Novel quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety as potential bactericides and fungicides: Design, synthesis, characterization and 3D-QSAR analysis
Joint Authors
Mei, Yudong
Yang, Chunlong
Hu, Haoran
Geng, Chunwen
Wang, Xiaobin
Chen, Min
Zhang, Tingting
Lu, Aimin
Zhao, Xu
Source
Journal of Saudi Chemical Society
Issue
Vol. 23, Issue 8 (31 Dec. 2019), pp.1144-1156, 13 p.
Publisher
Publication Date
2019-12-31
Country of Publication
Saudi Arabia
No. of Pages
13
Main Subjects
Abstract EN
A series of quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety were designed, synthesized and evaluated for their biological activities against phytopathogenic microorganisms.
Antimicrobial bioassays in vitro indicated that most of the target compounds exhibited more significant antibacterial activities against Xanthomonas oryzae pv.
oryzae (Xoo) than the agricultural bactericide thiadiazol-copper.
A comparative molecular similarity index analysis (CoMSIA) model with cross-validated q2 and non-cross-validated r2 values of 0.561 and 0.882 was generated to investigate the structure-activity relationships of title compounds against Xoo.
Title compound 6w, which was rationally designed under the guidance of obtained CoMSIA model, exhibited the excellent anti-Xoo effect in vitro with an EC50 value of 29.10 lg/mL, which is approximately 3-folds more effective than thiadiazole-copper (113.93 lg/mL).
In addition, compound 6i demonstrated the impressive antifungal effects against Rhizoctonia solani (Rs) and Fusarium gramine arum (Fg) in vitro, with the corresponding EC50 values of 11.01 lg/mL and 36.00 lg/mL, which is obviously better than the agricultural fungicide hymexazol (76.74 lg/mL and 56.19 lg/mL, respectively).
The above researches indicate that quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety could be further studied as template molecules of novel agricultural microbicides.
American Psychological Association (APA)
Wang, Xiaobin& Hu, Haoran& Zhao, Xu& Chen, Min& Zhang, Tingting& Geng, Chunwen…[et al.]. 2019. Novel quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety as potential bactericides and fungicides: Design, synthesis, characterization and 3D-QSAR analysis. Journal of Saudi Chemical Society،Vol. 23, no. 8, pp.1144-1156.
https://search.emarefa.net/detail/BIM-1443239
Modern Language Association (MLA)
Wang, Xiaobin…[et al.]. Novel quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety as potential bactericides and fungicides: Design, synthesis, characterization and 3D-QSAR analysis. Journal of Saudi Chemical Society Vol. 23, no. 8 (Dec. 2019), pp.1144-1156.
https://search.emarefa.net/detail/BIM-1443239
American Medical Association (AMA)
Wang, Xiaobin& Hu, Haoran& Zhao, Xu& Chen, Min& Zhang, Tingting& Geng, Chunwen…[et al.]. Novel quinazolin-4(3H)-one derivatives containing a 1,3,4-oxadiazole thioether moiety as potential bactericides and fungicides: Design, synthesis, characterization and 3D-QSAR analysis. Journal of Saudi Chemical Society. 2019. Vol. 23, no. 8, pp.1144-1156.
https://search.emarefa.net/detail/BIM-1443239
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references : p. 1155-1156
Record ID
BIM-1443239