RESUMEN
Cadmium (Cd) is one of the most toxic contaminants, causing a lot of harm to environment and the human health. An outdoor pot experiment for 60 days was conducted to study the Cd(II) effects on growth, biomass, physiological properties, Cd uptake, and accumulation in Youngia japonica plants but also to evaluate the effect of Y. japonica growth on enzyme activity of Cd-contamination soils. Generally, the application of Cd(II) less than 120 mg kg-1 stimulated the growth of the plants, whereas at 160 mg kg-1 or higher levels, a significant reduction was observed. For all treatments > 10 mg kg-1 Cd(II) in soil, values of Cd in roots and aboveground parts were more than the critical value of 100 mg kg-1 and reached highest values of 252.51 and 314.29 mg kg-1, respectively. The bioconcentration factors (BCF) and translation factors (TF) for all Cd treatments were more than 1.0, with the former ranging from 1.03 to 5.46 and the later from 1.04 to 1.33. The activities of peroxidase (POD) and superoxide dismutase (SOD), as well as the levels of glutathione (GSH) and proline in Y. japonica plants after exposure to 10-200 mg kg-1 Cd(II) were stimulated, implying that they were defensive guards to the oxidative stress produced by Cd. The urease, dehydrogenase, and alkaline phosphatase activities under low Cd concentrations can be enhanced by planting Y. japonica species but inhibited under high Cd concentrations. Our data provide comprehensive evidence that Y. japonica has the typical properties of a Cd hyperaccumulator and thus may be practically employed to alleviate Cd from contaminated soils.
Asunto(s)
Cadmio , Contaminantes del Suelo , Biodegradación Ambiental , Biomasa , Cadmio/análisis , Humanos , Raíces de Plantas/química , Suelo , Contaminantes del Suelo/análisisRESUMEN
The fermentation of Kadsura angustifolia with an endophytic fungus, Penicillium ochrochloron SWUKD4.1850 yielded five additional undescribed oxygenated terpenoids, kadanguslactones A-E, together with ten known compounds. Their structures were established by the extensive 1D, 2D-NMR, HR-ESI-MS, CD and X-ray crystallography data analysis. Kadanguslactone A is the first example of 1,30-cyclo-3,4; 9,10-disecocycloartanes that combine a five-membered lactone ring A with a cyclopentane ring B consisting of C-1, C-4, C-5, C-10, C-30. Kadanguslactone B was a rare highly oxygenated 18-norschiartane-type bisnortriterpenoid with spirocyclis rings F and G, whereas kadanguslactone C was an uncommon henrischinin-type schitriterpenoid containing a unique 3-one-2-oxabicyclo [3,2,1]-octane motif. The cytotoxicity against HepG2 cell line of all compounds were evaluated. Except nigranoic acid, all other metabolites have been first found in unfermented K. angustifolia, suggesting that main functional ingredients from K. angustifolia may be converted by P. ochrochloron SWUKD4.1850 into highly oxygenated terpenoids. This study provided a fascinating prospective for setting up alternative processing techniques to enhance the functionality and utility of Chinese herbal medicine.
Asunto(s)
Kadsura , Penicillium , Hongos , Estructura Molecular , Estudios Prospectivos , TerpenosRESUMEN
The metal contents of the soil and plant tissues in a large chromium salt-producing factory wasteland were determined to assess the properties of soil contamination and to identify plant species accumulating a range of heavy metals. Total metal contents in the factory soils presented a high heterogeneity, and the principal contaminants were Cd and Cr. All plant species examined were metal-tolerant, but to different extents. Especially, the maximum accumulation of Cd (15.61 mg kg-1) and Cr (925.07 mg kg-1) was found in Melia azedarach L. Subsequently, the Cd and Cr bioaccumulation and diverse physiological properties of M. azedarach seedlings exposed to different concentrations of Cd(II), Cr(VI), or Cd(II) + Cr(VI) in nutrient solutions were further investigated. All treated seedlings were able to survive under heavy metal stress, and the accumulation of both metals in plant tissues increased with elevation of metal exposure strength. M. azedarach showed a BCF greater than 147.56 for Cd and 36.76 for Cr. Meanwhile, the TF was lower than 0.25 for Cd and 0.32 for Cr. The highest bioaccumulation in root tissues was 2708.03 mg kg-1 Cd and 824.65 mg kg-1 Cr for seedlings cultured with 20 mg L-1 Cd(II) or 20 mg L-1 Cr(VI). Cd and Cr increased each other's uptake in seedlings although a reduced accumulation in roots occurred when exposed to the highest concentration of Cd(II) + Cr(VI) treatment (20 mg L-1). At either level of concentration, the degree of plant growth inhibition and oxidative damage caused by heavy metals was Cd(II) + Cr(VI) > Cr(VI) > Cd(II). Superoxide dismutase and peroxidase exhibited positive and effective responses to low-Cd(II) or Cr(VI) concentration stress, but their activities decreased with increasing metal exposure strength. The behavior of the non-enzymatic antioxidants (GSH, soluble protein, and proline) in plant involved in the detoxification of ROS induced by metal exposure was correlated well with higher Cd and Cr accumulations. Here, the potentiality of M. azedarach with the capacity to accumulate and stabilize Cd/Cr in metal-contaminated soil by phytoremediation process has been explored.
Asunto(s)
Biodegradación Ambiental , Cadmio/aislamiento & purificación , Cromo/aislamiento & purificación , Melia/metabolismo , Contaminantes del Suelo/aislamiento & purificación , China , Metales Pesados/aislamiento & purificación , Raíces de Plantas/metabolismoRESUMEN
Fungal endophytes live widely inside plant tissues and some have been revealed to provide benefits to their host and ecological environment. Considering the fact that endophytes are engaged in remarkably stable long-term interactions with the host for their whole life cycle, it's conceivable that both partners have substantial influence on each other's metabolic processes. Here, we investigated the fermented products of an endophytic fungus Umbelopsis dimorpha SWUKD3.1410 grown on host-plant Kadsura angustifolia and wheat bran, respectively, to assess the impact of SWUKD3.1410 on the secondary metabolites of K. angustifolia. Twenty compounds (1-20) were isolated and identified as 11 schitriterpenoids (1-9, 17-18), two lignans (10, 20), two sesquiterpenoids (11-12), one trinorsesquiterpenoid (13), one monoterpene (14), one sterol (19), and two simple aromatic compounds (15-16) by the extensive 1D-, 2D-NMR and HR-ESI-MS data analysis. Except for nigranoic acid (1), compounds 2-19 have been firstly found from K. angustifolia. Of them, metabolites 2, 11, and 14 were identified to be new. Obtained results indicated that U. dimorpha SWUKD3.1410 could not only produce the same/similar components as its host does, and modify the host-plant components, but also enhance the production of these highly oxygenated schitriterpenoids/schinortriterpenoids in plants. This study suggested an interesting prospective for setting up alternative processing techniques to improve the quality of crude drugs derived from K. angustifolia and increase their values.
RESUMEN
Chloranthus, a genus of the family Chloranthaceae, which is mainly distributed in eastern and southern Asia, has been used in Chinese folk medicine due to its antitumor, antifungal, and anti-inflammatory activities. This review compiles the research on isolation, structure elucidation, structural diversity, and bioactivities of Chloranthus secondary metabolites reported between 2007 and 2013. The metabolites listed encompass 82 sesquiterpenoids, 50 dimeric sesquiterpenoids, 15 diterpenoids, one coumarin, and five other compounds. Among them, dimeric sesquiterpenoids, the characteristic components of plants from the genus Chloranthus, have attracted considerable attention due to their complex structures and significant biological features, e.g., antitumor, antibacterial, antifungal, anti-inflammatory, and hepatoprotective activities, and potent and selective inhibition of the delayed rectifier (IK) K(+) current and tyrosinase.
Asunto(s)
Antiinflamatorios no Esteroideos/farmacología , Antifúngicos/farmacología , Antineoplásicos Fitogénicos/farmacología , Magnoliopsida/química , Magnoliopsida/metabolismo , Antibacterianos/química , Antibacterianos/farmacología , Antiinflamatorios no Esteroideos/química , Antifúngicos/química , Antineoplásicos Fitogénicos/química , Diterpenos/química , Diterpenos/farmacología , Humanos , Medicina Tradicional China , Estructura Molecular , Monofenol Monooxigenasa/antagonistas & inhibidores , Metabolismo Secundario , Sesquiterpenos/química , Sesquiterpenos/farmacologíaRESUMEN
This study investigated the diversity and host component-transforming activity of endophytic fungi in medicinal plant Kadsura angustifolia. A total of 426 isolates obtained were grouped into 42 taxa belonging to Fungi Imperfecti (65.96%), Ascomycota (27.00%), Zygomycota (1.64%), Basidiomycota (0.47%) and Mycelia Sterilia (4.93%). The abundance, richness, and species composition of endophytic assemblages were significantly dependent on the tissue and the sampling site. Many phytopathogenic species associated with healthy K. angustifolia were found prevalent. Among them, Verticillium dahliae was dominant with 16.43% abundance. From 134 morphospecies selected, 39 showed remarkable biocatalytic activity and were further identified as species belonging to the genera Colletotrichum, Eupenicillium, Fusarium, Hypoxylon, Penicillium, Phomopsis, Trametes, Trichoderma, Umbelopsis, Verticillium and Xylaria on the basis of the sequence analysis of the internal transcribed spacer (ITS1-5.8S-ITS2). The results obtained in this work show that K. angustifolia is an interesting reservoir of pathogenic fungal species, and could be a community model for further ecological and evolutionary studies. Additionally, the converting potency screening of some endophytic fungi from this specific medicinal plant may provide an interesting niche on the search for novel biocatalysts.
Asunto(s)
Biodiversidad , Endófitos/metabolismo , Hongos/aislamiento & purificación , Hongos/metabolismo , Kadsura/microbiología , Raíces de Plantas/microbiología , Tallos de la Planta/microbiología , Ascomicetos/clasificación , Ascomicetos/aislamiento & purificación , Ascomicetos/metabolismo , Basidiomycota/clasificación , Basidiomycota/aislamiento & purificación , Basidiomycota/metabolismo , ADN Espaciador Ribosómico/genética , Endófitos/clasificación , Endófitos/aislamiento & purificación , Filogenia , Plantas Medicinales/microbiología , Análisis de Secuencia de ADN , Simbiosis , Verticillium/clasificación , Verticillium/aislamiento & purificación , Verticillium/metabolismoRESUMEN
The microbiological transformation of the triterpene nigranoic acid (3,4-secocycloarta-4(28),24(Z)-diene-3,26-dioic acid) (1) to 3,4-secocycloarta-4(28),17(20),24(Z)-triene-7ß-hydroxy-16ß,26-lactone-3-oic acid (2) and 3,4-secocycloarta-4(28),17(20)(Z),24(Z)-triene-7ß-hydroxy-16ß-methoxy-3,26-dioic acid (3) by the freshwater fungus Dictyosporium heptasporum YMF1.01213 has been demonstrated. The structures of the biotransformation products were determined by spectroscopic and MS analyses. Compound 2, characterized by the presence of a formed C-16/C-26 ester bridge, provided a novel nine-membered lactone ring structural skeleton for 3,4-secocycloartane triterpenoid derivatives. In addition, Compounds 1-3 exhibited weak anti-HIV activity in vitro. Compounds 2 and 3 were reported for the first time as natural product derivatives.
Asunto(s)
Fármacos Anti-VIH/metabolismo , Hongos/metabolismo , Triterpenos/metabolismo , Fármacos Anti-VIH/química , Biotransformación , Agua Dulce/microbiología , Humanos , Resonancia Magnética Nuclear Biomolecular , Triterpenos/química , Triterpenos/farmacologíaRESUMEN
Four new cycloartane triterpenoids, angustific acid A (1), angustific acid B (2), angustifodilactone A (3) and angustifodilactone B (4) were isolated from the branches of Kadsura angustifolia together with six known compounds, micranoic acid B (5), nigranoic acid (6), schisandrin (7), schisantherin D (8), interiotherin B (9), schisantherin B (10). Their structures were established on the basis of extensive spectroscopic data analyses and comparison with spectroscopic data reported. Compound 1, characterized by the presence of a C-16/C-17, C-20/C-21 conjugated diene and a C-1/C-7 ester bridge formed in rings A and B, provided a novel structural skeleton for 3,4-secocycloartane triterpenoid derivatives. In addition, the anti-HIV activities of these compounds were determined in infected C8166 cells, and it was found that angustific acid A (1) exhibited the most potent anti-HIV activity with an EC(50) value of 6.1 µg/mL and a therapeutic index of more than 32.8.
Asunto(s)
Fármacos Anti-VIH/química , VIH/efectos de los fármacos , Kadsura/química , Triterpenos/química , Fármacos Anti-VIH/aislamiento & purificación , Fármacos Anti-VIH/toxicidad , Línea Celular Tumoral , Humanos , Espectroscopía de Resonancia Magnética , Conformación Molecular , Tallos de la Planta/química , Triterpenos/aislamiento & purificación , Triterpenos/toxicidadRESUMEN
Two novel naphthalene-containing compounds, colelomycerones A and B (1 and 2, resp.), and three known metabolites, including preussomerin D (3), (2RS,2'SR,3'E,3SR,4E,8E)-1-O-(beta-D-glucopyranosyl)-3-hydroxy-2-[(2-hydroxyoctadec-3-enoyl)amino]-9-methyloctadeca-4,8-diene (4), and 3beta-hydroxy-5alpha,8alpha-epidioxyergosta-6,22-diene (5), were isolated from the culture broth of an unidentified freshwater water fungus YMF 1.01029. This fungus was collected from a decaying branch of an unidentified tree near Lake Fuxian in Yunnan Province, China. The structures of these five compounds were determined on the basis of their spectroscopic and mass-spectrometric data. Colelomycerones A and B (1 and 2, resp.) represent unprecendented examples of naphthalene-1,2-diones with novel cyclic acetals. Compounds 1-3 showed noticeable antifungal and antibacterial activities.
Asunto(s)
Acetales/química , Antibacterianos/química , Hongos/química , Naftalenos/química , Acetales/aislamiento & purificación , Acetales/farmacología , Antibacterianos/aislamiento & purificación , Antibacterianos/farmacología , Cromatografía en Gel , Pruebas de Sensibilidad Microbiana , Naftalenos/aislamiento & purificación , Naftalenos/farmacologíaRESUMEN
This study investigated metabolites with activities against plant parasite nematodes from the fresh-water fungus Caryospora callicarpa YMF1.01026. We obtained three novel tetradecalactone metabolites, caryospomycins A-C, with such activities. The chemical structures of these were determined through NMR spectroscopic analysis and were found to belong to the 14-membered macrolides with a fused 1,2-dimethoxy-4-hydroxybenzene ring, a rare structure among the resorcylides. In the in vitro tests, all three compounds exhibited moderate killing activity against the nematode Bursaphelenchus xylophilus. To our knowledge, this is the first report of secondary metabolites in the aquatic fungal genus Caryospora.
Asunto(s)
Antinematodos/aislamiento & purificación , Coccidios/química , Macrólidos/aislamiento & purificación , Animales , Antinematodos/química , Antinematodos/farmacología , Coccidios/metabolismo , Macrólidos/química , Macrólidos/farmacología , Estructura Molecular , Nematodos/efectos de los fármacosRESUMEN
The ability of the fungus Gliocladium roseum YMF1.00133 to transform the bioactive nigranoic acid (=(24Z)-9,19-cyclo-3,4-secolanosta-4(28),24-diene-3,26-dioic acid) was investigated. Three new products from the co-cultures of nigranoic acid and G. roseum YMF1.00133 were obtained by employing a combination of Sephadex LH-20 and silica-gel column chromatography. The major metabolite was identified as 15beta-hydroxynigranoic acid, and the minor metabolites as 6alpha,15beta-dihydroxynigranoic acid and 7beta,15beta-dihydroxynigranoic acid by mass spectrometry and NMR spectroscopy. This is the first report of the biotransformation of the A-ring-secocycloartene triterpenoid, nigranoic acid.