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29 pages, 2840 KiB  
Review
Compositional Variability of Essential Oils and Their Bioactivity in Native and Invasive Erigeron Species
by Asta Judžentienė
Molecules 2025, 30(14), 2989; https://doi.org/10.3390/molecules30142989 - 16 Jul 2025
Viewed by 346
Abstract
To date, various species of Erigeron genus have been used both in the ethnopharmacology of numerous nations across the world and in contemporary herbal practices. The objective of this study is to revise the phytochemical data on the essential oils (EOs) of various [...] Read more.
To date, various species of Erigeron genus have been used both in the ethnopharmacology of numerous nations across the world and in contemporary herbal practices. The objective of this study is to revise the phytochemical data on the essential oils (EOs) of various fleabanes species and to evaluate the variability of their biological activities. Up to June 2025, this review provides an updated overview of 105 literature sources (published during last 25 years) related to 14 Erigeron sp. (native, naturalized, or invasive) which have been investigated extensively and are of the greatest significance. It summarizes the compositional variability of the EOs and their pharmacological and toxic effects, such as anti-inflammatory, anticancer, antiproliferative, skin regeneration, antioxidant, antifungal, antibacterial, insecticidal, larvicidal, repellent, and allelopathic activity. The EOs of each Erigeron species were characterized, and a chemical structure of 43 major constituents is presented herein. The most characteristic and prevalent compounds were found to be limonene, δ-3-carene, matricaria ester, lachnophyllum ester, germacrene D, β-caryophyllene, β-farnesene, α-bergamotene, allo-aromadendrene, etc., in the EOs from the E. acris, E. annuus, E. bonariensis, E. canadensis, E. floribundus E. mucronatus, and E. speciosus plants. Major constituents, such as borneol, bornyl acetate, modhephen-8-β-ol, cis-arteannuic alcohol, β-caryophyllene, and τ-cadinol, were found in the oils of E. graveolens (Inula graveolens). A paucity of data concerning E. incanus EOs was revealed, with the prevalence of 3-hydroxy-4-methoxy cinammic acid and thymol acetate noted in the oils. The EOs from E. multiradiatus and E. sublyratus were comprised mainly of matricaria and lachnophyllum esters. The available data on EOs of E. ramosus is limited, but the main constituents are known to be α-humulene, 1,8-cineole, eugenol, and globulol. The EOs containing appreciable amounts of matricaria and lachnophyllum esters exhibited strong anticancer, anti-inflammatory, antimicrobial, larvicidal, and repellent activities. Repellence is also related to borneol, bornyl acetate, caryophyllene derivatives, τ-cadinol, modhephen-8-β-ol, and cis-arteannuic alcohol. Cytotoxicity was determined due to the presence of limonene, δ-3-carene, α- and β-farnesene, (E)-β-ocimene, ledene oxide, sesquiphellandrene, and dendrolasin in the fleabanes EOs. Skin regeneration and antifungal properties were related to germacrene D; and anti-inflammatory effects were determined due to high amounts of limonene (E)-β-ocimene, lachnophyllum ester, and germacrene D. The antimicrobial properties of the oils were conditioned by appreciable quantities of limonene, β-pinene, 1,8-cineole, carvacrol, thymol acetae, β-eudesmol, 2,6,7,7α-tetrahydro-1,5-dimethyl-1H-indene-3-carboxaldehyde, caryophyllene and its oxide, allo-aromadendrene, α-humulene, farnesene, carvacrol, and eugenol. This review provides a foundation for further studies on volatile secondary metabolites to explore the potential sources of new biologically active compounds in Erigeron sp. Full article
(This article belongs to the Collection Featured Reviews in Natural Products Chemistry)
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17 pages, 1345 KiB  
Article
The Essential Oil from the Roots of Valeriana rigida Ruiz & Pav. Growing in the Paramos of Chimborazo (Ecuador): Chemical Analysis, Enantioselective Profile, and Preliminary Biological Activity
by Linda M. Flores, Diego R. Vinueza, Gianluca Gilardoni, Antonio J. Mota and Omar Malagón
Plants 2025, 14(7), 1062; https://doi.org/10.3390/plants14071062 - 29 Mar 2025
Viewed by 1013
Abstract
The essential oil (EO) obtained from the roots of Valeriana rigida Ruiz & Pav. (Caprifoliaceae), collected in the moorland region of Chimborazo Province, Ecuador, was analyzed for the first time. The chemical profile was qualitatively and quantitatively analyzed using GC-MS and GC-FID, respectively. [...] Read more.
The essential oil (EO) obtained from the roots of Valeriana rigida Ruiz & Pav. (Caprifoliaceae), collected in the moorland region of Chimborazo Province, Ecuador, was analyzed for the first time. The chemical profile was qualitatively and quantitatively analyzed using GC-MS and GC-FID, respectively. With both detectors, two stationary phases of different polarities were used. A total of 56 compounds were identified, and the most abundant components (>3% on at least one column) were a mixture of cyclosativene and α-ylangene (4.5–4.4%), α-copaene (9.0–8.8%), decanoic acid (16.0–15.6%), β-chamigrene (3.2–3.1%), δ-cadinene (9.7–9.5%), dodecanoic acid (13.4–12.3%), and 7-epi-α-eudesmol (5.0–4.9%), on a non-polar and polar stationary phase, respectively. Additionally, the enantioselective analysis showed (1S,5S)-(+)-α-pinene, (1R,4S)-(–)-camphene, (1S,5S)-(−)-β-pinene, and (1R,2S,6S,7S,8S)-(–)-α-copaene as enantiomerically pure compounds, whereas germacrene D exhibited both enantiomeric forms. The anti-inflammatory activity of V. rigida EO was comparable to that of aspirin, as indicated by the IC50 values, with no significant differences observed. Full article
(This article belongs to the Special Issue Chemical Analysis and Biological Activities of Plant Essential Oils)
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22 pages, 3681 KiB  
Article
Composition, Antimicrobial, Anti-Inflammatory, and Potential Neuroprotective Activities of Volatile Oils in Solid Wood Boards from Different Tree Ages of Cryptomeria japonica
by Churan Li, Boxiao Wu, Weihua Wang, Xiaoqin Yang, Xiaojian Zhou, Yingjun Zhang, Xiaoping Rao, Cheng Yang and Ping Zhao
Int. J. Mol. Sci. 2025, 26(6), 2400; https://doi.org/10.3390/ijms26062400 - 7 Mar 2025
Viewed by 787
Abstract
The wood of Cryptomeria japonica (Japanese cedar or sugi) is widely used in building and adornment. This study aims to identify the composition of the volatile oils (VOs) extracted from C. japonica solid wood boards by gas chromatography–mass spectroscopy, and to investigate their [...] Read more.
The wood of Cryptomeria japonica (Japanese cedar or sugi) is widely used in building and adornment. This study aims to identify the composition of the volatile oils (VOs) extracted from C. japonica solid wood boards by gas chromatography–mass spectroscopy, and to investigate their antimicrobial, anti-inflammatory, and potential neuroprotective activities. A total of 58 volatile organic compounds (VOCs) were identified in the VOs from C. japonica solid wood boards with tree ages of 40, 50, and 60 years (VO-40, 50, and 60), with sandaracopimarinol (13.74–17.59%), ferruginol (10.23–11.29%), abieta-7,13-diene (8.20–13.66%), (+)-δ-cadinene (7.15–9.27%), cis-cubenol (4.36–6.36%), and sandaracopimarinal (3.23–6.04%) as major compounds. The VOs exhibited antifungal potential, especially VO-50 against Aspergillus fumigatus (MIC = 0.312 mg/mL), and VO-60 against Gloeophyllum trabeum (MIC = 1.25 mg/mL). However, VOs exhibited weak antibacterial activity (MIC > 10 mg/mL). Additionally, VOs (10 μg/mL) exhibited anti-inflammatory and potential neuroprotective activities, with VO-60 demonstrating the strongest inhibition of NO (25.79% reduction), TNF-α (52.24% reduction), and IL-6 (27.10% reduction) production in lipopolysaccharide-induced RAW264.7 cells, while increasing cell viability by 70.36% and reducing lactate dehydrogenase release by 41.10% in corticosterone-induced PC12 cells. Correlation and docking analyses revealed that sandaracopimarinal, sandaracopimarinol, β-eudesmol, and ferruginol were the potential active compounds. The results demonstrated that the volatile components from C. japonica solid wood boards not only enhance the board’s decay resistance, but also exhibit therapeutic potential for inflammatory disorders and neuropathic diseases. Full article
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19 pages, 2718 KiB  
Article
Integrated Analysis of Terpenoid Profiles and Full-Length Transcriptome Reveals the Central Pathways of Sesquiterpene Biosynthesis in Atractylodes chinensis (DC.) Koidz
by Zheng Zhang, Yelin Tian, Xu Qiao, Hanqiu Li, Lizhi Ouyang, Xinyu Li, Xin Geng, Li Xiao, Yimian Ma and Yuan Li
Int. J. Mol. Sci. 2025, 26(3), 1074; https://doi.org/10.3390/ijms26031074 - 26 Jan 2025
Viewed by 964
Abstract
Atractylodes chinensis (DC.) Koidz. is an aromatic and medicinal plant in East Asia. The primary bioactive compounds in this species are sesquiterpenes, particularly β-eudesmol, hinesol, and atractylon. Cultivation techniques require improvement to meet the medicinal demands of this species. In this study, gas [...] Read more.
Atractylodes chinensis (DC.) Koidz. is an aromatic and medicinal plant in East Asia. The primary bioactive compounds in this species are sesquiterpenes, particularly β-eudesmol, hinesol, and atractylon. Cultivation techniques require improvement to meet the medicinal demands of this species. In this study, gas chromatography–mass spectrometry analysis of an A. chinensis germplasm showed its essential oil contained various sesquiterpenes, including a high relative ratio of β-eudesmol. Full-length transcriptome profiling of A. chinensis revealed 26 genes related to terpenoid biosynthesis. These genes belonged to 13 gene families, including five in the isopentenyl pyrophosphate synthase gene family and four in the terpene synthase gene family. The functions of the four terpene synthase genes were proposed based on gene expression patterns and phylogenetic relationships: one was thought to encode monoterpene synthase and three to encode sesquiterpene synthase. Based on the results, the central biosynthesis pathways of the major sesquiterpenes in the A. chinensis rhizome were proposed, and three sesquiterpene synthase genes were identified as expressed in the rhizome for the first time. AcHMGR, AcFPPS, and the three sesquiterpene synthase genes were proposed as potential targets for molecular breeding in A. chinensis to enhance its sesquiterpene content. Full article
(This article belongs to the Special Issue Advances in Plant Metabolite Research)
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14 pages, 1968 KiB  
Article
Multivariate Statistical Analyses of the Temporal Variation in the Chemical Composition of the Essential Oil of Eucalyptus torquata in Cyprus
by Mustapha Bulama Modu, Duygu Yiğit Hanoğlu, Azmi Hanoğlu, Fehmi Burak Alkaş, K. Hüsnü Can Başer and Dudu Özkum Yavuz
Molecules 2025, 30(2), 332; https://doi.org/10.3390/molecules30020332 - 15 Jan 2025
Cited by 1 | Viewed by 896
Abstract
The genus Eucalyptus L’Hér., is native to Australia with 61 introduced taxa in Cyprus, including E. torquata Luehm., which has a wide distribution on the island. The aim of this study was to investigate the possible seasonal variations in the chemical composition of [...] Read more.
The genus Eucalyptus L’Hér., is native to Australia with 61 introduced taxa in Cyprus, including E. torquata Luehm., which has a wide distribution on the island. The aim of this study was to investigate the possible seasonal variations in the chemical composition of the essential oils of juvenile and mature leaves collected from Nicosia, Cyprus, by using multivariate statistical analysis. The leaves of 12 monthly collections were separately hydrodistilled, and GC-FID and GC/MS analyses were conducted. In general, the results revealed 1,8-cineole (mature: 3.6–27.8%; juvenile: 12.7–21.5%) and torquatone (mature: 27.6–48.8%; juvenile: 28.8–41.5%) as major compounds as well as an inverse relation between 1,8-cineole and torquatone content. Other important compounds found were α-pinene, β-eudesmol and α-eudesmol for all samples. The data support the existence of three major clusters, distinguished by the concentration of torquatone and miniatone. Minor compounds were also temporally relevant. The present study is among the first of its kind, analyzing the essential oils for a one-year period in Cyprus as well as conducting statistical analysis on E. torquata to reveal possible temporal variations between heterophyllous leaves, and also performing Hierarchical Cluster Analysis, determining the primary components of variability. Full article
(This article belongs to the Section Flavours and Fragrances)
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36 pages, 8405 KiB  
Article
Anti-Inflammatory and Cancer-Preventive Potential of Chamomile (Matricaria chamomilla L.): A Comprehensive In Silico and In Vitro Study
by Assia I. Drif, Rümeysa Yücer, Roxana Damiescu, Nadeen T. Ali, Tobias H. Abu Hagar, Bharati Avula, Ikhlas A. Khan and Thomas Efferth
Biomedicines 2024, 12(7), 1484; https://doi.org/10.3390/biomedicines12071484 - 5 Jul 2024
Cited by 3 | Viewed by 7030 | Correction
Abstract
Background and aim: Chamomile tea, renowned for its exquisite taste, has been appreciated for centuries not only for its flavor but also for its myriad health benefits. In this study, we investigated the preventive potential of chamomile (Matricaria chamomilla L.) towards cancer [...] Read more.
Background and aim: Chamomile tea, renowned for its exquisite taste, has been appreciated for centuries not only for its flavor but also for its myriad health benefits. In this study, we investigated the preventive potential of chamomile (Matricaria chamomilla L.) towards cancer by focusing on its anti-inflammatory activity. Methods and results: A virtual drug screening of 212 phytochemicals from chamomile revealed β-amyrin, β-eudesmol, β-sitosterol, apigenin, daucosterol, and myricetin as potent NF-κB inhibitors. The in silico results were verified through microscale thermophoresis, reporter cell line experiments, and flow cytometric determination of reactive oxygen species and mitochondrial membrane potential. An oncobiogram generated through comparison of 91 anticancer agents with known modes of action using the NCI tumor cell line panel revealed significant relationships of cytotoxic chamomile compounds, lupeol, and quercetin to microtubule inhibitors. This hypothesis was verified by confocal microscopy using α-tubulin-GFP-transfected U2OS cells and molecular docking of lupeol and quercetin to tubulins. Both compounds induced G2/M cell cycle arrest and necrosis rather than apoptosis. Interestingly, lupeol and quercetin were not involved in major mechanisms of resistance to established anticancer drugs (ABC transporters, TP53, or EGFR). Performing hierarchical cluster analyses of proteomic expression data of the NCI cell line panel identified two sets of 40 proteins determining sensitivity and resistance to lupeol and quercetin, further pointing to the multi-specific nature of chamomile compounds. Furthermore, lupeol, quercetin, and β-amyrin inhibited the mRNA expression of the proinflammatory cytokines IL-1β and IL6 in NF-κB reporter cells (HEK-Blue Null1). Moreover, Kaplan–Meier-based survival analyses with NF-κB as the target protein of these compounds were performed by mining the TCGA-based KM-Plotter repository with 7489 cancer patients. Renal clear cell carcinomas (grade 3, low mutational rate, low neoantigen load) were significantly associated with shorter survival of patients, indicating that these subgroups of tumors might benefit from NF-κB inhibition by chamomile compounds. Conclusion: This study revealed the potential of chamomile, positioning it as a promising preventive agent against inflammation and cancer. Further research and clinical studies are recommended. Full article
(This article belongs to the Special Issue Anticancer Activity and Metabolic Pathways of Natural Products 2.0)
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16 pages, 4224 KiB  
Article
Enhancement of Rhizoma Atractylodis Quality, Soil Nutrients, and Microbial Characters of Vermicompost Preparations from Spent Mushroom and Cow Dung
by Baoyi Sun, Shuqiang Wang, Ying Zhang, Bin Chen, Pengcheng Li, Xianying Zhang, Yonghuan Wang, Mingyi Zhao, Yulan Zhang and Hongtu Xie
Agronomy 2024, 14(7), 1384; https://doi.org/10.3390/agronomy14071384 - 27 Jun 2024
Cited by 2 | Viewed by 1561
Abstract
Organic fertilizers produced from agricultural waste materials using earthworms have many advantages. The impact of vermicompost bio-organic fertilizer (VcF) prepared from waste mushroom bran on the quality of Chinese herbal medicine and soil health deserves attention. We conducted a field experiment to explore [...] Read more.
Organic fertilizers produced from agricultural waste materials using earthworms have many advantages. The impact of vermicompost bio-organic fertilizer (VcF) prepared from waste mushroom bran on the quality of Chinese herbal medicine and soil health deserves attention. We conducted a field experiment to explore the quality of Rhizoma atractylodis and soil, using chemical fertilizer and VcF at dosages of 30 t·ha−1 and 40 t·ha−1. The results demonstrated that VcF significantly increased the contents of atractylenolide II, β-eudesmol, atractylenol, and atractylenolone by 34%, 175%, 72%, and 24%, respectively, along with a 70% increase in yield compared to the control. VcF significantly increased the available phosphorus content and the activity of the soil enzymes (α-Galactosidase, β-Galactosidase, and peroxidase), while reducing the nitrate nitrogen content. The addition of vermicompost did not change the soil bacterial diversity, while it significantly increased the soil fungal diversity. VcF improved the soil fungal diversity and significantly enhanced the relative abundance of the bacterial phylum Actinobacteriota and WPS-2, as well as the fungal phylum Ascomycota. Vermicompost significantly increased the relative abundance of bacteria phylum Actinobacteriota and WPS-2, as well as the fungi phylum Ascomycota. Actinobacteria mainly participate in the decomposition of detritus and the heterotrophic nutrient cycle. A Principal Coordinates Analysis of the soil bacterial and fungi communities suggested a significant impact of vermicompost application on the community structure of the soil bacteria. Conversely, no significant variance was detected in the bacterial community composition across the two levels of vermicompost. This study contributes to the enhancement of fertilization strategies for Atractylodes macrocephala, broadens the application scope of vermicompost, and advances the growth of organic agriculture. Full article
(This article belongs to the Section Agricultural Biosystem and Biological Engineering)
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14 pages, 1491 KiB  
Article
Chemical Compositions and In Vitro Antioxidant Activities of the Essential Oils of Sawdust and Resin-Rich Bark from Azorean Cryptomeria japonica (Cupressaceae)
by Ana Lima, Filipe Arruda, Tanner Wortham, Alexandre Janeiro, Tânia Rodrigues, José Baptista and Elisabete Lima
Antioxidants 2024, 13(6), 728; https://doi.org/10.3390/antiox13060728 - 15 Jun 2024
Cited by 2 | Viewed by 1726
Abstract
In the Azores archipelago (Portugal), forest operations and wood industry generate large amounts of Cryptomeria japonica biomass residues (CJBR), which can be used to produce valuable essential oils (EOs). In this study, we evaluated the chemical composition and antioxidant activities of EOs from [...] Read more.
In the Azores archipelago (Portugal), forest operations and wood industry generate large amounts of Cryptomeria japonica biomass residues (CJBR), which can be used to produce valuable essential oils (EOs). In this study, we evaluated the chemical composition and antioxidant activities of EOs from Azorean C. japonica sawdust (CJS) and resin-rich bark (CJRRB). The CJS and CJRRB EOs, obtained via hydrodistillation, showed different yield values (0.27% vs. 0.80% v/w, dry weight) and also different chemical profiles, as assessed using GC/MS. A total of 64 and 85 components were identified in CJS and CJRRB EOs, representing 95.7% and 96.9% of the total composition, respectively. The major components in CJS EO were oxygenated sesquiterpenes (mainly α+β-eudesmol, 1-epicubenol, and cubebol), while in CJRRB EO, the major components were monoterpene hydrocarbons, including α-pinene, δ-3-carene, and limonene (66.6% vs. 6.4% for oxygenated sesquiterpenes and 0% vs. 64% for monoterpene hydrocarbons, respectively). Antioxidant activity was estimated using (i) two radical-based assays, 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azinobis-3-ethylbenzothiazoline-6-sulfonic acid (ABTS) radical scavenging activity, and (ii) a lipid model assay, β-carotene-linoleic acid bleaching activity (BCBA). Both CJS and CJRRB EOs exhibited concentration-dependent antioxidant activities, and their DPPH, ABTS, and BCBA EC50 values were 1107 vs. 1275 µg/mL, 260 vs. 498 µg/mL, and 1764 vs. 662 µg/mL, respectively. The results indicate that both EOs were able to exert antioxidant activity via different mechanisms of action. Therefore, Azorean CJS and CJRRB may be sustainable sources for antioxidant compounds. This study expands the chemical and biological knowledge of CJBR EOs and, consequently, adds more value to the C. japonica EO industry. Full article
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17 pages, 7732 KiB  
Article
Allochthonous Trichoderma Isolates Boost Atractylodes lancea Herb Quality at the Cost of Rhizome Growth
by Kuo Li, Huaibin Lin, Xiuzhi Guo, Sheng Wang, Hongyang Wang, Tielin Wang, Zheng Peng, Yuefeng Wang and Lanping Guo
J. Fungi 2024, 10(5), 351; https://doi.org/10.3390/jof10050351 - 14 May 2024
Cited by 2 | Viewed by 1405
Abstract
Atractylodes lancea is a perennial herb whose rhizome (AR) is a valuable traditional Chinese medicine with immense market demand. The cultivation of Atractylodes lancea faces outbreaks of root rot and deterioration in herb quality due to complex causes. Here, we investigated the effects of Trichoderma [...] Read more.
Atractylodes lancea is a perennial herb whose rhizome (AR) is a valuable traditional Chinese medicine with immense market demand. The cultivation of Atractylodes lancea faces outbreaks of root rot and deterioration in herb quality due to complex causes. Here, we investigated the effects of Trichoderma spp., well-known biocontrol agents and plant-growth-promoters, on ARs. We isolated Trichoderma strains from healthy ARs collected in different habitats and selected three T. harzianum strains (Th2, Th3 and Th4) with the strongest antagonizing effects on root rot pathogens (Fusarium spp.). We inoculated geo-authentic A. lancea plantlets with Th2, Th3 and Th4 and measured the biomass and quality of 70-day-old ARs. Th2 and Th3 promoted root rot resistance of A. lancea. Th2, Th3 and Th4 all boosted AR quality: the concentration of the four major medicinal compounds in ARs (atractylon, atractylodin, hinesol and β-eudesmol) each increased 1.6- to 18.2-fold. Meanwhile, however, the yield of ARs decreased by 0.58- to 0.27-fold. Overall, Th3 dramatically increased the quality of ARs at a relatively low cost, namely lower yield, showing great potential for practical application. Our results showed selectivity between A. lancea and allochthonous Trichoderma isolates, indicating the importance of selecting specific microbial patches for herb cultivation. Full article
(This article belongs to the Section Fungi in Agriculture and Biotechnology)
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19 pages, 2872 KiB  
Article
Potential Effects of Essential Oil from Plinia cauliflora (Mart.) Kausel on Leishmania: In Vivo, In Vitro, and In Silico Approaches
by Vanderlan N. Holanda, Thaíse G. S. Brito, João R. S. de Oliveira, Rebeca X. da Cunha, Ana P. S. da Silva, Welson V. da Silva, Tiago F. S. Araújo, Josean F. Tavares, Sócrates G. dos Santos, Regina C. B. Q. Figueiredo and Vera L. M. Lima
Microorganisms 2024, 12(1), 207; https://doi.org/10.3390/microorganisms12010207 - 19 Jan 2024
Cited by 1 | Viewed by 2135
Abstract
In the search for new chemotherapeutic alternatives for cutaneous leishmaniasis (CL), essential oils are promising due to their diverse biological potential. In this study, we aimed to investigate the chemical composition and leishmanicidal and anti-inflammatory potential of the essential oil isolated from the [...] Read more.
In the search for new chemotherapeutic alternatives for cutaneous leishmaniasis (CL), essential oils are promising due to their diverse biological potential. In this study, we aimed to investigate the chemical composition and leishmanicidal and anti-inflammatory potential of the essential oil isolated from the leaves of Plinia cauliflora (PCEO). The chemical composition of PCEO showed β-cis-Caryophyllene (24.4%), epi-γ-Eudesmol (8%), 2-Naphthalenemethanol[decahydro-alpha] (8%), and trans-Calamenene (6.6%) as its major constituents. Our results showed that the PCEO has moderate cytotoxicity (CC50) of 137.4 and 143.7 μg/mL on mice peritoneal exudate cells (mPEC) and Vero cells, respectively. The PCEO was able to significantly decrease mPEC infection by Leishmania amazonensis and Leishmania braziliensis. The value of the inhibitory concentration (IC50) on amastigote forms was about 7.3 µg/mL (L. amazonensis) and 7.2 µg/mL (L. braziliensis). We showed that PCEO induced drastic ultrastructural changes in both species of Leishmania and had a high selectivity index (SI) > 18. The in silico ADMET analysis pointed out that PCEO can be used for the development of oral and/or topical formulation in the treatment of CL. In addition, we also demonstrated the in vivo anti-inflammatory effect, with a 95% reduction in paw edema and a decrease by at least 21.4% in migration immune cells in animals treated with 50 mg/kg of PCEO. Taken together, our results demonstrate that PCEO is a promising topical therapeutic agent against CL. Full article
(This article belongs to the Special Issue Research on Leishmania and Leishmaniasis)
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18 pages, 1436 KiB  
Article
Evaluation of the Essential Oil Composition of Five Thymus Species Native to Greece
by Eleni Kakouri, Dimitra Daferera, Anastasia Andriopoulou, Panayiotis Trigas and Petros A. Tarantilis
Chemosensors 2024, 12(1), 7; https://doi.org/10.3390/chemosensors12010007 - 31 Dec 2023
Cited by 2 | Viewed by 3467
Abstract
The genus Thymus encompasses a wide array of taxa, many of which remain underexplored in terms of their phytochemical profile. In this study, we investigated the phytochemical composition of volatile compounds of five Thymus species native to Greece using gas chromatography combined with [...] Read more.
The genus Thymus encompasses a wide array of taxa, many of which remain underexplored in terms of their phytochemical profile. In this study, we investigated the phytochemical composition of volatile compounds of five Thymus species native to Greece using gas chromatography combined with mass spectrometry. Two samples of T. parnassicus collected from Mts Parnitha and Parnassos were studied. The predominant compounds in the Parnitha sample were α-cadinol (13.53%), E-caryophyllene (11.83%) and selin-11-en-4α-ol (7.29%). The sample from Mt. Parnassos exhibited a high concentration of E-caryophyllene (35.20%) followed by β-bisabolene (10.41%). Additionally, two species, namely T. leucotrichus subsp. leucotrichus and T. atticus, were collected on Mt. Chelmos (Peloponnese). The essential oil of T. leucotrichus was rich in elemol (35.56%), α-eudesmol (11.15%) and β-eudesmol (6.11%). Thymus atticus exhibited a high concentration in linalool (63.04%) and p-cymene (25.63%). In addition, two samples of T. holosericeus collected from Kefalonia Ιsland were both rich in geraniol (89.9% and 87.7%, respectively). We also examined the volatile profile of T. laconicus, a local endemic species of SE Peloponnese (Lakonia area), which remains unexplored. Carvacrol (32.7%) and p-cymene (29.7%) were identified as the dominant compounds. Our study contributes valuable insights into the chemical profile of Thymus spp. and sheds further light on the well-known chemical polymorphism within this genus. Full article
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11 pages, 1357 KiB  
Article
Composition and Anti-Acetylcholinesterase Properties of the Essential Oil of the Ecuadorian Endemic Species Eugenia valvata McVaugh
by James Calva, Maricarmen Silva and Vladimir Morocho
Molecules 2023, 28(24), 8112; https://doi.org/10.3390/molecules28248112 - 15 Dec 2023
Cited by 6 | Viewed by 1955
Abstract
Alzheimer’s disease is a global health problem due to the scarcity of acetylcholinesterase inhibitors, the basis for symptomatic treatment of this disease; this requires new approaches to drug discovery. In this study, we investigated the chemical composition and anticholinesterase activity of Eugenia valvata [...] Read more.
Alzheimer’s disease is a global health problem due to the scarcity of acetylcholinesterase inhibitors, the basis for symptomatic treatment of this disease; this requires new approaches to drug discovery. In this study, we investigated the chemical composition and anticholinesterase activity of Eugenia valvata McVaugt (Myrtaceae) collected in southern Ecuador, which was obtained as an essential oil (EO) with a yield of 0.124 ± 0.03% (w/w); as a result of the chemical composition analysis, a total of 58 organic compounds were identified—representing 95.91% of the total volatile compounds—using a stationary phase based on 5% phenyl-methylpolysiloxane, as analyzed via gas chromatography coupled to mass spectrometry (GC-MS) and flame ionization detection (GC-FID). The main groups were hydrocarbon sesquiterpenes (37.43%), oxygenated sesquiterpenes (31.08%), hydrocarbon monoterpenes (24.14%), oxygenated monoterpenes (0.20%), and other compounds (3.058%). Samples were characterized by the following compounds: α-pinene (22.70%), α-humulene (17.20%), (E)-caryophyllene (6.02%), citronellyl pentanoate (5.76%), 7-epi-α-eudesmol (4.34%) and 5-iso-cedranol (3.64%); this research was complemented with an enantioselective analysis carried out using 2,3-diethyl-6-tert-butyldimethylsilyl-β-cyclodextrin as a stationary phase chiral selector. As a result, α-pinene, limonene, and α-cadinene enantiomers were identified; finally, in the search for new active principles, the EO reported strong anticholinesterase activity with an IC50 of 53.08 ± 1.13 µg/mL, making it a promising candidate for future studies of Alzheimer’s disease. Full article
(This article belongs to the Special Issue Essential Oils in Human Health)
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21 pages, 9098 KiB  
Article
In Silico Analysis of Pyeongwi-San Involved in Inflammatory Bowel Disease Treatment Using Network Pharmacology, Molecular Docking, and Molecular Dynamics
by Chang-Hwan Bae, Hee-Young Kim, Ji Eun Seo, Hanul Lee and Seungtae Kim
Biomolecules 2023, 13(9), 1322; https://doi.org/10.3390/biom13091322 - 28 Aug 2023
Cited by 2 | Viewed by 2780
Abstract
Backgound: Pyeongwi-san (PWS) is a widely used formula for treating digestive disorders in Korea and China. Inflammatory bowel disease (IBD) is characterized by progressive inflammation of the gastrointestinal tract. Emerging evidence supports the protective effect of PWS against IBD, but specific mechanisms are [...] Read more.
Backgound: Pyeongwi-san (PWS) is a widely used formula for treating digestive disorders in Korea and China. Inflammatory bowel disease (IBD) is characterized by progressive inflammation of the gastrointestinal tract. Emerging evidence supports the protective effect of PWS against IBD, but specific mechanisms are still elusive. Methods: Active compounds of PWS were screened from the medicinal materials and chemical compounds in Northeast Asian traditional medicine (TM-MC) in the consideration of drug-likeness and oral bioavailability. Target candidates of active compounds were predicted using the ChEMBL database. IBD-related targets were obtained from the GeneCards and DisGeNET databases. The network of composition-targets-disease was constructed. Gene ontology (GO) and Kyoto Encyclopedia of Genes and Genomes (KEGG) pathway enrichment were analyzed. Molecular docking was used to simulate the binding affinity of active compounds on target proteins and molecular dynamics was used to validate the molecular docking result. Results: A total of 26 core target proteins of PWS were related to IBD. Enrichment analysis suggested that PWS is highly associated with tumor necrosis factor signaling pathway, apoptosis, and the collapse of tight junctions. Moreover, molecular docking and molecular dynamics simulation proposed β-eudesmol and (3R,6R,7S)-1,10-bisaboladien-3-ol to ameliorate IBD through the binding to TNF and MMP9, respectively. Conclusion: Present in silico analysis revealed potential pathways and insight of PWS to regulate IBD. These results imply that the therapeutic effect of PWS might be achieved via an inhibitory effect. Full article
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25 pages, 4114 KiB  
Article
Geoherbalism Metabolomic Analysis of Atractylodes lancea (Thunb.) DC. by LC-Triple TOF-MS/MS and GC-MS
by Hailong Qiu, Chenxiao Shan, Chenghao Fei, Ping Xue, Yongyi Zhou, Jiahuan Yuan and Xin Liu
Molecules 2023, 28(16), 5974; https://doi.org/10.3390/molecules28165974 - 9 Aug 2023
Cited by 12 | Viewed by 2737
Abstract
The rhizome of Atractylodes lancea (Thunb.) DC. (AL), called Maocangzhu in Chinese, is a geoherbalism medical herb in Jiangsu Province that is often used in the prescription of traditional Chinese medicine (TCM), such as for the treatment of COVID-19. The landform and climatic [...] Read more.
The rhizome of Atractylodes lancea (Thunb.) DC. (AL), called Maocangzhu in Chinese, is a geoherbalism medical herb in Jiangsu Province that is often used in the prescription of traditional Chinese medicine (TCM), such as for the treatment of COVID-19. The landform and climatic environment of each province varies greatly from south to north, which has an important influence on the chemical constituents in AL. However, there is a lack of research on the significance of its geoherbalism, especially in water-soluble parts other than volatile oil. In this study, eight known compounds were isolated and obtained as reference substances from AL. In addition, liquid chromatography coupled with triple-quadrupole time-of-flight tandem mass spectrometry (LC-triple TOF-MS/MS) and gas chromatography–mass spectrometry (GC-MS) were used to analyze and characterize chemical constituents from different habitats. Moreover, orthogonal partial least-squares discriminant analysis (OPLS-DA) was applied to reveal the differential metabolomics in AL from different habitats based on the qualitative information of the chemical constituents. Results showed that a total of 33 constituents from GC-MS and 106 constituents from LC-triple TOF-MS/MS were identified or inferred, including terpenoids, polyacetylenes, and others; meanwhile, the fragmentation pathways of different types of compounds were preliminarily deduced from the fragmentation behavior of the major constituents. According to the variable importance in projection (VIP) and p-values, only one volatile differential metabolite was identified by GC-MS screening: β-eudesmol. Overall, five differential metabolites were identified by LC-triple TOF-MS/MS screening: sucrose, 4(15),11-eudesmadiene; atractylenolide I, 3,5,11-tridecatriene-7,9-diyne-1,2-diacetate, and (3Z,5E,11E)-tridecatriene-7,9-diynyl-1-O-(E)-ferulate. This study provides metabolomic information for the establishment of a comprehensive quality evaluation system for AL. Full article
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11 pages, 1421 KiB  
Article
Modulatory Effects of Atractylodin and β-Eudesmol on Human Cytochrome P450 Enzymes: Potential Drug-Drug Interactions
by Artitaya Thiengsusuk, Tullayakorn Plengsuriyakarn and Kesara Na-Bangchang
Molecules 2023, 28(7), 3140; https://doi.org/10.3390/molecules28073140 - 31 Mar 2023
Cited by 3 | Viewed by 2339
Abstract
Atractylodin and β-eudesmol, the major bioactive compounds in Atractylodes lancea, are promising candidates for anti-cholangiocarcinoma. The inhibitory effects of both compounds on human rCYP1A2, rCYP2C9, rCYP2C19, rCYP2D6 and rCYP3A4 enzymes were investigated using luminogenic CYP450 kits. The modulatory effects were investigated in [...] Read more.
Atractylodin and β-eudesmol, the major bioactive compounds in Atractylodes lancea, are promising candidates for anti-cholangiocarcinoma. The inhibitory effects of both compounds on human rCYP1A2, rCYP2C9, rCYP2C19, rCYP2D6 and rCYP3A4 enzymes were investigated using luminogenic CYP450 kits. The modulatory effects were investigated in mouse livers following a daily oral dose of atractylodin or β-eudesmol at 100 mg/kg body weight for 1, 7, 14, and 21 days. The inhibitory effects of both compounds on all rCYP450s were weak (IC50: 167 to >686 µM). β-Eudesmol showed the most potent inhibitory effect on rCYP2C19 (IC50 = 172.7 µM) and rCYP3A4 (IC50 = 218.6 µM). Results of the ex vivo study showed that short exposure (1–7 days) of atractylodin and β-eudesmol resulted in the upregulation of mRNA. Prolonged exposure to the daily oral dose for at least 14 days significantly downregulated the expressions of mRNA and proteins, which correlated with the decrease in the activities of mCYP1A2 and mCYP3A11. Based on the results of the ex vivo study, clinical uses of atractylodin or β-eudesmol for the treatment of cholangiocarcinoma are of concern for the risk of toxicity due to hCYP3A4 inhibition following chronic dosing, as well as the metabolic interaction with the coadministered drugs that are metabolized by hCYP3A4. Full article
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