Synthesis, Biological Activity and Action Mechanism Study of Novel Chalcone Derivatives Containing Malonate

Guo, Tao; Xia, Rongjiao; Liu, Tingting; Peng, Feng; Tang, Xuemei; Zhou, Qing; Luo, Hui; Xue, Wei

doi:10.1002/cbdv.202000025

Cited by 20 publications

(17 citation statements)

References 46 publications

(46 reference statements)

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“…A previously detailed turbidity test method was adopted to measure the antibacterial activity of A1–A24 against Xac, Psa , and Xoo. − …”

Section: Materials and Methodsmentioning

confidence: 99%

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Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives

Peng

Wang

et al. 2021

J. Agric. Food Chem.

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Various 1,3,4-oxadiazole thioether 4H-chromen-4-one derivatives were conceived. The title compounds demonstrated striking inhibitory effects against Xac, Psa, and Xoo. EC 50 data exhibited that A8 (19.7 μg/mL) had better antibacterial activity against Xoo than myricetin, BT, and TC. Simultaneously, the mechanism of action of A8 had been verified by SEM. The results of anti-tobacco mosaic virus indicated that A9 had the best in vivo antiviral effect compared with ningnanmycin. From the data of MST, it could be seen that A9 (0.003 ± 0.001 μmol/L) exhibited a strong binding capacity, which was far superior to ningnanmycin (2.726 ± 1.301 μmol/L). This study shows that the 1,3,4-oxadiazole thioether 4H-chromen-4-one derivatives may become agricultural drugs with great potential.

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“…A previously detailed turbidity test method was adopted to measure the antibacterial activity of A1–A24 against Xac, Psa , and Xoo. − …”

Section: Materials and Methodsmentioning

confidence: 99%

“…The SEM method reported in the literature was adopted to research the antibacterial effect of A8 in more detail. , …”

Section: Materials and Methodsmentioning

confidence: 99%

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Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives

Peng

Wang

et al. 2021

J. Agric. Food Chem.

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“…To explore the mechanism of compounds 4c against X. oryzae , scanning electron microscopy (SEM) analysis was taken according to previous method [40] . This method is provided in Supporting Information .…”

Section: Methodsmentioning

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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“…To confirm the effect of the compounds once again, molecular docking with TMV-CP (PDB code: 1EI7) was implemented in Discovery Studio (version 4.5). [44,45] The test method was provided in Supporting Information.…”

Section: Molecular Docking Studymentioning

confidence: 99%

Antiviral Activities of Novel Myricetin Derivatives Containing 1,3,4‐Oxadiazole Bisthioether

Peng

Liu

Cao

et al. 2022

Chemistry & Biodiversity

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A class of novel myricetin derivatives containing 1,3,4-oxadiazole bisthioether were synthesized. The results of antiviral biological activity demonstrated that the partially compounds exhibited good antiviral effects against tobacco mosaic virus. The in vivo curative and protective activities of compound E12 against TMV was quite significant. The EC 50 value of the curative activity of E12 was 128.8 μg/mL, while the value of ningnanmycin was 296.4 μg/mL. Similarly, the EC 50 value of the protective activity of E12 was 99.1 μg/mL, while the value of ningnanmycin was 307.6 μg/mL. The microscale thermophoresis data indicated that the binding value of ningnanmycin and TMV-CP was 2.726 � 1.301 μM, which was not as good as the binding value of E12 and TMV-CP was 0.029 � 0.013 μM. This study showed that novel myricetin derivatives containing 1,3,4-oxadiazole bisthioether may be a kind of agricultural antiviral drugs with great potential.

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Synthesis, Biological Activity and Action Mechanism Study of Novel Chalcone Derivatives Containing Malonate

Cited by 20 publications

References 46 publications

Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives

Antibacterial and Antiviral Activities of 1,3,4-Oxadiazole Thioether 4H-Chromen-4-one Derivatives

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

Antiviral Activities of Novel Myricetin Derivatives Containing 1,3,4‐Oxadiazole Bisthioether

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