Synthesis of New Carbamates of the Alkaloid Songorine and Their Effects on Cancer Cell Growth

IF 0.8 4区化学 Q4 CHEMISTRY, MEDICINAL

Chemistry of Natural Compounds Pub Date : 2024-11-09 DOI:10.1007/s10600-024-04529-7

U. Kh. Kurbanov, N. I. Mukarramov, E. O. Terenteva, U. B. Khamidova, O. T. Juraev, Sh. S. Azimova

引用次数: 0

Abstract

Six new derivatives were synthesized by reacting the alkaloid songorine (1) with isocyanates. Their structures were confirmed by IR, mass, ¹H and ¹³C NMR spectral methods. The effects of the obtained compounds on tumor cell growth in vitro were studied. 21-Ethyl-1-O-3′-chlorophenylcarbamate-15-hydroxy-4-methyl-16-methylene-7,20-cycloveatchan-12-one (3c) exhibited cytotoxicity against HeLa and HEp-2 lines at a concentration of 100 μg/mL. The other songorine derivatives caused dose-dependent proliferation of cancer cells.

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合成松果菊碱的新型氨基甲酸酯及其对癌细胞生长的影响

通过生物碱松果菊碱（1）与异氰酸酯的反应，合成了六种新的衍生物。通过红外光谱、质谱、1H 和 13C NMR 光谱方法确认了它们的结构。研究了所获化合物对体外肿瘤细胞生长的影响。浓度为 100 μg/mL 的 21-乙基-1-O-3′-氯苯基氨基甲酸酯-15-羟基-4-甲基-16-亚甲基-7,20-环戊二烯-12-酮（3c）对 HeLa 和 HEp-2 株具有细胞毒性。其他松果菊碱衍生物会导致癌细胞的剂量依赖性增殖。

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

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.