Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides

A series of novel 1,3,4-thiadiazole derivatives of glucosides were synthesized by the starting materials d-glucose and 5-amino-1,3,4-thiadiazole-2-thiol in good yields with employing a convergent synthetic route. The results of bioactivities showed that some of the target compounds exhibited good an...

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Main Authors: Meihang Chen, Xun Zhang, Daowang Lu, Hairong Luo, Zengyan Zhou, Xufeng Qin, Wenneng Wu, Guoping Zhang
Format: Article
Language:English
Published: Frontiers Media S.A. 2021-03-01
Series:Frontiers in Chemistry
Subjects:
Online Access:https://www.frontiersin.org/articles/10.3389/fchem.2021.645876/full
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author Meihang Chen
Xun Zhang
Daowang Lu
Hairong Luo
Zengyan Zhou
Xufeng Qin
Wenneng Wu
Guoping Zhang
author_facet Meihang Chen
Xun Zhang
Daowang Lu
Hairong Luo
Zengyan Zhou
Xufeng Qin
Wenneng Wu
Guoping Zhang
author_sort Meihang Chen
collection DOAJ
description A series of novel 1,3,4-thiadiazole derivatives of glucosides were synthesized by the starting materials d-glucose and 5-amino-1,3,4-thiadiazole-2-thiol in good yields with employing a convergent synthetic route. The results of bioactivities showed that some of the target compounds exhibited good antifungal activities. Especially, compounds 4i showed higher bioactivities against Phytophthora infestans (P. infestans), with the EC50 values of 3.43, than that of Dimethomorph (5.52 μg/ml). In addition, the target compounds exhibited moderate to poor antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas campestris pv. citri (Xcc).
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spelling doaj.art-2024ebcc3803498cab640487958606bd2022-12-21T23:01:18ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462021-03-01910.3389/fchem.2021.645876645876Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of GlucosidesMeihang Chen0Xun Zhang1Daowang Lu2Hairong Luo3Zengyan Zhou4Xufeng Qin5Wenneng Wu6Guoping Zhang7Colleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Material and Chemistry Engineering, Tongren University, Tongren, ChinaColleges of Food and Pharmaceutical Engineering, Guiyang University, Guiyang, ChinaColleges of Chemistry and Material Science, Huaibei Normal University, Huaibei, ChinaA series of novel 1,3,4-thiadiazole derivatives of glucosides were synthesized by the starting materials d-glucose and 5-amino-1,3,4-thiadiazole-2-thiol in good yields with employing a convergent synthetic route. The results of bioactivities showed that some of the target compounds exhibited good antifungal activities. Especially, compounds 4i showed higher bioactivities against Phytophthora infestans (P. infestans), with the EC50 values of 3.43, than that of Dimethomorph (5.52 μg/ml). In addition, the target compounds exhibited moderate to poor antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas campestris pv. citri (Xcc).https://www.frontiersin.org/articles/10.3389/fchem.2021.645876/fullthiadiazoleamideglucosidesynthesisbioactivity
spellingShingle Meihang Chen
Xun Zhang
Daowang Lu
Hairong Luo
Zengyan Zhou
Xufeng Qin
Wenneng Wu
Guoping Zhang
Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
Frontiers in Chemistry
thiadiazole
amide
glucoside
synthesis
bioactivity
title Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
title_full Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
title_fullStr Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
title_full_unstemmed Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
title_short Synthesis and Bioactivities of Novel 1,3,4-Thiadiazole Derivatives of Glucosides
title_sort synthesis and bioactivities of novel 1 3 4 thiadiazole derivatives of glucosides
topic thiadiazole
amide
glucoside
synthesis
bioactivity
url https://www.frontiersin.org/articles/10.3389/fchem.2021.645876/full
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