Boraginaceae Research Articles

The influence of aridity on plant intraspecific chemical diversity supports adaptive differentiation and convergent evolution.

Plants synthesize a broad array of specialized chemical compounds that mediate their interactions with the surrounding environment. Some of this chemical diversity is functional and subject to natural selection, but the factors underlying chemical evolution at the intraspecific level remain largely unknown. Here, we combined chemical, environmental and genetic data to investigate the effect of aridity on the expression of chemotypes in the invasive shrub Senecio pterophorus. We studied the variation in pyrrolizidine alkaloids (PAs), a group of specialized metabolites widespread across the families Boraginaceae, Asteraceae and Fabaceae, from native populations spanning a cline of aridity and from three cross-continental introductions, under natural and common garden conditions. We examined whether the relationship between chemistry and aridity was compatible with a process of adaptive differentiation using a method that partitions the variance and covariance by controlling for the population neutral genetic structure. We found a consistent shift from retrorsine-like to seneciphylline-like compounds under increasing aridity in both natural and controlled conditions in coherence with the biosynthetic pathways. This pattern was independent of the neutral genetic structure and occurred along the environmental gradient in the native range and in a convergent manner in all nonnative regions, which suggests adaptive differentiation in response to aridity. Our findings show that the diversity of PAs in S. pterophorus has been partially shaped by aridity. Investigating how abiotic factors influence chemical evolution is key to elucidating the plant responses in future climate scenarios and the cascading effects on other trophic levels.

РОЛЬ КРОЮЩИХ ТРИХОМ В БИОХИМИЧЕСКОЙ АДАПТАЦИИ И ИНДИКАЦИИ ЭКОЛОГИЧЕСКИХ УСЛОВИЙ МЕСТООБИТАНИЙ РАСТЕНИЙ

Covering trichomes serve the functions of physical protection of plants (reduction of transpiration, protection against overheating, etc.). In connection with the weak knowledge of their participation in other mechanisms for the formation of stress-tolerance, the purpose of the study was to clarify the role of the leaf-ups on the example of the type of the Boraginaceae family ( Echium Vulossum Officinale, Symphytum Caucasicum, S. Asperum ) in biochemical adaptation in biochemical adaptation Indication of environmental growing conditions. The collection of plant material was produced in two experimental sites in the foothill and steppe zones of the Kabardino-Balkarian Republic, which are related respectively to the environmental optimum (moderate air temperature, sufficient soil moisture) and stress (elevated temperature, lack of moisture). The density of the tricho governing on both surfaces of the leaf plate E. vulgare and C. Officinale in the environmental optimum exceeds the similar indicator of S. asperum and S. caucasicum leaves by 1.3-4.2 times. With a decrease in the favorableness of the growing conditions, the density of the trichium protruding increases in E. vulgare and C. Officinale in 1.2-1.4, in S. Asperum and S. caucasicum -2.0-4.4 times. In favorable conditions, the specific weight of the Trich with peroxidase changes from 20-45 % ( Symphytum) to 67-71 % ( E. Vulgare and C. Officinale ). The activity of peroxidase in plant leaves decreases among: E. vulgare> C. Officinale> S. asperum> S. caucasicum . In favorable conditions of growth, a high correlation was noted between the activity of peroxidase, the content of the tannins and the number of tricho protruding, showing peroxidate activity; With the deterioration of thermal and water regimes, the correlation is moderate. The results obtained indicate an important role of the leaves protruding in biochemical adaptation, the indication of the environmental conditions of growth and the diagnosis of stability of the types of the Boraginaceae family to stress conditions according to the variability of peroxidious activity and the content of the tannins.

Role of Alkannin in the Therapeutic Targeting of Protein-Tyrosine Phosphatase 1B and Aldose Reductase in Type 2 Diabetes: An In Silico and In Vitro Evaluation.

Alkannin is a plant-derived naphthoquinone that is isolated from the Boraginaceae family plants. In our previous studies, we found that shikonin, which is the R-enantiomer of alkannin, has potent antidiabetic activity by inhibiting the action of the aldose reductase (AR) enzyme and the protein-tyrosine phosphatase 1B (PTP1B). Therefore, in this study, we aim to explore the antidiabetic effect of alkannin targeting PTP1B and AR by employing in silico and in vitro techniques. For in silico, we used different parameters such as ADMET analysis, molecular docking, MD simulation, Root Mean Square Deviation (RMSD), protein-ligand mapping, and free binding energy calculation. The in vitro evaluation was done by assessing the inhibitory activity and enzyme kinetics of PTP1B and AR inhibition by alkannin. The in silico studies indicate that alkannin possesses favorable pharmacological properties and possesses strong binding affinity for diabetes target proteins. Hydrogen bonds (Val297, Ala299, Leu300, and Ser302) and hydrophobic interactions (Trp20, Val47, Tyr48, Trp79, Trp111, Phe122, Trp219, Val297, Cys298, Ala299, Leu300, and Leu301) are established by the compound, which potentially improves specificity and aids in the stabilization of the protein-ligand complex. The results from in vitro studies show a potent dose-dependent PTP1B inhibitory activity with an IC50 value of 19.47 μM, and toward AR it was estimated at 22.77 μM. Thus, from the results it is concluded that a low IC50 value of alkannin for both PTP1B and AR along with favorable pharmacological properties and optimal intra-molecular interactions indicates its utilization as a potential drug candidate for the management of diabetes and its end complications.

Elimination of Exogenous Pollution Influence on the Microelement Composition of Medicinal Plants

INTRODUCTION. The compendial analytical procedure for determining the content of heavy metals and arsenic impurities in herbal drugs does not differentiate between endogenous and exogenous elemental impurities. Higher-precision data on the microelement composition of plants, particularly data on endogenous and exogenous impurities, could be instrumental in chemosystematics and in the identification of raw materials.AIM. This study aimed to modify the analytical procedure for quantifying macro- and microelements in herbal drugs with the intention to eliminate the influence of exogenous pollutants on test results.MATERIALS AND METHODS. The study focused on herbal drugs from the Boraginaceae family, including reproductive shoots of lungwort (Pulmonaria mollis Wulf. ex Hornem) and leaves of common borage (Borago officinalis L.). A portion was spiked with elemental pollutants. All herbal drugs were ground and fractionated by sieving. Quantitative determination was performed by inductively coupled plasma mass spectrometry. Statistical analysis of the results used Microsoft Excel and Statistica 8 software.RESULTS. A total of 30 elements were quantified in 9 fractions of herbal drugs with different particle sizes. Cluster analysis showed that unfractionated herbal drugs and the fraction comprising particles smaller than 0.2 mm formed sepa rate clusters, indicating significant differences in elemental compositions. Grubbs’ test confirmed that these two samples were significantly different from the others. The fraction of particles smaller than 0.2 mm had the maximum content of the spiked elements; more than 90% of the spiked amounts were recovered from this fraction. The high content of elements observed in unfractionated herbal drugs was due to the plant parts that would have passed the 0.2 mm sieve had they been ground and fractionated.CONCLUSIONS. The use of unfractionated herbal drugs leads to a systematic error in the results of elemental content determination, which significantly hinders the applicability of such results for the identification of herbal drugs. To ensure reliable results in the determination of the microelement status of plants, the authors suggest performing additional fractionation of herbal drugs and discarding the fraction under 0.2 mm.

Exploring the wound healing potential of Lobostemon fruticosus using in vitro and in vivo bioassays

Ethnopharmacological relevanceLobostemon fruticosus (L.) H.Buek is a perennial and woody shrub of the Boraginaceae family, found in the Cape region of South Africa. The leaves and twigs are used to treat dermatological conditions such as wounds, burns, ringworm, erysipelas and eczema. Anti-inflammatory, antibacterial, antiviral and anti-proliferative activities of L. fruticosus have been reported. However, there is a void in research which reports on the wound healing properties of this plant. Aim of the studyAligned with the traditional use of L. fruticosus, our study aimed to use in vitro and in vivo bioassays to confirm the wound healing potential of the plant. Materials and methodsAn aqueous methanol extract (80% v/v) of L. fruticosus was prepared using a sample collected from the Western Cape Province of South Africa and chromatographically profiled by ultra-performance liquid chromatography coupled to mass spectrometry (UPLC-MS). The 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) cytotoxicity assay was performed to determine the non-toxic concentrations of the extract for subsequent use in the in vitro scratch assay. Both the human keratinocyte (HaCaT) and fibroblast (BJ-5ta) cell lines were employed in the in vitro scratch assay. The in vivo caudal fin amputation assay was used to assess the wound healing potential of L. fruticosus, by monitoring fin regeneration in zebrafish larvae treated with the plant extract at various concentrations. ResultsSix major compounds were tentatively identified in the L. fruticosus extract namely; globoidnan A, globoidnan B, rutin, rabdosiin, sagerinic acid and rosmarinic acid. The potentially toxic pyrrolizidine alkaloids were also identified and quantitatively confirmed to be present at a low concentration of 119.58 ppm (m/m). Treatment of HaCaT and BJ-5ta cells with the plant extract in the scratch assay resulted in an increase in cell migration, which translates to accelerated wound closure. After 24 hr treatment with 100 μg/mL of extract, wound closure was recorded to be 91.1 ± 5.7% and 94.1 ± 1.3% for the HaCaT and BJ-5ta cells, respectively, while the untreated (medium) controls showed 72.3 ± 3.3% and 73.0 ± 4.3% for the two cell lines, respectively. Complete wound closure was observed between 24 and 36 hr, while the untreated control group did not achieve 100% wound closure by the end of the observation period (48 hr). In vivo, the crude extract at 100 μg/mL accelerated zebrafish caudal fin regeneration achieving 100.5 ± 3.8% regeneration compared to 68.3 ± 6.6% in the untreated control at two days post amputation. ConclusionsThe study affirms the wound healing properties, as well as low toxicity of L. fruticosus using both in vitro and in vivo assays, which supports the traditional medicinal use. Other in vitro assays that target different mechanisms involved in wound healing should be investigated to support the current findings.

Symphytum genus—from traditional medicine to modern uses: an update on phytochemistry, pharmacological activity, and safety

AbstractWith around 34 recognized species, Symphytum genus (comfrey) has a noteworthy position within the Boraginaceae family. Comfrey species have been empirically used since ancient times as wound-healing and skin-regenerating agents in ulcers, wounds, bone fractures, and rheumatic complaints. This review aims to provide a thorough examination of recent scientific advances and challenges within the Symphytum genus, covering data published between 2013 and 2023. It delivers an updated overview of the taxonomy, ethnopharmacological uses, chemical composition, and pharmacological activities of the genus. Special emphasis is put on molecular identification methods for species taxonomy, emerging extraction technologies for comfrey phytochemicals, metabolomics techniques for mapping chemical complexity, modern bioassay platforms revealing its poly-pharmacology, formulation strategies, and remediation approaches for removal of toxic pyrrolizidine alkaloids (PAs). For instance, recent metabolomic studies employing advanced spectro-chromatographic techniques have revealed a diverse chemical composition of comfrey plants, including polysaccharides, allantoin, benzoic and cinnamic acid derivatives, flavonoids, fatty acids, and unsaturated necine-structure-based PAs. The mechanisms underlying their anti-inflammatory, analgesic, wound-healing, anti-irritant, and osteo-regenerative properties were targeted in modern pharmacological setups. Thus, key compounds like allantoin, rosmarinic acid, globoidnans A and B, rabdosiin, and comfreyn A, have been identified as significant contributors to the anti-inflammatory and wound-healing effects of Symphytum-derived preparations. Despite their well-established clinical use, concerns about PAs-induced toxicity have prompted the development of novel PA remediation strategies, enabling the production of comfrey extracts with enhanced safety profiles that can meet the regulatory standards imposed by authorities.

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Heliotropium curassavicum L., 1753 belongs to the Boraginaceae family, and it was recorded for the first time to the Flora of Iraq in Basrah Province, Iraq. Its morphological characteristics have been described with photos; as well as a taxonomical key has been suggested to separate it from other species of Heliotropium that grow in Basrah Province. The geographical distribution of the species was determined, and the results showed that it was grown in five different locations along the southern parts of Shatt Al-Arab. Pollen morphology and anatomy of leaves were studied by using light microscopy (LM) and scanning electron microscopy (SEM), which showed that the species has psilate and hexa-heterocolpate pollen grains, and the leaves were glabrous with anomocytic and hemiparacytic stomata.

Phytochemical screening and pharmacognostical evaluation of cordia sebestena Linn.

Plants are known as treasures of effective drugs for various ailments from ancient times. Plant metabolites played a protagonist part in the detection and development of novel chemotherapeutic mediators. Therefore, exploring the medicinal importance of plants has become extremely important concerning the evolving ailments of the present times. In the existing investigation, phyto-constituents and antioxidant activity of the plant known as Cordia sebestena Linn. were discovered for their biological importance. Cordia sebestena Linn. is an understudied medicinal plant that belongs to the family Boraginaceae and is commonly known as Aloe wood, geranium tree, and sea trumpet. The investigation objective is to develop the high-performance thin layer chromatography (HPTLC) fingerprint outline of the phytoconstituent of Cordia sebestena Linn, to identify the component of medicinal importance. In the present study, the HPTLC technique for the parting of the active constituents in extracts has been developed via the solvent system toluene: methanol: acetone (16:4:1). This study has provided the biological source which can be an eco-friendly, cost-effective, and better option than the chemically synthesized drugs. In the future, these fingerprinting descriptions will be supportive in further studies like quality regulation of the drug and estimating therapeutic worth.

Pharmacological Significance of Boraginaceae with Special Insights into Shikonin and Its Potential in the Food Industry.

Shikonin is a naphthoquinone pigment present in the hairy roots of the plant species from the Boraginaceae family. The compound has been well investigated for its highly efficient medicinal, antioxidant, and antimicrobial properties. Various extraction methodologies have been employed to maximise yield while minimising waste production of shikonin and its derivatives. Despite substantial research on shikonin and Boraginaceae plants, a research gap persists in the food industry and extraction technologies. This review addresses crucial aspects of shikonin deserving of further exploration. It begins by elucidating the attributes of the Boraginaceae plants and their medicinal traits in folklore. It proceeds to focus on the roots of the plant and its medicinal properties, followed by extraction procedures explored in the last fifteen years, emphasising the novel technologies that have been chosen to improve the yield extract while minimising extraction times. Furthermore, this review briefly outlines studies employing cell culture techniques to enhance in vitro shikonin production. Lastly, attention is directed towards research in the food industry, particularly on shikonin-loaded biodegradable films and the antioxidant activity of shikonin. This review concludes by summarising the future potential in food science and prominent research gaps in this field.

Anti-metastatic Effect of Heliotropium bacciferum on MCF-7 Human Breast Cancer Cell Line.

Background Heliotropium bacciferum, often known as wild heliotrope or wild quailplant, is a flowering plant from the borage family. This study examines the anti-metastatic impact ofH. bacciferumon Michigan Cancer Foundation-7 (MCF-7) breast cancer cells and its ability to disrupt signaling pathways. Aim To explore the anti-metastatic effect ofH. bacciferumon the MCF-7 breast cancer cell line. Materials and methods For this research, MCF-7 breast cancer cells were used. Cells were cultured and subjected to 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay, as well as gene expression analysis for glycogen synthase kinase 3 beta (GSK3β), wingless-related integration site 2 (Wnt2), and β-catenin. The plant extract was tested to determine if it successfully blocked the signalling pathway or not. Results The MTT test was performed to study the cytotoxic impact ofH. bacciferum.At an increasing concentration of 100 μg/mL, the extract inhibited growth by 55%, whereas at 150 μg/mL, it inhibited growth by 52.5%. Maximum inhibition was seen at 150 μg/mL.H. bacciferumsuppressed the GSK3β and Wnt2 signaling pathways in MCF-7 breast cancer cell lines, acting as an anti-metastatic and anticancer agent. The heliotrine compound inH. bacciferumshowed high binding energy to metastatic targets such as GSK3β, Wnt2, and β-catenin. Moreover, chemical absorption, distribution, metabolism, excretion, and toxicity (ADMET) properties also support the study. Conclusion In this study, we can infer thatH. bacciferumhas a favourable anticancer impact on MCF-7 breast cancer cell lines and may be utilised as an anticancer drug against breast cancer cells. It can also be further evaluated for different breast cancers and cell lines.

Borago Officinalis L.: A Review Oon Extraction, Phytochemical, and Pharmacological Activities.

Borago officinalis L., an annual herb belonging to the Boraginaceae family, is used in the traditional medical practices of various countries and for multiple treatments, including respiratory disorders, colds, influenza, diarrhea, cramps, inflammation, palpitation, hypertension menopause, and post-menopausal symptoms. Its pharmacological properties and biological activities - among them antioxidant, antimicrobial, anticancer, anti-inflammatory, insecticidal, antigenotoxic, and anti-obesity activity - were demonstrated in vitro and in vivo and are related to its rich content of bioactive compounds (mainly phenolic acids, flavonoids, anthocyanins, alkaloids, and terpenes) extracted from various parts of B. officinalis including leaves, flowers, seeds, and roots. This review summarizes all updated information on applied extraction processes, phytochemistry, pharmacology, and toxicity of B. officinalis.

Phytoliths from modern plants in the Canary Islands as a reference for the reconstruction of long-term vegetation change and culture-environment interactions

The Canary Islands were the first part of the Macaronesian archipelago to have been settled by humans. The various ways in which the indigenous inhabitants and later European colonisers interacted with the native and endemic flora is a central topic for archaeologists, geographers and ecologists. Floristic changes can be studied from phytoliths which are plant microfossils with a high potential for preservation in sediment deposits and they can help reconstruct past ways of life and vegetation changes through time. However, there is no comprehensive and systematic study and reference collection of phytoliths produced by the flora of the Canary Islands, so far. To make a start with a first phytolith reference collection of a selection of plants relevant for the study of past socio-ecological interactions there, we processed over a hundred modern plant specimens collected on the islands of Tenerife, Gran Canaria and La Palma to obtain the phytoliths from them, using the dry-ashing method. We then described the phytolith morphologies, and counted the numbers of morphotypes for each species. We have categorised taxa according to their phytolith concentration and production of morphotypes with diagnostic potential. Our results suggest that among the selected taxa, species within the Arecaceae, Boraginaceae, Cyperaceae, Poaceae and Urticaceae families are the main native producers of phytoliths in the archipelago. We also identified phytoliths with diagnostic potential in particular species within the Asteraceae, Brassicaceae, Cistaceae, Euphorbiaceae, Lamiaceae, Lauraceae, Ranunculaceae and Rubiaceae. We discuss how phytolith assemblages can be interpreted in archaeological sites and sediment records. Our growing reference collection is a significant step towards the application of phytolith analysis to disentangle the long-term climatic and human-driven transformation of this biodiversity hotspot, as well as the cultural use of plant resources.

Traditional uses, phytochemistry, pharmacology, toxicity and clinical application of traditional Chinese medicine Cynoglossum amabile: a review.

Cynoglossum amabile, a member of the Boraginaceae family, is a well-known traditional Chinese medicine and ethnomedicine known as Daotihu. Despite several studies confirming the presence of bioactive pyrrolizidine alkaloids such as amabiline, ambelline, echinatine, europine, and others in C. amabile, there has been no comprehensive review of its traditional uses, phytochemistry, and pharmacology thus far. This review was conducted by thoroughly examining the literature and analyzing network databases. It covers various aspects of C. amabile, including botanical characteristics, geographical distribution, traditional applications, phytochemistry, pharmacological activities, toxicology, and clinical applications. The results have shown that C. amabile has been traditionally used for medicinal, edible, and ornamental purposes in China for many centuries. The whole plant, root, and leaf of C. amabile are used by different ethnic groups, such as Lisu, Bai, Naxi, Yi, Jinuo, and Han, to treat malaria, hepatitis, dysentery, leucorrhea, tuberculosis cough, fracture, joint dislocation, trauma bleeding, and skin carbuncle abscess. A total of 47 chemical components, including alkaloids (pyrrolizidine alkaloids, PAs), sterols, organic acids, and saccharides, were isolated from C. amabile. Pharmacological studies show that the chemical extracts of C. amabile possess various biological activities, such as anti-inflammatory, anti-tumor, anti-microbial, cardiovascular effects, ganglionic action, and acetylcholinesterase inhibition. However, it is important to note that C. amabile exhibits hepatotoxicity, with its toxicity being linked to its primary PAs components. Although preliminary studies suggest potential applications in the treatment of prostate diseases and alopecia, further research is needed to validate these clinical uses. Our review highlights the traditional uses, phytochemistry, biological activity, toxicity, and clinical applications of C. amabile. It emphasizes the essential guiding role of the indigenous medicinal knowledge system in developing new drugs. Previous studies have shown that the phytochemical and pharmacological characteristics of C. amabile are significantly related to its traditional medicinal practices. Cynoglossum amabile has excellent market potential and can be further analyzed in terms of phytochemistry, pharmacology, and toxicology, which are critical for its clinical drug safety, quality evaluation, and resource development.

Sucrose esters of aryldihydronaphthalene-type lignans, and antitumor activity of extracts of Moltkiopsis ciliata (Forssk.) aerial parts

One new compound (3f-[(7′R,8′R)-4,4′-dihydroxy-5-methoxy-2,7′-cycloligna-7-en-9-methoxycarbonyl, 9′-carbonyl-O-] -β- D-fructofuranosyl- (2→1)-α- D-glucopyranoside) (Moltkiopsin A) (2) was isolated and identified from the extract of aerial parts of the wild Egyptian plant Moltkiopsis ciliata (Frossk.), family Boraginaceae, for the first time, along with two aryldihydronaphthalene lignans 3f→9′:6f→9-[(7′R,8′R)-4,4′- dihydroxy-3,3′,5-trimethoxy-2,7′-cycloligna-7-en-9,9′-dicarbonyl]-6g-acetyl-α-D-gluco pyranosyl-(1→2) -β-D-fructofuranoside (Trigonotin A) (1) which was reported for the first time from this plant species and a known compound 3f→9′:6f→9-[(7′R,8′R)-4,4′- dihydroxy-3,3′,5-trimethoxy-2,7′-cycloligna-7-en-9,9′-dicarbonyl]-α-D-gluco pyranosyl - (1→2)- β-D- fructofuranoside (Trigonotin C) (3). These compounds were separated and purified using different chromatographic techniques and their structures were elucidated by extensive 1D (1H and 13C NMR), and 2D NMR (COSY, HSQC, and HMBC), besides ESI-MS spectral methods. Extracts were screened as antioxidant, antitumor and antibacterial. The different extracts showed moderate to strong antioxidant capacities in DPPH assays. Ethyl acetate, methylene chloride and crude methanol extracts exhibited the most significant free radicals scavenging activity when compared to the standard antioxidant vitamin C. Hexane and butanol fractions showed the highest cytotoxicity against the cancer cell lines HepG2 and MCF-7.

Review of Arnebia euсhroma as a Potential Medicinal Plant Based on Phytochemistry and Pharmacological Activity

Abstract: Arnebia euchroma, commonly known as "Pink Arnebia," is a plant from the Boraginaceae family found in Western and Central Asia. Traditionally, it has been used to treat respiratory, gastrointestinal, and dermatological ailments. Recent studies have highlighted its pharmacological properties and potential health advantages, resulting in increased interest in this plant. Pharmacognostic investigations have revealed the presence of various beneficial phytochemicals. Phytochemical studies have identified several bioactive compounds in A. euсhroma, such as eugormoside A, eugormoside B, scopoletin, and β-sitosterol, which exhibit diverse biological activities like antioxidant, antimicrobial, anticancer, and anti-ulcer effects. The therapeutic potential of these bioactive compounds suggests that A. euсhroma could be beneficial for a wide range of diseases. Pharmacological studies have validated the plant's healing properties, demonstrating its antimicrobial activity against various pathogens. Furthermore, A. euсhroma extracts possess antioxidant and anti-inflammatory properties that can potentially mitigate oxidative stress and inflammation-related diseases. Other pharmacological actions of A. euсhroma include wound healing, gastroprotective, hepatoprotective, and anti-diabetic effects. Overall, A. euсhroma exhibits promise as a medicinal plant with significant health benefits. However, further research is required to identify the active compounds responsible for its pharmacological activity and elucidate their primary mechanisms of action. Additionally, clinical studies are necessary to assess its safety and efficacy when used therapeutically. The primary objective of this review is to showcase the phytochemical composition and traditional ethnopharmacological applications of A. euchroma worldwide. The study examines previous research concerning this plant, laying the foundation for a forward-looking perspective on the potential future of A. euchroma.

A natural approach to breast cancer treatment: investigation of chemical features of aerial parts of endemic Onosma sintenisii Hausskn. ex Bornm and its antioxidant properties, in vitro cytotoxic and apoptosis induction on MCF-7 cells

ABSTRACT Onosma sintenisii Hausskn. ex Bornm. (O. sintenisii) belongs to the Boraginaceae family and it is an endemic species from Irano-turanian phytogeographical region (central and eastern Anatolia) that distributes in steppe areas. This study aimed to investigate the chemical composition, antioxidant, in vitro cytotoxic and apoptosis induction of methanol extract of aerial parts of O. sintenisii. As a result of GC/MS analysis, 14 components were identified, and the major compounds of the extracts are retronecine (13.94%), α.-D-Glucopyranosiduronic acid (10.86%), melaniline (7.5%) and 1,2-Butanediol (4.02%), respectively. Antioxidant properties of O. sintenisii were determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, ferric reducing antioxidant power (FRAP) and superoxide radical scavenging activity methods. While the DPPH free radical scavenging activity results of O. sintenisii extract varied between 62.49% and 32.27%, reducing power activity and superoxide radical scavenging activity were found to be low. The result of the MTT assay revealed strong anticancer activity of O. sintenisii extract. The most significant cytotoxic effect was noted at a concentration of 1000 µg/mL after 48 hours. These findings together with flow cytometry analysis suggest that apoptosis can be the main mechanism underlying cell death after O. sintenisii extract treatment.

Exploring the Biological and Phytochemical Potential of Jordan's Flora: A Review and Update of Eight Selected Genera from Mediterranean Region.

Jordan's flora is known for its rich diversity, with a grand sum of 2978 plant species that span 142 families and 868 genera across four different zones. Eight genera belonging to four different plant families have been recognized for their potential natural medicinal properties within the Mediterranean region. These genera include Chrysanthemum L., Onopordum Vaill. Ex. L., Phagnalon Cass., and Senecio L. from the Asteraceae family, in addition to Clematis L. and Ranunculus L. from the Ranunculaceae family, Anchusa L. from the Boraginaceae family, and Eryngium L. from the Apiaceae family. The selected genera show a wide variety of secondary metabolites with encouraging pharmacological characteristics including antioxidant, antibacterial, cytotoxic, anti-inflammatory, antidiabetic, anti-ulcer, and neuroprotective actions. Further research on these genera and their extracts will potentially result in the formulation of novel and potent natural pharmaceuticals. Overall, Jordan's rich flora provides a valuable resource for exploring and discovering new plant-based medicines.

Pyrrolizidine alkaloids are synthesized and accumulated in flower of Myosotis scorpioides.

Pyrrolizidine alkaloids (PAs) are specialized metabolites that are produced by various plant families that act as defense compounds against herbivores. On the other hand, certain lepidopteran insects uptake and utilize these PAs as defense compounds against their predators and as precursors of their sex pheromones. Adult males of Parantica sita, a danaine butterfly, convert PAs into their sex pheromones. In early summer, P. sita swarms over the flowers of Myosotis scorpioides, which belongs to the family Boraginaceae. M. scorpioides produces PAs, but the organs in which PAs are produced and whether P. sita utilizes PAs in M. scorpioides are largely unknown. In the present study, we clarified that M. scorpioides accumulates retronecine-core PAs in N-oxide form in all organs, including flowers. We also identified two M. scorpioides genes encoding homospermidine synthase (HSS), a key enzyme in the PA biosynthetic pathway, and clarified that these genes are expressed in all organs where PAs accumulate. Phylogenetic analysis suggested that these two HSS genes were originated from gene duplication of deoxyhypusine synthase gene like other HSS genes in PA-producing plants. These results suggest that PAs are synthesized and accumulated in the flower of M. scorpioides and provide a possibility for a PA-mediated interaction between P. sita and M. scorpioides.

Comparative Analyses of Complete Chloroplast Genomes of Microula sikkimensis and Related Species of Boraginaceae.

The present study provides a detailed analysis of the chloroplast genome of Microula sikkimensis. The genome consisted of a total of 149,428 bp and four distinct regions, including a large single-copy region (81,329 bp), a small single-copy region (17,261 bp), and an inverted repeat region (25,419 bp). The genome contained 112 genes, including 78 protein-coding genes, 30 tRNA genes, and 4 rRNA genes, and some exhibited duplication in the inverted repeat region. The chloroplast genome displayed different GC content across regions, with the inverted repeat region exhibiting the highest. Codon usage analysis and the identification of simple sequence repeats (SSRs) offer valuable genetic markers. Comparative analysis with other Boraginaceae species highlighted conservation and diversity in coding and noncoding regions. Phylogenetic analysis placed M. sikkimensis within the Boraginaceae family, revealing its distinct relationship with specific species.

Anoikis and cancer cell differentiation: novel modes of shikonin derivatives anticancer action in vitro.

Shikonin is a naturally occurring naphthoquinone found in the roots of several genera of the Boraginaceae family, widely known for its numerous biological activities, such as antiinflammatory, antioxidant, antimicrobial and anticancer. In this study, the antitumor effect of six naphthoquinones isolated from the roots of Onosma visianii was evaluated using two cell lines, mouse melanoma B16 and highly aggressive rat glioma cell line C6. All examined shikonins dose-dependently decreased the viability of tested cells, with compounds 5 and 6 being the most potent ones and hence subjected to further analysis. The diminished viability of B16 melanoma cells was in correlation with detected caspase-mediated apoptosis. Importantly, observed altered cell morphology along with the loss of dividing potential upon exposure to both shikonins implied reprogram of B16 cell phenotype. Elevated expression of myelin basic protein indicated the acquirement of Schwann-like cell phenotype, while detected autophagy might be connected to this phenomenon. On the contrary, upon exposure to both agents, C6 cells underwent specific cell death-anoikis, provoked by detachment from the extracellular matrix and compromised integrin signaling. Oppositely to compound 5, compound 6 realized anoikis in a caspase-independent manner and under sustained ERK1/2 activation, indicating the deviation from standard proanoikis signaling. Herein, we have pointed out the diversity and novelty in the mode of action of shikonin derivatives depending on the tumor cell features, which represents a good platform for new investigations of these promising natural compounds.