Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2204-5686
Michael Zwerger, Lynda Boeck, Julia Manzl, Stefan Schwaiger, Markus Ganzera
{"title":"Novel Approaches for the Analysis and Isolation of Benzylisoquinoline Alkaloids in Chelidonium majus.","authors":"Michael Zwerger, Lynda Boeck, Julia Manzl, Stefan Schwaiger, Markus Ganzera","doi":"10.1055/a-2204-5686","DOIUrl":"10.1055/a-2204-5686","url":null,"abstract":"<p><p>Benzylisoquinoline alkaloids are the major bioactive components in <i>Chelidonium majus</i>, a plant that has a long usage history for the treatment of gastrointestinal ailments in European and Asian phytomedicine. This study reports on the development and application of a supercritical fluid chromatography technique for the simultaneous qualitative and quantitative determination of seven benzylisoquinoline alkaloids in under six minutes using a Viridis BEH 2-EP column and a modifier comprising methanol with 30% acetonitrile and 20 mM ammonium formate. The method was fully validated according to ICH guidelines showing, e.g., excellent linearity (≥ 0.9997) and maximum deviations for intraday and inter-day precision of 2.99 and 2.76%, respectively. The new supercritical fluid chromatography assay was not only employed for the analysis of several <i>C. majus</i> samples but was also used for the subsequent development of a fast centrifugal partition chromatography technique, whereby five benzylisoquinoline alkaloids could be isolated within approximately 2.5 h, with only two of them, protopine and chelidonine, requiring an additional purification step. To achieve this, a solvent system composed of chloroform/methanol/0.3 M hydrochloric acid was used in descending mode. By injecting 500 mg of crude extract, stylopine (1.93 mg), sanguinarine (0.57 mg), chelidonine (1.29 mg), protopine (1.95 mg), and coptisine (7.13 mg) could be obtained. The purity of compounds was confirmed by supercritical fluid chromatography and MS.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"523-533"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11156497/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284467","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2214-0940
Melanie Novak, Dijana Jovanovic, Johannes Novak
{"title":"Variability of Chalcone Synthase in Chamomile Accessions (Matricaria chamomilla).","authors":"Melanie Novak, Dijana Jovanovic, Johannes Novak","doi":"10.1055/a-2214-0940","DOIUrl":"https://doi.org/10.1055/a-2214-0940","url":null,"abstract":"<p><p>Chamomile (<i>Matricaria chamomilla</i>) is an important medicinal plant whose beneficial activities partly rely on certain flavonoids. The first dedicated step in flavonoid biosynthesis is chalcone synthase (CHS, EC 2.3.1.74). The genomic DNA of CHS was studied in six chamomile specimens from different genotypes to describe interspecimen, as well as interspecific, variability. One specimen of <i>M. discoidea</i> was included as an outgroup. The two exons of CHS of <i>M. chamomilla</i> (McCHS) and <i>M. discoidea</i> (MdCHS) were 188 bp and 1,011 bp long, separated by an intron of variable length between 192 and 199 bp in McCHS and 201 bp in MdCHS, respectively. The two exons with 5.3 and 6.2 mutations per 100 bp, respectively, were more conserved than the intron with 11.5 mutations per 100 bp. In total, 96 SNPs were detected in both species, of which 12 SNPs were only present in MdCHS and 80 SNPs only in McCHS. Overall, 70 haplotypes (multilocus genotypes, MLGs) were detected. The samples could be classified into two groups, a 'compact' group of a low number and diversity of haplotypes and a 'variable' group of a high number and diversity of haplotypes. Of the 74 SNPs in McCHS, only six SNPs were non-synonymous. However, the amino acid changes did not affect critical areas of the enzyme. The combination of the six SNPs resulted in nine translated amino acid MLGs. The CHS network located MdCHS, due to the crossing barrier, quite distant from chamomile. MdCHS docked to McCHS at a position from where McCHS divergently evolved into two directions.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"534-545"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284473","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2215-2791
Sinah Prosche, Iris Stappen
{"title":"Flower Power: An Overview on Chemistry and Biological Impact of Selected Essential Oils from Blossoms.","authors":"Sinah Prosche, Iris Stappen","doi":"10.1055/a-2215-2791","DOIUrl":"10.1055/a-2215-2791","url":null,"abstract":"<p><p>Natural raw materials such as essential oils have received more and more attention in recent decades, whether in the food industry, as flavorings and preservatives, or as insecticides and insect repellents. They are, furthermore, very popular as fragrances in perfumes, cosmetics, and household products. In addition, aromatherapy is widely used to complement conventional medicine. This review summarizes investigations on the chemical composition and the most important biological impacts of essential oils and volatile compounds extracted from selected aromatic blossoms, including <i>Lavandula angustifolia, Matricaria recutita, Rosa x damascena, Jasminum grandiflorum, Citrus x aurantium, Cananga odorata</i>, and <i>Michelia alba.</i> The literature was collected from PubMed, Google Scholar, and Science Direct. Blossom essential oils discussed in this work are used in a wide variety of clinical issues. The application is consistently described as safe in studies and meta-analyses, although there are notes that using essential oils can also have side effects, especially dermatologically. However, it can be considered as confirmed that essential oils have positive influences on humans and can improve quality of life in patients with psychiatric disorders, critically ill patients, and patients in other exceptional situations. Although the positive effect of essential oils from blossoms has repeatedly been reported, evidence-based clinical investigations are still underrepresented, and the need for research is demanded.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"595-626"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284464","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2249-9110
Johannes Fiala, Thomas Roach, Andreas Holzinger, Yurii Husiev, Lisa Delueg, Fabian Hammerle, Eva Sanchez Armengol, Harald Schöbel, Sylvestre Bonnet, Flavia Laffleur, Ilse Kranner, Michaela Lackner, Bianka Siewert
{"title":"The Light-activated Effect of Natural Anthraquinone Parietin against Candida auris and Other Fungal Priority Pathogens.","authors":"Johannes Fiala, Thomas Roach, Andreas Holzinger, Yurii Husiev, Lisa Delueg, Fabian Hammerle, Eva Sanchez Armengol, Harald Schöbel, Sylvestre Bonnet, Flavia Laffleur, Ilse Kranner, Michaela Lackner, Bianka Siewert","doi":"10.1055/a-2249-9110","DOIUrl":"10.1055/a-2249-9110","url":null,"abstract":"<p><p>Antimicrobial photodynamic therapy (aPDT) is an evolving treatment strategy against human pathogenic microbes such as the <i>Candida</i> species, including the emerging pathogen <i>C. auris</i>. Using a modified EUCAST protocol, the light-enhanced antifungal activity of the natural compound parietin was explored. The photoactivity was evaluated against three separate strains of five yeasts, and its molecular mode of action was analysed via several techniques, i.e., cellular uptake, reactive electrophilic species (RES), and singlet oxygen yield. Under experimental conditions (<i>λ</i> = 428 nm, H = 30 J/cm<sup>2</sup>, PI = 30 min), microbial growth was inhibited by more than 90% at parietin concentrations as low as c = 0.156 mg/L (0.55 µM) for <i>C. tropicalis</i> and <i>Cryptococcus neoformans</i>, c = 0.313 mg/L (1.10 µM) for <i>C. auris</i>, c = 0.625 mg/L (2.20 µM) for <i>C. glabrata</i>, and c = 1.250 mg/L (4.40 µM) for <i>C. albicans</i>. Mode-of-action analysis demonstrated fungicidal activity. Parietin targets the cell membrane and induces cell death via ROS-mediated lipid peroxidation after light irradiation. In summary, parietin exhibits light-enhanced fungicidal activity against all <i>Candida</i> species tested (including <i>C. auris</i>) and <i>Cryptococcus neoformans</i>, covering three of the four critical threats on the WHO's most recent fungal priority list.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"588-594"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11156500/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284472","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2254-0131
Martina Redl, Anusha Shayegan, Judith M Rollinger
{"title":"Application of 3Rs in Caenorhabditis elegans Research for the Identification of Health-Promoting Natural Products.","authors":"Martina Redl, Anusha Shayegan, Judith M Rollinger","doi":"10.1055/a-2254-0131","DOIUrl":"10.1055/a-2254-0131","url":null,"abstract":"<p><p>The average age of the population is increasing worldwide, which has a profound impact on our society. This leads to an increasing demand for medicines and requires the development of new strategies to promote health during the additional years. In the search for resources and therapeutics for improved health during an extended life span, attention has to be paid to environmental exposure and ecosystem burdens that inevitably emerge with the extended consumption of medicines and drug development, even in the preclinical stage. The hereby introduced sustainable strategy for drug discovery is built on 3Rs, \"R: obustness, R: eliability, and saving R: esources\", inspired by both the 3Rs used in animal experiments and environmental protection, and centers on the usefulness and the variety of the small model organism <i>Caenorhabditis elegans</i> for detecting health-promoting natural products. A workflow encompassing a multilevel screening approach is presented to maximize the amount of information on health-promoting samples, while considering the 3Rs. A detailed, methodology- and praxis-oriented compilation and discussion of proposed <i>C. elegans</i> health span assays and more disease-specific assays are presented to offer guidance for scientists intending to work with <i>C. elegans</i>, thus facilitating the initial steps towards the integration of <i>C. elegans</i> assays in their laboratories.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"576-587"},"PeriodicalIF":2.1,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284463","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2225-8314
Patricia Frei, Christian Nadegger, Angelika M Vollmar, Thomas Müller, Simone Moser
{"title":"Structural Characterization, and Antioxidative and Anti-inflammatory Activities of Phylloxanthobilins in Tropaeolum majus, a Plant with Relevance in Phytomedicine.","authors":"Patricia Frei, Christian Nadegger, Angelika M Vollmar, Thomas Müller, Simone Moser","doi":"10.1055/a-2225-8314","DOIUrl":"10.1055/a-2225-8314","url":null,"abstract":"<p><p><i>Tropaeolum majus</i> (garden nasturtium) is a plant with relevance in phytomedicine, appreciated not only for its pharmaceutical activities, but also for its beautiful leaves and flowers. Here, we investigated the phytochemical composition of senescent nasturtium leaves. Indeed, we identified yellow chlorophyll catabolites, also termed phylloxanthobilins, which we show to contribute to the bright yellow color of the leaves in the autumn season. Moreover, we isolated and characterized the phylloxanthobilins from <i>T. majus</i>, and report the identification of a pyro-phylloxanthobilin, so far only accessible by chemical synthesis. We show that the phylloxanthobilins contribute to bioactivities of <i>T. majus</i> by displaying strong anti-oxidative effects <i>in vitro</i> and <i>in cellulo</i>, and anti-inflammatory effects as assessed by COX-1 and COX-2 enzyme inhibition, similar to other bioactive ingredients of <i>T. majus</i>, isoquercitrin, and chlorogenic acid. Hence, phylloxanthobilins could play a role in the efficacy of <i>T. majus</i> in the treatment of urinary tract infections, an established indication of <i>T. majus.</i> With the results shown in this study, we aid in the completion of the phytochemical profile of <i>T. majus</i> by identifying additional bioactive natural products as relevant components of this medicinal plant.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"641-650"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11156495/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284471","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2023-09-06DOI: 10.1055/a-2162-4018
Christoph Wawrosch, Martina Oberhofer, Stefan Steinbrecher, Sergey B Zotchev
{"title":"Impact of Phylogenetically Diverse Bacterial Endophytes of Bergenia pacumbis on Bergenin Production in the Plant Cell Suspension Cultures.","authors":"Christoph Wawrosch, Martina Oberhofer, Stefan Steinbrecher, Sergey B Zotchev","doi":"10.1055/a-2162-4018","DOIUrl":"10.1055/a-2162-4018","url":null,"abstract":"<p><p>Plant <i>in vitro</i> cultures are potential sources for secondary metabolites. However, low productivity is often a major drawback for industrial application. Elicitation is an important strategy to improve product formation <i>in vitro</i>. In this context, endophytes are of special interest as biotic elicitors due to their possible interaction with the metabolism of the host plant. A total of 128 bacterial endophytes were isolated from the medicinal plant <i>Bergenia pacumbis</i> and taxonomically classified using 16S rRNA gene sequencing. Five strains belonging to different genera were grown in lysogeny broth and tryptic soy broth medium and cells as well as spent media were used as elicitors in cell suspension cultures of <i>B. pacumbis</i>. Production of the main bioactive compound bergenin was enhanced 3-fold (964 µg/g) after treatment with cells of <i>Moraxella</i> sp. or spent tryptic soy broth medium of <i>Micrococcus</i> sp. These results indicate that elicitation of plant cell suspension cultures with endophytic bacteria is a promising strategy for enhancing the production of desired plant metabolites.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":" ","pages":"651-657"},"PeriodicalIF":2.1,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"10167459","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2192-3167
Eleni V Mikropoulou, Zoi Evangelakou, Ioannis P Trougakos, Maria Halabalaki
{"title":"A Metabolomic Approach to Investigate the Effect of Phytonutrients on Proteostasis and Metabolic Pathways in Drosophila melanogaster.","authors":"Eleni V Mikropoulou, Zoi Evangelakou, Ioannis P Trougakos, Maria Halabalaki","doi":"10.1055/a-2192-3167","DOIUrl":"https://doi.org/10.1055/a-2192-3167","url":null,"abstract":"<p><p>The use of <i>Drosophila melanogaster</i> as a biological platform to study the effect of diet and food bioactives on the metabolome remains a highly unexplored subject. Aiming to establish alternative solutions for the investigation of nutritional interventions with bioactive natural products by employing LC-MS-based metabolomics approaches, we assessed the effect of a phytonutrient-rich extract from the endemic Mediterranean plant <i>Cichorium spinosum</i> (stamnagkàthi) on a <i>Drosophila</i> population. The extract's modulating effect on the proteostasis network and metabolism of young <i>D. melanogaster</i> flies was evaluated. Furthermore, an untargeted metabolomics approach, employing a C18 UPLC-ESI-Orbitrap-HRMS/MS platform, permitted the detection of several biomarkers in the metabolic profile of <i>Drosophila</i>'s tissues; while targeted amino acid quantification in <i>Drosophila</i> tissue was simultaneously performed by employing aTRAQ labeling and an ion-pairing UPLC-ESI-SWATH-HRMS/MS platform. The detected metabolites belong to different chemical classes, and statistical analysis with chemometrics tools was utilized to reveal patterns and trends, as well as to uncover potential class-distinguishing features and possible biomarkers. Our findings suggest that <i>Drosophila</i> can serve as a valuable <i>in vivo</i> model for investigating the role of bioactive phytoconstituents, like those found in <i>C. spinosum</i>'s decoction, on diverse metabolic processes. Additionally, the fruit fly represents a highly effective platform to investigate the molecular mechanisms underlying sex differences in diverse aspects of nutrition and physiology in higher metazoans.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"512-522"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284462","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Planta medicaPub Date : 2024-06-01Epub Date: 2024-06-06DOI: 10.1055/a-2235-0009
Lemonia Antoniadi, Apostolis Angelis, Ioannis K Kostakis, Leandros A Skaltsounis
{"title":"Oxidation Study of Oleocanthal and Oleacein Induced by Oxone.","authors":"Lemonia Antoniadi, Apostolis Angelis, Ioannis K Kostakis, Leandros A Skaltsounis","doi":"10.1055/a-2235-0009","DOIUrl":"https://doi.org/10.1055/a-2235-0009","url":null,"abstract":"<p><p>A selective Oxone-induced oxidation of oleocanthal and oleacein, the two main secoiridoids of olive oil, to their bis-oxidized products is described. This protocol is based on a Baeyer-Villiger mechanism and the concentration of Oxone in the final solution. The bis-oxidation of the aldehydic compounds could be extended for the synthesis of various semisynthetic analogs. The obtained acids exhibit strong antioxidant activity, being efficient free radical scavengers.</p>","PeriodicalId":20127,"journal":{"name":"Planta medica","volume":"90 7-08","pages":"554-560"},"PeriodicalIF":2.7,"publicationDate":"2024-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141284468","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}