EMCV and VSV) to determine the extent to which selenium plays a role in antiviral activity. The data presented here show that the presence of selenium is crucial for the antiviral properties of benzisoselenazol-3(2H)-ones since their isostructural analogues having different groups but lacking selenium either did not show any antiviral activity or their activity was substantially lower. The open-chain analogues of benzisoselenazol-3(2H)-ones—diselenides also exhibited high antiviral activity while selenides and disulfides were completely inactive towards model viruses.

Cell‐permeable high‐affinity tracers for Gq proteins provide structural insights, reveal distinct binding kinetics and identify small molecule inhibitors

“…Ebselen was synthesized following reported procedures (Küppers et al, ; Pietka‐Ottlik, Potaczek, Piasecki, & Mlochowski, ). BIM‐46174 and BIM‐46178 were synthesized as described (Schmitz et al, ).…”

Synthesis and Biological Activities of Novel 2,5-Disubstituted- 1,3,4-thiadiazole Derivatives

“…硒是维持人体正常生理功能所必需的一种微量元 素. 苯并异硒唑酮(BISA)能够模拟谷胱甘肽过氧化物酶 (GSH-Px), 其衍生物依布硒[2-苯基-1,2-苯并异硒唑-3-(2H)-酮](图 1)是众所周知的谷胱甘肽过氧化物酶模拟 物, 它具有抗肿瘤、抗氧化 [8] 、抗病毒 [9] 、抗炎 [10] 等多 种生物活性, 其毒性较低 [10] , 是一个非常重要的化合 物. 依布硒的生物活性和低毒性与其环状硒酰胺结构有 关, 硒是生物活性的中心元素 [7] .…”

“…这一结论对于通过结 构变化寻找更好性能的硒类化合物的药物具有重要的 指导意义. 由于依布硒的溶解性较差 [11] , 细胞内的吸收 较低 [12] , 所以为了提高其溶解度和活性、细胞内的吸收 和疗效, 近年来许多苯并异硒唑酮衍生物被相继合成出 来, 并且研究表明, 它们具有抗癌 [7] 、抗氧化 [13] 、抗菌、 抗病毒 [9,14] 、抑制阿尔茨海默氏病 [15,16] 等活性. Figure 1 Structure of ebselen 改进溶解性的常规方法是引入额外的杂原子, 或增 加旋转键的数目 [17] .…”

Main-Group Medicinal Chemistry Including Li and Bi*

“…212 Another diselenide (61; 4-[(4-aminophenyl)diselanyl]aniline) was the most potent of a series of selenocyanates and diselenides explored as a new therapy for the treatment of leishmaniasis. 212 Another diselenide (61; 4-[(4-aminophenyl)diselanyl]aniline) was the most potent of a series of selenocyanates and diselenides explored as a new therapy for the treatment of leishmaniasis.…”