分子网络和半合成法鉴定龙葵属植物中的Granatane生物碱

图拉扬科技有限公司

2024/09/27 15:32

Abstract

The Solanaceae plant family contains at least 98 genera and over 2700 species. The Duboisia genus stands out for its ability to produce pyridine and tropane alkaloids, which are relatively poorly characterized at the phytochemical level. In this study, we analyzed dried leaves of Duboisia spp. using supercritical CO2 extraction and ultra-high-pressure liquid chromatography coupled to high-resolution tandem mass spectrometry, followed by feature-based molecular networking. Thirty-one known tropane alkaloids were putatively annotated, and the identity of six (atropine, scopolamine, anisodamine, aposcopolamine, apoatropine, and noratropine) were identified using reference standards. Two new granatane alkaloids connected in the molecular network were highlighted from Duboisia myoporoides, and their α-granatane tropate and α-granatane isovalerate structures were unambiguously established by semisynthesis.

茄科植物至少有98属2700多种。Duboisia属因其产生吡啶和莨菪烷生物碱的能力而脱颖而出，这些生物碱在植物化学水平上的特征相对较差。在这项研究中，我们使用超临界CO2萃取和超高压液相色谱结合高分辨率串联质谱，然后基于特征的分子网络分析了杜波锡属植物的干叶。假定对31种已知的托烷生物碱进行了注释，并使用参考标准鉴定了6种（阿托品、东莨菪碱、山莨菪碱、阿托品碱、阿托品碱和去甲托品碱）的身份。从Duboisia myoroides中突出了分子网络中连接的两种新的石榴烷生物碱，并通过半合成明确地建立了它们的α-石榴烷营养盐和α-石榴坦异戊酸盐结构。

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Extraction

Dry leaves were ground, followed by extraction with scCO₂ using an SFE LAB 100 mL 1000 BAR extraction system (SFE Process, Tomblaine, France). A test portion of 3–8 g was extracted with supercritical CO₂ with and without modifier (EtOH at different percentages) to increase the polarity of extraction. Therefore, 15 extracts were generated from the three different Duboisia species and aliquoted in triplicates with 100× dilution before analysis, ending with a total of 45 samples analyzed to build-up the molecular network.

将干叶研磨，然后使用SFE LAB 100 mL 1000 BAR超临界萃取系统（SFE Process，Tomblaine，France）用scCO2提取。用超临界CO2萃取3-8g的试验部分，有和没有助溶剂（不同百分比的乙醇），以增加萃取的极性。因此，从三种不同的Duboisia物种中提取了15种提取物，并在分析前以100倍稀释的方式等分为三份，最后分析了总共45个样品以建立分子网络。

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