Design, Synthesis and Biological Activities of Myricetin Derivatives Containing Quinazoline Thioether Moiety

He, Jiang; Tang, Xuemei; Zhou, Qing; Peng, Feng; Liu, Tingting; Liu, Liwei; He, Ming; Xie, Changde; Xue, Wei

doi:10.6023/cjoc202008006

Cited by 5 publications

(1 citation statement)

References 11 publications

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“…Procedures for the preparation of intermediates 1-4 are provided in the references. [37][38][39] 2.2.2 General procedures for preparing target compounds B1, B2, C1-C20 and D1-D10 Intermediate 2 (2.4 mmol), K 2 CO 3 (3 mmol) and 20 ml dimethylformamide (DMF) were put into a flask. Intermediate 4 (2 mmol) was added after 20 min.…”

Section: Chemical Synthesis 221 General Procedures For Preparing Inte...mentioning

confidence: 99%

Novel 1,3,4‐oxadiazole sulfonate/carboxylate flavonoid derivatives: synthesis and biological activity

Peng

Liu

Zhu

et al. 2022

Pest Management Science

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Background: With the long-term use of traditional bactericides and antiviral agents, drug resistance has become increasingly prominent, resulting in impaired crop growth and yields. Based on this, the introduction of small molecular active groups into natural products has become the direction of research for green pesticides.Results: In this study, novel 1,3,4-oxadiazole sulfonate/carboxylate flavonoid derivatives were explored. Among them, D4 exhibited good inhibitory effects on plant bacteria. It is worth mentioning that D4 (15 ∼g ml −1 ) exhibited an excellent median effective concentration (EC 50 ) value against Xanthomonas oryzae pv. oryzae (Xoo), which was better than bismerthiazol (73 ∼g ml −1 ) and thiodiazole copper (100 ∼g ml −1 ). The EC 50 for D4 was much lower than the two positive controls (bismerthiazol, thiodiazole copper), making D4 more potent in this assay of bacterial growth inhibition. In addition, mechanism research using scanning electron microscopy revealed that D4 could cause deformation or rupture of the cell membranes of Xoo and Pseudomonas syringae pv. actinidiae. Moreover, D4 exhibited the best EC 50 for in vivo curative (132 ∼g ml −1 ) and protective (101 ∼g ml −1 ) activities against tobacco mosaic virus, which were more effective than ningnanmycin. Microscale thermophoresis data suggested that D4 [dissociation constant (K d ) = 0.038 ± 0.011 ∼mol L −1 ] exhibited a stronger binding capacity than the control agent ningnanmycin (K d = 4.707 ± 2.176 ∼mol L −1 ). Conclusion:The biological activity data and mode of action demonstrated that D4 had the best antibacterial and antiviral effects. Compound D4 discovered in the current work may be a very promising agricultural drug.

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Section: Chemical Synthesis 221 General Procedures For Preparing Inte...mentioning

confidence: 99%

Novel 1,3,4‐oxadiazole sulfonate/carboxylate flavonoid derivatives: synthesis and biological activity

Peng

Liu

Zhu

et al. 2022

Pest Management Science

Self Cite

View full text Add to dashboard Cite

show abstract

Design, synthesis, biological activity evaluation and mechanism of action of myricetin derivatives containing thioether quinazolinone

Liu

Peng

Zhu

et al. 2022

Arabian Journal of Chemistry

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Design, synthesis, and antiviral activities of myricetin derivatives containing phenoxypyridine

Xing,

Mao,

et al. 2023

Journal of Saudi Chemical Society

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Design, Synthesis and Biological Activities of Myricetin Derivatives Containing Quinazoline Thioether Moiety

Cited by 5 publications

References 11 publications

Novel 1,3,4‐oxadiazole sulfonate/carboxylate flavonoid derivatives: synthesis and biological activity

Novel 1,3,4‐oxadiazole sulfonate/carboxylate flavonoid derivatives: synthesis and biological activity

Design, synthesis, biological activity evaluation and mechanism of action of myricetin derivatives containing thioether quinazolinone

Design, synthesis, and antiviral activities of myricetin derivatives containing phenoxypyridine

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