Synthesis and antibacterial evaluation of novel Schiff base derivatives containing 4(3H)-quinazolinone moiety

Chen, Mei-Hang; Wang, Xiaobin; Tang, Bang-Cheng; Zhang, Xun

doi:10.1515/chempap-2016-0090

Cited by 7 publications

(4 citation statements)

References 22 publications

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“…Using Ralstonia solanacearum (strain MR111, Guizhou University, China) and Xanthomonas oryzae pv. oryzae (strain PXO99A, Nanjing Agricultural University, China) as the tested bacterial strains, the antibacterial activities of title compounds have been evaluated by the turbidimeter test [ 1 , 3 , 4 , 6 ], and the commercial agent thiadiazole - copper was tested as the control. Some compounds with good antibacterial activity against Xoo and Rs were tested at five double-declining concentrations (100, 50, 25, 12.5 and 6.25 μg/mL) to obtain the corresponding EC 50 values.…”

Section: Resultsmentioning

confidence: 99%

“…Unfortunately, the application of traditional pesticides is greatly limited due to their negative impacts on the environment and the rapid emergence of resistance [ 2 , 3 ]. Therefore, searching for high-efficiency and environmentally friendly agrochemicals remains an arduous challenge in pesticide chemistry [ 1 , 4 ]. In this process, natural products and their derivatives with new modes of action have been developed as pesticides that are safe to the environment [ 5 , 6 ].…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and biological activity of myricetin derivatives containing 1,3,4-thiadiazole scaffold

Zhong

Wang

Chen

et al. 2017

Chemistry Central Journal

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BackgroundMyricetin and 1,3,4-thiadiazole derivatives were reported to exhibit favorable antiviral and antibacterial activities. Aiming to discover novel myricetin analogues with potent activities, a series of novel myricetin derivatives containing 1,3,4-thiadiazole moiety were synthesized, and their antibacterial and antiviral activities were evaluated.ResultBioassay results indicated that some target compounds exhibited potential antibacterial and antiviral activities. Among them, compounds 2, 3a, 3b, 3d, 3f, 3i, 3m and 3p exhibited excellent antibacterial activities against Xanthomonas oryzae pv. Oryzae (Xoo), with EC50 values of 42.7, 38.6, 20.8, 12.9, 22.7, 27.3, 18.3 and 29.4 μg/mL, respectively, which were better than that of thiadiazole-copper (94.9 μg/mL). Compounds 3b, 3d, 3e, 3f, 3i and 3o showed good antibacterial activities against Ralstonia solanacearum (Rs), with EC50 values of 37.9, 72.6, 43.6, 59.6, 60.6 and 39.6 μg/mL, respectively, which were superior to that of thiadiazole-copper (131.7 μg/mL). In addition, compounds 3d, 3f, 3i and 3m showed better curative activities against tobacco mosaic virus (TMV), with EC50 values of 152.8, 99.7, 127.1, and 167.3 μg/mL, respectively, which were better than that of ningnanmycin (211.1 μg/mL).ConclusionsA series of myricetin derivatives containing 1,3,4-thiadiazole scaffold were synthesized, and their antibacterial activities against Xoo and Rs and their antiviral activity against TMV were evaluated. Bioassays indicated that some target compounds exhibited potential antibacterial and antiviral activities. These results indicated this kind of myricetin analogues could be further studied as potential alternative templates in the search for novel antibacterial and antiviral agents.Electronic supplementary materialThe online version of this article (doi:10.1186/s13065-017-0336-7) contains supplementary material, which is available to authorized users.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and biological activity of myricetin derivatives containing 1,3,4-thiadiazole scaffold

Zhong

Wang

Chen

et al. 2017

Chemistry Central Journal

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“…It was very serious and hard to manage effectively in agricultural production. Therefore, to protect crops from bacterial infection, the agrochemical (bismerthiazol, thiodiazole-copper and azoxy strobin) were used to prevent bacterial infection [4,5], but prolonged and abuse of traditional chemical pesticides not only enhances the resistance of the bacterial but also harmful to the environment and human health [6][7][8]. So, exploring novel highly-e cient, broad-spectrum and environmentally benign antibacterial agents is still an arduous task in pesticide science.…”

Section: Introductionmentioning

confidence: 99%

“…Therefore, these agrochemicals (bismerthiazol, thiodiazole‐copper and azoxy strobin) are often used to prevent bacterial infection [4,5] . But prolonged and abuse of traditional chemical pesticides will enhance the resistance of the bacterial, and are harmful to the environment and human health [6–8] . Thus, to explore novel antibacterial agents with highly‐efficient, broad‐spectrum, and environmentally is still an arduous task in pesticide science.…”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis and Antibacterial Activity of Novel Pyrimidine‐Containing 4H‐Chromen‐4‐One Derivatives**

Chen

Tang

et al. 2021

Chemistry & Biodiversity

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A series of pyrimidine-containing 4H-chromen-4-one derivatives were designed and synthesized by combining bioactive substructures. All compounds were characterized using 1 H NMR, 13 C NMR, 19 F NMR and HRMS. Preliminary biological activity results showed that most of title compounds displayed signi cant inhibitory activity against Xanthomonas axonopodis pv. Citri (Xac), Xanthomonas oryzae pv. oryzae (Xoo) and Ralstonia solanacearum (Rs). In particular, compound 4c demonstrated a good inhibitory effect against Xac and Xoo, with half-maximal effective concentration(EC 50 ) values of 15.5 and 14.9 μg/mL respectively, and that of compound 4h showed the best antibacterial activity against Rs with an EC 50 value of 14.7 μg/mL, These results were better than both bismerthiazol (BT, 51.7, 70.1 and 52.7 μg/mL, respectively) and thiodiazole copper (TC, 77.9, 95.8 and 72.1 μg/mL respectively). In vivo antibacterial activity results indicated that compound 4c displayed better curative(42.4%) and protective (49.2%) activities for reducing rice bacterial leaf blight than both BT (35.2, 39.1%) and TC (30.8, 27.3%). The mechanism of compound 4c against Xoo was analysed through scanning electron microscopy (SEM). Results showed that the compound destroied the bacterial cell membrane structure. These results indicated that pyrimidine-containing 4H-chromen-4-one derivatives are valuable in the research of new agrochemicals.

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Novel pyrimidine derivatives containing an amide moiety: design, synthesis, and antifungal activity

Chen

Wang

et al. 2018

Chem. Pap.

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Synthesis and antibacterial evaluation of novel Schiff base derivatives containing 4(3H)-quinazolinone moiety

Abstract: A series of novel Schiff base derivatives containing 4(3

Cited by 7 publications

References 22 publications

Synthesis and biological activity of myricetin derivatives containing 1,3,4-thiadiazole scaffold

Synthesis and biological activity of myricetin derivatives containing 1,3,4-thiadiazole scaffold

Design, Synthesis and Antibacterial Activity of Novel Pyrimidine‐Containing 4H‐Chromen‐4‐One Derivatives**

Novel pyrimidine derivatives containing an amide moiety: design, synthesis, and antifungal activity

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