Purine Nucleoside Derivatives Containing a Sulfa Ethylamine Moiety: Design, Synthesis, Antiviral Activity, and Mechanism

Zhang Jian; He Fangcheng; Chen Jixiang; Wang Yanju; Yang Yuyuan; Hu Deyu; Song Baoan

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Purine Nucleoside Derivatives Containing a Sulfa Ethylamine Moiety: Design, Synthesis, Antiviral Activity, and Mechanism

机译：含有磺胺乙胺部分的嘌呤核苷衍生物：设计，合成，抗病毒活性和机制

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To find efficient and broad-spectrum viral agents, a series of purine nucleoside derivatives containing sulfa ethylamine moieties was designed and synthesized, and their antiviral activities against tobacco mosaic virus (TMV), cucumber mosaic virus (CMV), and potato virus Y (PVY) were evaluated. Some target compounds displayed good antiviral activities. Among them, compound 3 showed excellent protective activity against CMV and PVY with 50% effective concentration values (EC50) of 137 and 209 mu g/mL, respectively, which were better than that of the control agent ningnanmycin (508 and 431 mu g/mL). Moreover, the EC50 value of compound 3 for the inactivating activity against TMV was 48 mu g/mL, which was better than that of ningnanmycin (88 mu g/mL). In addition, compound 3 not only destroyed the structure of the TMV virus but also had a good interaction with the coat protein of the TMV virus. Therefore, compound 3 may further destroy the structure of the virus by binding to the coat protein of the TMV virus, thereby weakening the infectivity of the virus.

机译：为了寻找高效、广谱的病毒制剂，我们设计并合成了一系列含有磺胺乙胺部分的嘌呤核苷衍生物，并对它们对烟草花叶病毒（TMV）、黄瓜花叶病毒（CMV）和马铃薯Y病毒（PVY）的抗病毒活性进行了评价。一些目标化合物表现出良好的抗病毒活性。其中，化合物3对CMV和PVY具有良好的保护活性，其50%有效浓度（EC50）分别为137和209μg/mL，优于对照剂宁南霉素（508和431μg/mL）。化合物3对TMV灭活的EC50值为48μg/mL，优于宁南霉素（88μg/mL）。此外，化合物3不仅破坏了TMV病毒的结构，而且与TMV病毒的外壳蛋白有良好的相互作用。因此，化合物3可通过结合TMV病毒的外壳蛋白进一步破坏病毒的结构，从而削弱病毒的传染性。

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来源
《Journal of Agricultural and Food Chemistry》 |2021年第20期|共8页
作者
Zhang Jian; He Fangcheng; Chen Jixiang; Wang Yanju; Yang Yuyuan; Hu Deyu; Song Baoan;
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作者单位

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

Guizhou Univ State Key Lab Breeding Base Green Pesticide &

Agr Key Lab Green Pesticide &

Agr Bioengn Minist Educ Guiyang 550025 Peoples R China;

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原文格式 PDF
正文语种 eng
中图分类营养卫生、食品卫生;农业科学;
关键词
purine nucleoside; sulfa ethylamine; cucumber mosaic virus; potato virus Y; tobacco mosaic virus; mechanism;

机译：嘌呤核苷;磺酸乙胺;黄瓜马赛克病毒;马铃薯病毒Y;烟草马赛克病毒;机制;

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3. Synthesis of new pyrimidine nucleoside derivatives with nitric oxide donors for antiviral activity [J] . Jing Bo Shi, Song Xu, Ya Ping Wang, 中国化学快报（英文版） . 2011,第008期
4. Synthesis and antiviral activities of novel 1,4-pentadien-3-one derivatives bearing an emodin moiety [J] . Jian Wu, Yun-Ying Zhu, Yong-Hui Zhao, 中国化学快报（英文版） . 2016,第006期
5. Study of the synthesis, antiviral bioactivity and interaction mechanisms of novel chalcone derivatives that contain the 1,1-dichloropropene moiety [J] . Liang-Run Dong, De-Yu Hu, Zeng-Xue Wu, 中国化学快报（英文版） . 2017,第007期
6. Synthesis, Antiviral Activity, and Mechanisms of Purine Nucleoside Derivatives Containing a Sulfonamide Moiety [J] . He Fangcheng, Shi Jing, Wang Yanju, Journal of Agricultural and Food Chemistry . 2019,第31期

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Purine Nucleoside Derivatives Containing a Sulfa Ethylamine Moiety: Design, Synthesis, Antiviral Activity, and Mechanism

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