高等萜类化合物的合成转化。45#.5-Labdanoid-Substituted Pyrazoles 的区域选择性合成及其镇痛活性评估

IF 0.8 4区化学 Q4 CHEMISTRY, MEDICINAL

Chemistry of Natural Compounds Pub Date : 2024-08-07 DOI:10.1007/s10600-024-04408-1

M. E. Mironov, A. I. Poltanovich, V. I. Krasnov, T. V. Rybalova, S. A. Borisov, T. G. Tolstikova, E. E. Shults

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引用次数: 0

摘要

通过二萜炔烃-1,2-二酮与芳基肼的环缩合作用，引入额外的 C-16 酮吡唑分子，开发了一种对 phlomisoic 酸甲酯进行定向结构修饰的方法。找到了区域选择性形成 1,3-二芳基吡唑-5-甲酮的条件。证明了在一个反应釜中连续进行四组份反应的可能性。在热刺激和化学刺激模型中，证实了拉巴旦类取代的二芳基吡唑具有显著的镇痛活性。

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Synthetic Transformations of Higher Terpenoids. 45#. Regioselective Synthesis of 5-Labdanoid-Substituted Pyrazoles and Assessment of Their Analgesic Activity

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Synthetic Transformations of Higher Terpenoids. 45#. Regioselective Synthesis of 5-Labdanoid-Substituted Pyrazoles and Assessment of Their Analgesic Activity

A method for targeted structural modification of the methyl ester of phlomisoic acid was developed by introduction of an additional C-16 ketopyrazole moiety via cyclocondensation of diterpenoid alkyne-1,2- diones with arylhydrazines. The conditions for regioselective formation of labdanoid 1,3-diarylpyrazol-5- ylmethanones were found. The possibility of a sequential four-component reaction in a single pot was demonstrated. Significant analgesic activity of labdanoid-substituted diarylpyrazoles in thermal and chemical irritation models was established.

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来源期刊

Chemistry of Natural Compounds 化学-有机化学

CiteScore

1.40

自引率

25.00%

发文量

265

审稿时长

7.8 months

期刊介绍： Chemistry of Natural Compounds publishes reviews and general articles about the structure of different classes of natural compounds, the chemical characteristics of botanical families, genus, and species, to establish the comparative laws and connection between physiological activity and the structure of substances.