Antiviral activity of Mannich bases linked to A-secotriterpenoids at the C(28) position

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2025-04-28 DOI:10.1007/s11172-025-4575-9

A. V. Petrova, Ya. L. Esaulkova, M. G. Mikhalsky, V. V. Zarubaev, O. B. Kazakova

引用次数: 0

Abstract

Novel derivatives of A-secooleanolic and A-secobetulinic acids containing a propargylamine substituent at the C(28) position were synthesized via the Cu-catalyzed Mannich reaction. Antiviral properties of the compounds were evaluated on MDCK cell culture against influenza A/Puerto Rico/8/34 (H1N1) virus. It was demonstrated that among the Mannich bases of A-secooleanolic acid, the derivative containing the piperazine moiety exhibited the highest activity (IC₅₀ = 5 µmol L⁻¹ and SI >100). In the case of A-secobetulinic acid, a positive effect was caused by the introduction of N-methylpiperazine (IC₅₀ = 1 µmol L⁻¹ and SI >25) and morpholine (IC₅₀ = 3 µmol L⁻¹ and SI = 42) moieties.

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C（28）位连接a -二萜的曼尼希碱基的抗病毒活性

采用cu催化的Mannich反应合成了C（28）位含有丙炔胺取代基的新型a -二齐墩果酸和a -二桦木酸衍生物。在MDCK细胞培养中评价化合物对甲型流感/波多黎各/8/34 （H1N1）病毒的抗病毒性能。结果表明，在a -二齐墩果酸的曼尼希碱中，含哌嗪部分的衍生物活性最高（IC50 = 5µmol L−1,SI >100）。在a -二白桦酸中，n -甲基哌嗪（IC50 = 1 μ mol L−1,SI >25）和啉（IC50 = 3 μ mol L−1,SI = 42）的引入产生了积极的影响。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.