Synthesis and three-dimensional quantitative structure-activity relationship study of quinazoline derivatives containing a 1,3,4-oxadiazole moiety as efficient inhibitors against Xanthomonas axonopodis pv. citri

Synthesis and three-dimensional quantitative structure-activity relationship study of quinazoline... A series of quinazoline derivatives containing a 1,3,4-oxadiazole moiety were synthesized and evaluated for their antibac- terial activities against Xanthomonas axonopodis pv. citri (Xac) and Ralstonia solanacearum (Rs). Antibacterial bioassays indicated that most of target compounds exhibited significant antibacterial activities against Xac and Rs in vitro. Strikingly, compounds 6d–6i, 6m–6r and 6u–6x showed antibacterial activity against Xac, with EC values ranging from 14.42 to 38.91 µg/mL, which are better than that of bismerthiazol (39.86 µg/mL). Based on the antibacterial activity against Xac, comparative molecular filed analysis and comparative molecular similarity index analysis models were generated to investi- gate the structure-activity relationship of title compounds against Xac. The analytical results indicated that the above models exhibited good predictive accuracy and could be used as practical tools for guiding the design and synthesis of more potent quinazoline derivatives containing a 1,3,4-oxadiazole moiety. Keywords Quinazoline · 1,3,4-Oxadiazole · Antibacterial activity · 3D-QSAR · Xanthomonas axonopodis pv. citri Introduction their pervasive application was greatly limited due to poor efficiency, negative impact on the environment, rapid emer- Xanthomonas axonopodis pv. citri (Xac), a destructive gency of pathogen resistance and high residue level [2]. Gram-negative bacterium that can infect many important Thus, searching for novel http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Molecular Diversity Springer Journals

Synthesis and three-dimensional quantitative structure-activity relationship study of quinazoline derivatives containing a 1,3,4-oxadiazole moiety as efficient inhibitors against Xanthomonas axonopodis pv. citri

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Publisher
Springer International Publishing
Copyright
Copyright © 2018 by Springer International Publishing AG, part of Springer Nature
Subject
Life Sciences; Biochemistry, general; Organic Chemistry; Polymer Sciences; Pharmacy
ISSN
1381-1991
eISSN
1573-501X
D.O.I.
10.1007/s11030-018-9837-0
Publisher site
See Article on Publisher Site

Abstract

A series of quinazoline derivatives containing a 1,3,4-oxadiazole moiety were synthesized and evaluated for their antibac- terial activities against Xanthomonas axonopodis pv. citri (Xac) and Ralstonia solanacearum (Rs). Antibacterial bioassays indicated that most of target compounds exhibited significant antibacterial activities against Xac and Rs in vitro. Strikingly, compounds 6d–6i, 6m–6r and 6u–6x showed antibacterial activity against Xac, with EC values ranging from 14.42 to 38.91 µg/mL, which are better than that of bismerthiazol (39.86 µg/mL). Based on the antibacterial activity against Xac, comparative molecular filed analysis and comparative molecular similarity index analysis models were generated to investi- gate the structure-activity relationship of title compounds against Xac. The analytical results indicated that the above models exhibited good predictive accuracy and could be used as practical tools for guiding the design and synthesis of more potent quinazoline derivatives containing a 1,3,4-oxadiazole moiety. Keywords Quinazoline · 1,3,4-Oxadiazole · Antibacterial activity · 3D-QSAR · Xanthomonas axonopodis pv. citri Introduction their pervasive application was greatly limited due to poor efficiency, negative impact on the environment, rapid emer- Xanthomonas axonopodis pv. citri (Xac), a destructive gency of pathogen resistance and high residue level [2]. Gram-negative bacterium that can infect many important Thus, searching for novel

Journal

Molecular DiversitySpringer Journals

Published: May 28, 2018

References

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