Synthesis, thermal property and antifungal evaluation of pyrazine esters

Su, Fangyao; Su, Zhaohui; Zhao, Qianrui; Zhao, Zhe; Wu, Zhi‐Yong; Zhao, Mingqin; Lai, Miao

doi:10.1016/j.arabjc.2022.104351

Cited by 4 publications

(1 citation statement)

References 47 publications

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“…Previous literature has reported the use of molecular docking between nitrogen‐containing heterocyclic compounds and SDH proteins to preliminarily explore their possible antifungal mechanisms [50] . As shown in Figure 5, the binding energy between small molecules 3, 4b and ethyl maltol, as well as the reference Boscalid and the complex protein was −5.8 kcal/mol, −6.8 kcal/mol, −5.5 kcal/mol, and −7.8 kcal/mol, respectively.…”

Section: Results and Disscusionsmentioning

confidence: 99%

Synthesis, Thermal Stability and Antifungal Evaluation of Two New Pyrrole Esters

Gao,

Fan,

Zhang

et al. 2024

Chemistry & Biodiversity

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To develop new chemicals that are stable at high temperatures with biological activity, a pyrrole intermediate was firstly synthesized using glucosamine hydrochloride as raw materials through cyclization and oxidation. Further, two novel pyrrole ester derivatives were prepared via Steglich esterification from pyrrole intermediate with vanillin and ethyl maltol, respectively. Nuclear magnetic resonance (1H NMR, 13C NMR), infrared spectroscopy (IR) and high resolution mass spectrometry (HRMS) were used to confirm the target compounds. Thermal behavior of the compounds was investigated by thermogravimetry (TG), differential scanning calorimeter (DSC) and the pyrolysis‐gas chromatography/mass spectrometry (Py‐GC/MS) methods. The plausible pyrolytic mechanism was proposed. Additionally, their biological activities against the pathogens Fusarium graminearum, Fusarium oxysporum, Fusarium moniliforme, Phytophthora nicotianae, and Rhizoctonia solani were assessed. These target compounds showed outstanding antifungal activities and the highest inhibitor rates of 62.50% and 68.75% against R. solani with EC50 values of 0.0296 and 0.0200 mg mL‐1, respectively. SDHI protein sequence was molecularly docked to identify the binding mechanisms in the active pocket and examine the interactions between both the molecules and the SDHI protein.

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Section: Results and Disscusionsmentioning

confidence: 99%