细菌源吡咯里西啶类生物碱的发现及生物合成研究进展

吡咯里西啶类生物碱(Pyrrolizidine Alkaloids,PAs)在高等植物中分布广泛,目前超过6 000种植物产生了 650余个PAs.源于细菌的PAs发现较少,其中Clazamycin A和Clazamycin B由Umezawa等在1979年报道.近年来在微生物基因组和合成生物学发展的驱动下,细菌源PA...     

白背三七叶中吡咯里西啶生物碱的LC—MS^n检测

广泛分布于植物中的吡咯里西啶生物碱（pyrrolizidine alkaloids,PAs）由具有双稠吡咯啶环的氨基醇与不同有机酸缩合而成,醇部分为裂碱（necine）,酸部分为裂酸（necicacid）。以裂碱的结构可划分为2种类型,即倒千里光裂碱型（retronecine—type,RET型）和奥托千里光裂碱型（otonecinetype,OTO型）。     

基于色谱技术的款冬花蕾与花梗代谢组成差异分析

本研究拟对款冬花蕾与花梗的化学组成差异进行比较。采用基于气质联用的代谢组学技术对花蕾与花梗的代谢组成差异进行分析,代谢产物的结构指认通过NIST数据库检索和标准品对照确定,GC-MS数据通过XCMS预处理后导入SIMCA-P软件进行多元统计分析;采用超高效液相色谱法对花蕾和花梗中吡咯里西啶生物碱的含量进行测定。结果基于GC-MS的代谢组学分析共鉴定了款冬中54个代谢产物,主成分分析显示款冬花蕾与花梗的代谢组成明显不同。OPLS-DA分析的载荷图显示,与花蕾相比,花梗中肌醇、香橙烯、豆甾醇、棕榈酸等化合物含量较低,而蔗糖、花生四烯酸等含量较高。此外,花蕾中吡咯里西啶生物碱含量为102μg·g-1,明显高于花梗中的含量(64μg·g-1)。款冬花蕾与花梗的化学组成存在较大差异,为了保证中医临床用药的安全有效,药用款冬花中应剔除花梗,并在质量标准检查项中规定花梗限量。     

新疆千里光的化学成分研究北大核心CSCD

本文对新疆千里光进行了化学成分研究,从中分离鉴定了12个化合物,分别为千里光碱（1）、千里光菲灵碱（2）、全缘千里光碱（3）、克式千里光碱（4）、异鼠李素（5）、槲皮素（6）、异鼠李素-3—O-β-D-半乳糖苷（7）、8-（2＂-pyrrolidinone-5”-y1）-isorhamnetin（8）、pseudotaraxasterc1（9）、咖啡酸（10）、β-谷甾醇（11）、卢-胡萝卜苷（12）。除1—3外,其余9个化合物均为首次从该植物中分离得到。     

钩藤属植物中吲哚生物碱的研究进展

本文对钩藤属植物中吲哚生物碱类成分的植物来源、骨架结构、波谱学特征及生物活性研究进展进行了综述,希望为药理学、天然药物化学、中药化学等领域的研究者提供参考。     

植物中褪黑素的研究进展

植物褪黑素自20世纪90年代被发现以来,初期的研究多为测定方法,而后褪黑素生理功能的研究成为热点。植物中褪黑素含量的测定方法有放射免疫测定(RIA)、高效液相色谱(HPLC)、气相色谱(GC)、高效液相色谱-质谱(HPLC-MS)和气相色谱-质谱(GC-MS)等,而高效液相色谱与荧光检测器(HPLC-FD)和电化学检测器(HPLC-EC)联用是植物中褪黑素定量研究的较常用方法。褪黑素含量因植物种类、器官不同而异,并以繁殖器官种子和花中较高。褪黑素在植物中具有调节光周期、促进植物种子萌发及生根、提高植物抵御外界环境压力如重金属、紫外辐射、温度变化等功能,而这些生理功能的作用机制、合成位点等尚待进一步研究。该文对国内外近年来有关褪黑素在植物中的检测方法、生物合成途径及生理功能等几个方面的研究进展进行综述,并提出今后的研究方向。     

白毛茛中生物碱的提取和HPLC分析

白毛茛根粉末经室温萃取后用HPLC分析其中的生物碱成分,色谱柱为Zorbax Eclipse XDBC18快速分离,该方法可准确测定白毛茛中主要的生物碱,包括小檗碱（berberine）和白毛莨碱（hydrastine）。萃取和HPLC分析还可用于其他几种生物碱的测定,包括氢化小蘖碱（canadine）、白毛莨分碱（hydrastinine）和巴马亭（palmatine）,也可以应用于其它含小檗碱的植物根。Eclipse XDBC18快速分离柱采用等梯度分离,所有组分在15min内获得了高的分离度。     

苄基苯乙胺类生物碱的植物化学研究进展

苄基苯乙胺类生物碱是主要分布于石蒜科植物中具有较强生理活性的一类重要生物碱.本文概述了该类生物碱的化学结构、生源关系和波谱特征等,并给出了1995年以来新发现的不同结构类型的该类生物碱的结构及其植物来源.     

植物细胞胞内生物碱跨膜传递模型研究(Ⅰ)-中性生物碱饱和特性模型

针对制约植物细胞生物碱释放的生物碱跨膜传递这一物理过程,引入有载体参与的主动运输过程来描述植物细胞生物碱的跨膜传递过程,将Ｍｉｃｈａｅｌｉｓ－Ｍｅｎｔｅｎ酶促反应动力学公式应用于载体转运,建立了植物细胞中产物释放的饱和特性模型。将模型在特定参数下进行积分,对已有的实验现象进行数值模拟,并与实验结果比较表明,所建模型能很好地描述低Ｐｋａ值生物碱的各种跨膜传递现象,并能同时呈现生物碱跨膜传递的线性特性和饱和特性,从而为长期对立的生物碱跨膜传递的简单扩散观点和主动运输观点的统一提供了理论依据     

碎米莎草茎总生物碱对植物和病原菌的生物活性

以水稻(Oryza sativa)等5种植物和水稻稻瘟病(Magnaporthe grisea)等6种植物病原真菌为试验对象,测定了碎米莎草(Cyperus iria)茎总生物碱对植物和病原菌的生物活性.结果表明,250～4000 μg mL-1的总生物碱对水稻种子的萌发无显著影响,对千金子(Leptochloa chinensis)幼苗的苗高有显著抑制作用.4000μmL-1的总生物碱对烟草(Nicotiana tabacum)、鳢肠(Eclipta prostrate)和车前草(Plantago asiatica)种子的萌发、烟草幼苗的苗高以及水稻、烟草和鳢肠幼苗的鲜重有显著抑制作用,相对较低浓度总生物碱对千金子种子萌发、千金子和车前草幼苗的鲜重以及5种植物幼苗的根长和苗高(烟草幼苗的苗高除外)有显著抑制作用.25～400 μg mL-1的碎米莎草茎总生物碱对小麦赤霉病菌(Fusarium gramblearum)的生长无显著影响,而对苹果轮纹病菌(Physalospora piricola)的生长有显著抑制作用,100～400μg mL-1的总生物碱对稻瘟病菌、油菜菌核病菌(Sclerotinia sclerotiovum)和番茄早疫病菌(Alternaria solani)的生长有显著抑制作用,200～400 μg mL-1的总生物碱对杨树溃疡病菌(Dothiorella gregaria)的生长有显著抑制作用,400μg mL-1的总生物碱对上述病原真菌的抑菌率分别为8.20%、74.87%、40.93%、60.91%、52.70%和16.28%.     

Pyrrolizidine alkaloids from seeds of Crotalaria scassellatii

Three pyrrolizidine alkaloids were isolated from the seeds of Crotalaria scassellatii. Axillaridine and axillarine were the two major alkaloids whereas the third minor alkaloid was a new compound. Its structure was determined as desoxyaxillarine.     

Pyrrolizidine alkaloids of Heliotropium from Mexico and adjacent U.S.A.

The levels of alkaloids were determined in leaves and stems of 24 species of Heliotropium collected in Mexico and adjacent U.S.A. All species contained unsaturated pyrrolizidines, their content in leaves ranging from 0.003 to 0.18%. Saturated pyrrolizidine alkaloids were detected in nine species. Greenhouse-grown plants of five species had a significantly higher alkaloid content in their leaves than the corresponding field samples. In all these species, except for H. indicum, the differences were due to higher levels of saturated pyrrolizidines.     

Quantification of the Pyrrolizidine Alkaloid Jacobine in Crassocephalum crepidioides by Cation Exchange High‐Performance Liquid Chromatography

Introduction

Pyrrolizidine alkaloids (PAs) are secondary plant metabolites with considerable hepatoxic, tumorigenic and genotoxic potential. For separation, reversed phase chromatography is commonly used because of its excellent compatibility with detection by mass spectrometry. However, reversed phase chromatography has a low selectivity for PAs.

Objective

The objective of this work was to investigate the suitability of cation exchange chromatography for separation of PAs and to develop a rapid method for quantification of jacobine in Crassocephalum crepidioides that is suitable for analysis of huge sample numbers as required for mutant screening procedures.

Results

We demonstrate that cation exchange chromatography offers excellent selectivity for PAs allowing their separation from most other plant metabolites. Due to the high selectivity, plant extracts can be directly analysed after simple sample preparation. Detection with UV at 200 nm instead of mass spectrometry can be applied, which makes the method very simple and cost‐effective. The recovery rate of the method exceeded 95%, the intra‐day and inter‐day standard deviations were below 7% and the limit of detection and quantification were 1 mg/kg and 3 mg/kg, respectively.

Conclusion

The developed method is sufficiently sensitive for reproducible detection of jacobine in C. crepidioides. Simple sample preparation and rapid separation allows for quantification of jacobine in plant material in a high‐throughput manner. Thus, the method is suitable for genetic screenings and may be applicable for other plant species, for instance Jacobaea maritima. In addition, our results show that C. crepidioides cannot be considered safe for human consumption. Copyright © 2017 John Wiley & Sons, Ltd.     

Detection and Toxicity Evaluation of Pyrrolizidine Alkaloids in Medicinal Plants Gynura bicolor and Gynura divaricata Collected from Different Chinese Locations

Two edible plants in Southeast Asia, Gynura bicolor and G . divaricata , are not only known to be nutritive but also useful as medicinal herbs. Previous phytochemical investigation of Gynura species showed the presence of hepatotoxic pyrrolizidine alkaloids (PA s), indicating the toxic risk of using these two plants. The present study was designed to analyze the distribution of PA components and tried to evaluate the preliminary toxicity of these two Gynura species. Eight samples of G . bicolor and G . divaricata from five different Chinese locations were collected and their specific PA s were qualitatively characterized by applying an UPLC /MS /MS spectrometry method. Using a pre‐column derivatization HPLC method, the total retronecine ester‐type PA s in their alkaloids extracts were quantitatively estimated as well. Finally, their genotoxicity was investigated with an effective high‐throughput screening method referred to as Vitotox ? test and their potential cytotoxicity was tested on HepG2 cells. It was found that different types of PA s were widely present in Gynura species collected from south of China. Among them, no significant genotoxic effects were detected with serial concentrations through the present in vitro assay. However, the cytotoxicity assay of Gynura plants collected from Jiangsu displayed weak activity at the concentration of 100 mg/ml. It is important to note that this research validates in part the indication that the use of Gynura species requires caution.     

Alkaloids of Pergularia pallida

Five phenanthroindolizidine alkaloids namely tylophorine, tylophorinidine, pergularinine, desoxypergularinine and an unidentified base (M⁺ 409) have been isolated from the roots of Pergularia pallida plants.     

Pyrrolizidine alkaloid distribution in Senecio jacobaea rosettes minimises losses to generalist feeding

The within-plant distribution of pyrrolizidine alkaloids (PAs) was determined in the shoots of vegetative Senecio jacobaea L. Asteraceae plants. Also the distributions of feeding stimulants, soluble sugars and total nitrogen, were determined. PAs were found to decrease with leaf age, sugars were constant, and nitrogen decreased with leaf age. These results were compared with the within-plant distribution of feeding damage by the generalist herbivores Spodoptera exigua Hübner and Mamestra brassicae L. Both generalists showed a strong preference for older leaves. It was concluded, that the herbivores were forced to feed on sub-optimal parts of the plant.     

长春花萜类吲哚生物碱含量测定及相关基因的表达分析

采用反相高效液相色谱法(RP-HPLC)对23个长春花品种中的重要萜类吲哚生物碱文多灵、长春质碱和长春碱含量进行了测定,发现这3种生物碱的含量在不同品种中存在较大差异。相关性分析表明,文多灵、长春质碱和长春碱这3种生物碱中,文多灵含量和长春碱含量有极显著的相关性(P0.01)。利用RT-PCR分析了香叶醇10-脱羧酶基因(g10h)和异胡豆苷合成酶基因(str)在萜类吲哚生物碱含量有显著差异的品种之间的表达水平差异,并结合生物碱含量数据结果,发现g10h和str的表达水平和文多灵和长春质碱的总含量有显著的正相关性(P0.05),说明g10h和str基因可以作为长春花中文多灵和长春质碱含量的参考基因标记。该研究对为选育高萜类吲哚生物碱含量长春花品种及长春花萜类吲哚生物碱代谢工程具有重要意义。