Undescribed Amaryllidaceae Alkaloids from Zephyranthes citrina and Their Cytotoxicity.

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL Journal of Natural Products Pub Date : 2024-09-27 Epub Date: 2024-09-04 DOI:10.1021/acs.jnatprod.4c00825

Jana Křoustková, Eliška Kohelová, Darina Muthná, Jiří Kuneš, Radim Havelek, Rudolf Vrabec, Milan Malaník, Daniela Suchánková, Jakub Chlebek, Jaroslav Jenčo, Štefan Kosturko, Lucie Cahlíková

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Abstract

This phytochemical study presents the isolation of eight alkaloids from Zephyranthes citrina Baker. The structures of the new alkaloids, zephycitrine (1) and 6-oxonarcissidine (2), were established by analysis of spectroscopic and spectrometric data. Processing the EtOH extract under acid-base conditions yielded the unreported isolation artifacts 3 and 4. This work also provides analytical data for alkaloids not properly described in the literature (5 and 6). The hippeastidine/zephyranine scaffolds in derivatives 3, 4, and 8-10 are also thoroughly discussed. Furthermore, a cytotoxicity screening of 25 Amaryllidaceae alkaloids isolated from Z. citrina was performed. Only the known alkaloids haemanthamine (12), haemanthidine (13), and lycorine (27) showed significant cell growth inhibition.

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来自 Zephyranthes citrina 的未被描述的 Amaryllidaceae 生物碱及其细胞毒性。

本植物化学研究介绍了从 Zephyranthes citrina Baker 分离出的八种生物碱。通过分析光谱和分光数据，确定了新生物碱 zephycitrine（1）和 6-oxonarcissidine （2）的结构。在酸碱条件下处理 EtOH 提取物，得到了未报道的分离人工物 3 和 4。这项工作还提供了文献中未适当描述的生物碱（5 和 6）的分析数据。此外，还对衍生物 3、4 和 8-10 中的喜树碱/紫杉碱支架进行了深入讨论。此外，研究人员还对从枸橘中分离出的 25 种金盏花科生物碱进行了细胞毒性筛选。只有已知的生物碱 haemanthamine（12）、haemanthidine（13）和 lycorine（27）对细胞生长有明显的抑制作用。

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

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.