scholarly journals Effects of Water Availability in the Soil on Tropane Alkaloid Production in Cultivated Datura stramonium

Metabolites ◽  
2019 ◽  
Vol 9 (7) ◽  
pp. 131 ◽  
Author(s):  
Abigail Moreno-Pedraza ◽  
Jennifer Gabriel ◽  
Hendrik Treutler ◽  
Robert Winkler ◽  
Fredd Vergara
Keyword(s):  
Mass Spectrometry ◽  
Water Availability ◽  
Mass Spectra ◽  
Tropane Alkaloids ◽  
Datura Stramonium ◽  
Tropane Alkaloid ◽  
Industrial Applications ◽  
Cultivated Plants ◽  
Irrigation Levels ◽  
Different Levels

Background: different Solanaceae and Erythroxylaceae species produce tropane alkaloids. These alkaloids are the starting material in the production of different pharmaceuticals. The commercial demand for tropane alkaloids is covered by extracting them from cultivated plants. Datura stramonium is cultivated under greenhouse conditions as a source of tropane alkaloids. Here we investigate the effect of different levels of water availability in the soil on the production of tropane alkaloids by D. stramonium. Methods: We tested four irrigation levels on the accumulation of tropane alkaloids. We analyzed the profile of tropane alkaloids using an untargeted liquid chromatography/mass spectrometry method. Results: Using a combination of informatics and manual interpretation of mass spectra, we generated several structure hypotheses for signals in D. stramonium extracts that we assign as putative tropane alkaloids. Quantitation of mass spectrometry signals for our structure hypotheses across different anatomical organs allowed us to identify patterns of tropane alkaloids associated with different levels of irrigation. Furthermore, we identified anatomic partitioning of tropane alkaloid isomers with pharmaceutical applications. Conclusions: Our results show that soil water availability is an effective method for maximizing the production of specific tropane alkaloids for industrial applications.

scholarly journals Two New Tropane Alkaloids from the Bark of Erythroxylum vacciniifolium Mart. (Erythroxylaceae)

2009 ◽  
Vol 4 (10) ◽  
pp. 1934578X0900401 ◽  
Author(s):  
Emerson F. Queiroz ◽  
Boris Zanolari ◽  
Andrew Marston ◽  
David Guilet ◽  
Leila Burgener ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
Traditional Medicine ◽  
High Resolution Mass Spectrometry ◽  
Tropane Alkaloids ◽  
Tropane Alkaloid ◽  
High Resolution Mass ◽  
Indigenous Plant ◽  
Resolution Mass

Two new tropane alkaloid N-oxides substituted by a methylpyrrole moiety were isolated from the bark of Erythroxylum vacciniifolium Mart. (Erythroxylaceae), a Brazilian indigenous plant, locally known as catuaba and used in traditional medicine as an aphrodisiac. The alkaloid structures were determined by a combination of high resolution mass spectrometry and multi-dimensional NMR spectroscopy.

scholarly journals Facing tropane alkaloid contamination in millet

2021 ◽  
Vol 13 (2) ◽  
pp. 79-86
Author(s):  
Jens Begemann ◽  
Saman Ostovar ◽  
Christine Schwake-Anduschus
Keyword(s):  
Plant Material ◽  
Tropane Alkaloids ◽  
Datura Stramonium ◽  
Tropane Alkaloid ◽  
The European Union ◽  
Limit Values ◽  
Jimson Weed ◽  
Seed Content ◽  
Maize Cultivation ◽  
The Eu

Thorn Apple or Jimson Weed (Datura stramonium) is a tropane alkaloid containing widespread pest plant growing in central Europe. This pest predominantly occurs in millet, buckwheat and maize cultivation. Therefore, sound cleaning of these crops is just as pivotal as reliable analytics. The cleaning of millet at laboratory scale with commercial mechanical cleaning devices, such as sieves, indented separators or table sorters without using colour sorters, reduces the dark coloured Datura seed content by up to 99%. Nevertheless, the few remaining Datura seeds (up to one nut per 30 kg) could lead to an exceedance of the European Union (EU) limit values for tropane alkaloids in baby food. However, plant material other than seeds or even invisible abrasion of Datura seeds can contaminate the millet during harvest, handling, cleaning processes or crop transportation. Contamination originating from adhesive dust can be removed by dehulling the kernels, and a reduction below the EU detection limit could be achieved.

scholarly journals Datura genome reveals duplications of psychoactive alkaloid biosynthetic genes and high mutation rate following tissue culture

BMC Genomics ◽  
2021 ◽  
Vol 22 (1) ◽  
Author(s):  
Alex Rajewski ◽  
Derreck Carter-House ◽  
Jason Stajich ◽  
Amy Litt
Keyword(s):  
Tissue Culture ◽  
Gene Annotation ◽  
Draft Genome ◽  
Tropane Alkaloids ◽  
Datura Stramonium ◽  
Single Copy ◽  
Tropane Alkaloid ◽  
Biosynthetic Genes ◽  
Protein Coding ◽  
Culture Process

Abstract Background Datura stramonium (Jimsonweed) is a medicinally and pharmaceutically important plant in the nightshade family (Solanaceae) known for its production of various toxic, hallucinogenic, and therapeutic tropane alkaloids. Recently, we published a tissue-culture based transformation protocol for D. stramonium that enables more thorough functional genomics studies of this plant. However, the tissue culture process can lead to undesirable phenotypic and genomic consequences independent of the transgene used. Here, we have assembled and annotated a draft genome of D. stramonium with a focus on tropane alkaloid biosynthetic genes. We then use mRNA sequencing and genome resequencing of transformants to characterize changes following tissue culture. Results Our draft assembly conforms to the expected 2 gigabasepair haploid genome size of this plant and achieved a BUSCO score of 94.7% complete, single-copy genes. The repetitive content of the genome is 61%, with Gypsy-type retrotransposons accounting for half of this. Our gene annotation estimates the number of protein-coding genes at 52,149 and shows evidence of duplications in two key alkaloid biosynthetic genes, tropinone reductase I and hyoscyamine 6 β-hydroxylase. Following tissue culture, we detected only 186 differentially expressed genes, but were unable to correlate these changes in expression with either polymorphisms from resequencing or positional effects of transposons. Conclusions We have assembled, annotated, and characterized the first draft genome for this important model plant species. Using this resource, we show duplications of genes leading to the synthesis of the medicinally important alkaloid, scopolamine. Our results also demonstrate that following tissue culture, mutation rates of transformed plants are quite high (1.16 × 10− 3 mutations per site), but do not have a drastic impact on gene expression.

scholarly journals Genomic signatures of the evolution of defence against its natural enemies in the poisonous and medicinal plant Datura stramonium (Solanaceae)

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
I. M. De-la-Cruz ◽  
A. Hallab ◽  
U. Olivares-Pinto ◽  
R. Tapia-López ◽  
S. Velázquez-Márquez ◽  
...  
Keyword(s):  
Natural Enemies ◽  
De Novo ◽  
Tropane Alkaloids ◽  
Datura Stramonium ◽  
Tropane Alkaloid ◽  
Chemical Defenses ◽  
Comparative Genomic ◽  
Genomic Signatures ◽  
Solanaceae Species ◽  
Tropinone Reductase

AbstractTropane alkaloids and terpenoids are widely used in the medicine and pharmaceutic industry and evolved as chemical defenses against herbivores and pathogens in the annual herb Datura stramonium (Solanaceae). Here, we present the first draft genomes of two plants from contrasting environments of D. stramonium. Using these de novo assemblies, along with other previously published genomes from 11 Solanaceae species, we carried out comparative genomic analyses to provide insights on the genome evolution of D. stramonium within the Solanaceae family, and to elucidate adaptive genomic signatures to biotic and abiotic stresses in this plant. We also studied, in detail, the evolution of four genes of D. stramonium—Putrescine N-methyltransferase, Tropinone reductase I, Tropinone reductase II and Hyoscyamine-6S-dioxygenase—involved in the tropane alkaloid biosynthesis. Our analyses revealed that the genomes of D. stramonium show signatures of expansion, physicochemical divergence and/or positive selection on proteins related to the production of tropane alkaloids, terpenoids, and glycoalkaloids as well as on R defensive genes and other important proteins related with biotic and abiotic pressures such as defense against natural enemies and drought.

Exploring the Active Compounds of Traditional Mongolian Medicine Agsirga in Intervention of Novel Coronavirus (2019-nCoV) Based on HPLC-Q-Exactive-MS/MS and Molecular Docking Method

2020 ◽  
Author(s):  
Jie Cheng ◽  
Yuchen Tang ◽  
Baoquan Bao ◽  
Ping Zhang
Keyword(s):  
Mass Spectrometry ◽  
Molecular Docking ◽  
High Resolution ◽  
Mass Spectra ◽  
High Resolution Mass Spectrometry ◽  
Structural Formula ◽  
Active Compounds ◽  
High Resolution Mass ◽  
Q Exactive ◽  
Resolution Mass

<p><a></a><a></a><a></a><a><b>Objective</b></a>: To screen all compounds of Agsirga based on the HPLC-Q-Exactive high-resolution mass spectrometry and find potential inhibitors that can respond to 2019-nCoV from active compounds of Agsirga by molecular docking technology.</p> <p><b>Methods</b>: HPLC-Q-Exactive high-resolution mass spectrometry was adopted to identify the complex components of Mongolian medicine Agsirga, and separated by the high-resolution mass spectrometry Q-Exactive detector. Then the Orbitrap detector was used in tandem high-resolution mass spectrometry, and the related molecular and structural formula were found by using the chemsipider database and related literature, combined with precise molecular formulas (errors ≤ 5 × 10<sup>−6</sup>) , retention time, primary mass spectra, and secondary mass spectra information, The fragmentation regularities of mass spectra of these compounds were deduced. Taking ACE2 as the receptor and deduced compounds as the ligand, all of them were pretreated by discover studio, autodock and Chem3D. The molecular docking between the active ingredients and the target protein was studied by using AutoDock molecular docking software. The interaction between ligand and receptor is applied to provide a choice for screening anti-2019-nCoV drugs.</p> <p><b>Result</b>: Based on the fragmentation patterns of the reference compounds and consulting literature, a total of 96 major alkaloids and stilbenes were screened and identified in Agsirga by the HPLC-Q-Exactive-MS/MS method. Combining with molecular docking, a conclusion was got that there are potential active substances in Mongolian medicine Agsirga which can block the binding of ACE2 and 2019-nCoV at the molecular level.</p>

Unrestrictive protein modification localization and quality control for open search of mass spectra

2018 ◽  
Author(s):  
Zhiwu An ◽  
Fuzhou Gong ◽  
Yan Fu
Keyword(s):  
Mass Spectrometry ◽  
Quality Control ◽  
Tandem Mass Spectrometry ◽  
Mass Spectra ◽  
Protein Modification ◽  
Software Tool ◽  
Tandem Mass ◽  
Simulation Data ◽  
Post Translational Modifications

We have developed PTMiner, a first software tool for automated, confident filtering, localization and annotation of protein post-translational modifications identified by open (mass-tolerant) search of large tandem mass spectrometry datasets. The performance of the software was validated on carefully designed simulation data. <br>

scholarly journals Enhanced Production of Photosynthetic Pigments and Various Metabolites and Lipids in the Cyanobacteria Synechocystis sp. PCC 7338 Culture in the Presence of Exogenous Glucose

Biomolecules ◽  
2021 ◽  
Vol 11 (2) ◽  
pp. 214
Author(s):  
YuJin Noh ◽  
Hwanhui Lee ◽  
Myeongsun Kim ◽  
Seong-Joo Hong ◽  
Hookeun Lee ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Cell Growth ◽  
Photosynthetic Pigments ◽  
Industrial Applications ◽  
Gas Chromatography Mass Spectrometry ◽  
Enhanced Production ◽  
Exogenous Glucose ◽  
Nanoelectrospray Ionization ◽  
Lipid Species ◽  
Synechocystis Sp

Synechocystis strains are cyanobacteria that can produce useful biomaterials for biofuel and pharmaceutical resources. In this study, the effects of exogenous glucose (5-mM) on cell growth, photosynthetic pigments, metabolites, and lipids in Synechocystis sp. PCC 7338 (referred to as Synechocystis 7338) were investigated. Exogenous glucose increased cell growth on days 9 and 18. The highest production (mg/L) of chlorophyll a (34.66), phycocyanin (84.94), allophycocyanin (34.28), and phycoerythrin (6.90) was observed on day 18 in Synechocystis 7338 culture under 5-mM glucose. Alterations in metabolic and lipidomic profiles under 5-mM glucose were investigated using gas chromatography-mass spectrometry (MS) and nanoelectrospray ionization-MS. The highest production (relative intensity/L) of aspartic acid, glutamic acid, glycerol-3-phosphate, linolenic acid, monogalactosyldiacylglycerol (MGDG) 16:0/18:1, MGDG 16:0/20:2, MGDG 18:1/18:2, neophytadiene, oleic acid, phosphatidylglycerol (PG) 16:0/16:0, and PG 16:0/17:2 was achieved on day 9. The highest production of pyroglutamic acid and sucrose was observed on day 18. We suggest that the addition of exogenous glucose to Synechocystis 7338 culture could be an efficient strategy for improving growth of cells and production of photosynthetic pigments, metabolites, and intact lipid species for industrial applications.

scholarly journals Analytical and in silico study of the inclusion complexes between tropane alkaloids atropine and scopolamine with cyclodextrins

2021 ◽  
Author(s):  
Monica Butnariu ◽  
Massimiliano Peana ◽  
Ioan Sarac ◽  
Salvatore Chirumbolo ◽  
Haralampos Tzoupis ◽  
...  
Keyword(s):  
Molecular Modeling ◽  
Test Performance ◽  
Tropane Alkaloids ◽  
Datura Stramonium ◽  
In Silico Study ◽  
Modeling Techniques ◽  
Poorly Soluble ◽  
Application Potential ◽  
Ft Ir ◽  
Allelopathic Compounds

AbstractDatura stramonium L. (Solanaceae) possesses a rich tropane alkaloids (TAs) spectrum. The plant contains, in particular, the allelopathic compounds scopolamine and atropine, which are poorly soluble in water, thus limiting their use in agrochemical formulations as biocidal and deterrent agents against herbivore insects. The efficacy of the hydrophobic TAs extracts could be increased with the improvement of their dissolution/leaching properties. This is important for improving screening and test performance and for elucidating the activity of environmentally friendly agricultural approaches, with new perspectives for the production and use of those biodegradable insecticidal products. The present study explores the aspects of atropine and scopolamine complexation with cyclodextrin (CDs) through FT-IR and UV–Vis spectroscopies. In addition, the structures of the inclusion complex of atropine, scopolamine and β-CD have been investigated by molecular modeling techniques. The results obtained indicate that β-CDs are a promising carriers for improving the properties of TAs, therefore increasing their application potential in agrochemical formulations. Graphic abstract

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