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石蒜科植物孤挺花的生物碱成分

Alkaloid Constituents of the Amaryllidaceae Plant Amaryllis belladonna L.

机构信息

Departament de Biologia, Sanitat i Medi Ambient, Facultat de Farmàcia, Universitat de Barcelona, Av. Joan XXIII 27-31, 08028 Barcelona, Spain.

Departamento de Química Orgânica, Universidade Federal do Espírito Santo, Av. Fernando Ferrari 845, Victoria 29075-015, Brazil.

出版信息

Molecules. 2017 Aug 31;22(9):1437. doi: 10.3390/molecules22091437.

DOI:10.3390/molecules22091437
PMID:28858260
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6151567/
Abstract

The plant family Amaryllidaceae is well-known for its unique alkaloid constituents, which exhibit a wide range of biological activities. Its representative, , has a geographical distribution covering mainly southern Africa, where it has significant usage in the traditional medicine of the native people. In this study, samples collected in Brazil were examined for alkaloid content. Alkaloid profiles of bulbs were generated by a combination of chromatographic, spectroscopic and spectrometric methods, including GC-MS and 2D NMR. In vitro screening against four different parasitic protozoa (, , and ) was carried out using the crude methanol extract, as well as three of its alkaloid isolates. Twenty-six different Amaryllidaceae alkaloids were identified in the bulb samples, and three of them were isolated. Evidence for their respective biosynthetic pathways was afforded via their mass-spectral fragmentation data. Improved data for 1--acetylcaranine was provided by 2D NMR experiments, together with new ¹H-NMR data for buphanamine. The crude extract and 3--acetylhamayne exhibited good antiprotozoal activity in vitro, although both with a high cytotoxic index.

摘要

石蒜科植物以其独特的生物碱成分为特征,具有广泛的生物活性。其代表物种,主要分布在南非,在当地人民的传统医学中有着重要的应用。在这项研究中,对在巴西采集的 样本进行了生物碱含量检测。通过色谱、光谱和光谱学方法(包括 GC-MS 和 2D NMR)的组合,生成了 鳞茎的生物碱图谱。采用粗甲醇提取物以及三种生物碱分离物对四种不同的寄生原生动物( 、 、 和 )进行了体外筛选。在 鳞茎样本中鉴定出了 26 种不同的石蒜科生物碱,其中三种被分离出来。通过它们的质谱碎片数据为它们各自的生物合成途径提供了证据。通过 2D NMR 实验为 1--乙酰卡林提供了改进的数据,并为布法胺提供了新的 ¹H-NMR 数据。粗提取物和 3--乙酰哈马宁在体外表现出良好的抗原生动物活性,尽管它们的细胞毒性指数都很高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/6a9195c5620d/molecules-22-01437-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/0ea07cccd76f/molecules-22-01437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/2d91e8ea6dc3/molecules-22-01437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/3eaeff4ae19a/molecules-22-01437-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/6a9195c5620d/molecules-22-01437-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/0ea07cccd76f/molecules-22-01437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/2d91e8ea6dc3/molecules-22-01437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/3eaeff4ae19a/molecules-22-01437-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1921/6151567/6a9195c5620d/molecules-22-01437-g004.jpg

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