Synthesis, antibacterial activities and molecular docking study of thiouracil derivatives containing oxadiazole moiety

被引：3

作者：

Cui, Peng-Lei ^{[1
]}

Zhang, Di ^{[2
]}

Guo, Xiu-Min ^{[1
]}

Ji, Shu-Jing ^{[1
]}

Jiang, Qing-Mei ^{[1
]}

机构：

[1] Hebei Agr Univ, Coll Sci, Baoding, Peoples R China

[2] Hebei Agr Univ, Coll Food Sci & Technol, Baoding, Peoples R China

来源：

SYNTHETIC COMMUNICATIONS | 2021年 / 51卷 / 11期

关键词：

Antibacterial activities; thiouracil; molecular docking; SecA inhibitor;

D O I：

10.1080/00397911.2021.1904990

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of novel thiouracil derivatives 9 containing an oxadiazole moiety have been synthesized by structural modification of a lead SecA inhibitor, 2. These compounds have been evaluated for their antibacterial activities against Bacillus amyloliquefaciens, Staphylococcus aureus and Bacillus subtilis. Among them, compounds 9g and 9n exhibited promising antibacterial activities against the tested strains. Compound 9g was also tested for its inhibitory activities against SecA ATPase, and the IC50 value of compound 9g was 19.9 mu g/mL, lower than that of compound 2 (20.8 mu g/mL). Molecular docking work indicates that compound 9g likely occupies the pocket formed by SecA IRA2 and NBD domain.

引用

页码：1754 / 1762

页数：9

共 50 条

[1] Synthesis and antibacterial activities of 1,3,4-oxadiazole derivatives containing 5-methylisoxazole moiety
Hui, XP
Chu, CH
Zhang, ZY
Wang, Q
Zhang, Q
[J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2002, 41 (10): : 2176 - 2179
[2] Synthesis and Antibacterial Activities of Myricetin Derivatives Containing Acidamide Moiety
Xiao Wei
Ruan Xianghui
Li Qin
Zhang Juping
Zhong Xinmin
Xie Yan
Wang Xiaobin
Huang Minguo
Xue Wei
[J]. CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2017, 38 (01): : 35 - 40
[3] Synthesis and Biological Activities of Novel Benzoxazolinone/Benzothiazolone Derivatives Containing Oxadiazole Moiety
Li Yingjun
Li Chunyan
Jin Kun
Sun Shuqin
Zhou Xiaoxia
[J]. ACTA CHIMICA SINICA, 2012, 70 (02) : 151 - 160
[4] Novel bisthioether derivatives containing a 1,3,4-oxadiazole moiety: design, synthesis, antibacterial and nematocidal activities
Li, Pei
Tian, Pingyi
Chen, Yongzhong
Song, Xianpeng
Xue, Wei
Jin, Linhong
Hu, Deyu
Yang, Song
Song, Baoan
[J]. PEST MANAGEMENT SCIENCE, 2018, 74 (04) : 844 - 852
[5] Synthesis and Antibacterial Activities of Novel Phosphonate Derivatives Containing Quinolinone Moiety
Yang, Jiaqiang
Hu, Yuewei
Gu, Qing
Li, Minggang
Lin, Mingqiang
Song, Baoan
[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2014, 34 (04) : 829 - 834
[6] Synthesis, Antibacterial Activities, and 3D-QSAR of Sulfone Derivatives Containing 1, 3, 4-Oxadiazole Moiety
Li, Pei
Yin, Juan
Xu, Weiming
Wu, Jian
He, Ming
Hu, Deyu
Yang, Song
Song, Baoan
[J]. CHEMICAL BIOLOGY & DRUG DESIGN, 2013, 82 (05) : 546 - 556
[7] Synthesis and antibacterial activities of 1,3,4-oxadiazole and pyrazoline derivatives containing 1,8-naphthyridine moiety
Mogilaiah, K
Sakram, B
[J]. INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2004, 13 (04) : 289 - 292
[8] Novel Cinnamic Acid Derivatives Containing the 1,3,4-Oxadiazole Moiety: Design, Synthesis, Antibacterial Activities, and Mechanisms
Wang, Shaobo
Chen, Jixiang
Shi, Jing
Wang, Zhijia
Hu, Deyu
Song, Baoan
[J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2021, 69 (40) : 11804 - 11815
[9] Design, synthesis and antibacterial activities of thiouracil derivatives containing acyl thiourea as SecA inhibitors
Cui, Penglei
Li, Xiaoliu
Zhu, Mengyuan
Wang, Binghe
Liu, Jing
Chen, Hua
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (10) : 2234 - 2237
[10] Synthesis, Antifungal, and Antibacterial Activities of Novel Benzoylurea Derivatives Containing a Pyrimidine Moiety
An, Jiansong
Lan, Wenjun
Fei, Qiang
Li, Pei
Wu, Wenneng
[J]. MOLECULES, 2023, 28 (18):

← 1 2 3 4 5 →