Raphanus Sativus Seeds Research Articles

4-methylthio-butanyl derivatives from the seeds of Raphanus sativus

Raphanus sativus L. (Brassicaceae) has long been cultivated as a food crop in Korea. The seeds have been used in Korean traditional medicine as a therapeutic agent for carminative, diuretic, expectorant, laxative and stomachic. Some glucosinolates have been isolated from the seeds of R. sativus. Glucosinolates and/or their breakdown products have recently attracted considerable interest because of their cancer-preventive properties. In our screening test, the MeOH extract of the seeds of R. sativus exhibited significant cytotoxicity against some human tumor cells and anti-inflammatory activity by inhibiting LPS-induced NO production. The purification of the MeOH extract from the seeds of R. sativus using repeated column chromatography afforded four new 4-methylthio-butanyl derivatives (1–4), together with four known ones (5–8). The structures of the new compounds were elucidated by analysis of 1D and 2D NMR data. We are studying the anti-neuroinflammatory effects of isolates for their inhibitory effects on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 cells.

Efficacy of dried seed powder of some plant species as soil amendment against Meloidogyne incognita (Tylenchida: Meloidogynidae) on tomato

The nematicidal activity of dried ground seeds of Ammi majus, Matricaria chamomilla, Ricinus communis, Brassica alba, B. oleracea, Peganum harmala, Solanum nigrum, Raphanus sativus and Eucalyptus sp. was assessed against the root-knot nematode, Meloidogyne incognita, infecting tomato in a glasshouse. The powdered seeds of the tested plants were incorporated into the soil at the rate of 5 g/kg and their nematicidal activity was compared with that of the synthetic nematicide carbofuran at the rate of 0.01 g a.i./kg. The effects of the treatments on the growth of tomato were also examined. The populations of M. incognita in the soil and root galling of tomato were significantly suppressed by the powdered seeds of all the plant species tested, with the greatest reduction occurring in soil amended with M. chamomilla, followed by soil treated with powdered seeds of A. majus, S. nigrum, R. communis and Eucalyptus sp. The efficacy of B. oleracea, B. alba, M. chamomilla and R. communis in reducing the number of J2 in the soil was similar to that of carbofuran. All amendments, except powdered seeds of M. chamomilla and A. majus significantly increased shoot length compared to the untreated inoculated plants. Shoot weight was significantly increased in soil amended with powdered seeds of B. oleracea, B. alba, R. communis, P. harmala and S. nigrum, but not in soil amended with the other seed powders when compared with untreated inoculated soil. Significant increases in root length occurred in pots amended with seed powder of B. alba, R. communis and Eucalyptus and in root weight for P. harmala. None of the tested dried seeds was phytotoxic to tomato plants at the applied rate.

Relationship between pollutant content and ecotoxicity of sewage sludges from Spanish wastewater treatment plants

Chemical and ecotoxicological properties of 28 sewage sludge samples from Spanish wastewater treatment plants were studied in order to assess their suitability for agricultural purposes. Sludge samples were classified into five categories according to specific treatment processes in terms of digestion (aerobic/anaerobic) and drying (mechanical/thermal). Composted samples, as indicative of the most refined process, were also considered. Sludges were subjected to physical–chemical characterization, being the sludge stabilization degree respirometrically assessed. The concentrations of seven metals (Cd, Cr, Cu, Pb, Zn, Ni, Hg) and organic substances (phenolic compounds, polycyclic aromatic hydrocarbons, polychlorinated biphenyls, polychlorinated naphthalenes, polybrominated diphenyl ethers, and perfluorinated compounds) were determined. Finally, two ecotoxicological tests were performed: i) Microtox® toxicity test with Vibrio fischeri, and ii) root elongation test with Allium cepa, Lolium perenne and Raphanus sativus seeds. Significant differences were found in the following parameters: dry matter, electrical conductivity, nitrogen, organic matter and its stability, phytotoxicity and ecotoxicity, depending on the sludge treatment. In turn, no significant differences were found between categories in the concentrations of most metals and organic pollutants, with the exception of free phenolic compounds. Furthermore, no correlation between total heavy metal burden and ecotoxicity was observed. However, a good correlation was found between phenolic compounds and most ecotoxicological tests. These results suggest that sludge stability (conditioned by sludge treatment) might have a greater influence on sludge ecotoxicity than the pollutant load. Composting was identified as the treatment resulting in the lowest toxicity.

Reactive oxygen species release, vitamin E, fatty acid and phytosterol contents of artificially aged radish (Raphanus sativus L.) seeds during germination

Seeds of Raphanus sativus L. subjected to accelerated ageing were investigated for reactive oxygen species (ROS) release and for content of vitamin E (tocopherol, TOC, and tocotrienol, TOC-3), fatty acids and phytosterols in seed coats, cotyledons and embryonic axes during germination. In unaged seeds, ROS release occurred mainly in seed coats of non-imbibed seeds and in seedlings (48 h of imbibition). TOC and TOC-3 were mainly represented by the γ-isoform, abundant in embryonic axes. Fatty acids were mainly found in cotyledons. In seed coat and embryonic axis, phytosterols consisted mainly of sitosterols. The effects of ageing were mainly visible in embryonic axes at 48 h of imbibition. Deterioration was associated with a decrease in fresh weight increase percentage, germination percentage, α-TOC and total fatty acid content. An increase in ROS release from seed coats and in γ-TOC, δ-TOC, γ-TOC-3 content in embryonic axis was also observed. The use of γ-TOC and total fatty acids in embryonic axis as parameters of seed quality evaluation during storage was suggested.

Determination of glucosinolates in 19 Chinese medicinal plants with spectrophotometry and high-pressure liquid chromatography

Glucosinolates were evaluated in 19 traditional Chinese medicinal plants involved in seven different families: Brassicaceae, Capparaceae, Euphorbiaceae, Phytolaccaceae, Tropaeolaceae, Caricaceae and Rubiaceae. The total glucosinolate contents were determined by spectrophotometry. Results showed that the high contents of total glucosinolates were found in some herbs of Brassicaceae, Capparaceae and Euphorbiaceae families, while low total glucosinolate contents were observed in two Rubiaceae herbs. In addition, eight glucosinolates (glucoraphanin, glucoraphenin, sinalbin, sinigrin, progoitrin, 4-hydroglucobrassicin, glucoiberin and glucoibervirin) in these herbs were measured using HPLC, and the data showed that individual glucosinolates and their contents varied at different degrees among the distinct species. The highest contents of cancer-protective compounds were found in the seeds of Raphanus sativus L. (glucoraphenin), Sinapis alba (sinalbin) and Phyllanthus emblica L. (sinigrin).

Phytotoxic activities of Mediterranean essential oils.

Twelve essential oils from Mediterranean aromatic plants were tested for their phytotoxic activity, at different doses, against the germination and the initial radicle growth of seeds of Raphanus sativus, Lactuca sativa and Lepidium sativum. The essential oils were obtained from Hyssopus officinalis, Lavandula angustifolia, Majorana hortensis, Melissa officinalis, Ocimum basilicum, Origanum vulgare, Salvia officinalis and Thymus vulgaris (Lamiaceae), Verbena officinalis (Verbenaceae), Pimpinella anisum, Foeniculum vulgare and Carum carvi (Apiaceae). The germination and radicle growth of tested seeds were affected in different ways by the oils. Thyme, balm, vervain and caraway essential oils were more active against both germination and radicle elongation.

Two novel sulfur compounds from the seeds of Raphanus sativus L.

The seeds of Raphanus sativus L., known as Lai-fu-zi in traditional Chinese Medicine, are always roasted before clinical use for avoiding nausea. During an investigation of the chemical difference between roasted and pre-roasted products, two novel sulfur-containing compounds, which mainly existed in the pre-roasted products, were isolated. Their structures and absolute configurations were established by spectroscopic and X-ray diffraction analysis.

Synthesis of raphanuside, an unusual oxathiane-fused thioglucoside isolated from the seeds of Raphanus sativus L.

Raphanuside (1), an unusual oxathiane-fused thioglycoside isolated from the seeds of Raphanus sativus L., was synthesized via 10 steps and in 11% overall yield. [Display omitted]

Transgene Stacking and Coordinated Expression of Plant Defensins Confer Fungal Resistance in Rice

Abstract Transgenic rice with cleavable chimeric polyprotein and single-protein gene constructs placed under the control of single maize ubiquitin promoter were generated by Agrobacterium tumefaciens-mediated transformation. The polyprotein precursor consists of a leader peptide and two different antimicrobial proteins (AMPs), Dm-AMP1 and Rs-AFP2, from the seeds of Dahlia merckii and Raphanus sativus, respectively. These genes were linked by a 16 amino acid Ib-AMP linker peptide region isolated from the seeds of Impatiens balsamina. Average expression of Dm-AMP1 and Rs-AFP2 was 8.35 ± 0.56 and 8.1 ± 0.6 2 g/mg of total soluble proteins in the leaf extracts of transgenic plants. Plants transformed with polyprotein construct showed significantly improved disease resistance against Magnaporthe oryzae and Rhizoctonia solani by 90% and 79%, respectively, as compared to untransformed plants. The plants transformed with polyprotein construct were more resistant to M. oryzae compared to plants transformed with control single-gene constructs of Dm-AMP1 and Rs-AFP2. The chimeric polyprotein was cleaved and present in equimolar concentration in transgenic rice and the individual AMPs were secreted into the extracellular space. The results of in vitro, in planta, and microscopic analyses suggest that chimeric polyprotein expression has the potential to provide broad-spectrum disease resistance in rice.

A New Cyclo-thioglucoside from the Seeds of Raphanus sativus L.

A cyclo-thioglucoside named as raphanuside was isolated from the seeds of Raphanus sativus L.. The structure of raphanuside was determined on the basis of extensive spectroscopic means including HR-FAB-MS, ID and 2D NMR experiments.

Síntese e avaliação da propriedade reguladora de crescimento vegetal de compostos indólicos derivados do safrol

The present work describes the use of piperonal, a derivative of the secondary metabolite safrole, for the synthesis of new 5,6-methylenedioxysubstituted indole carboxylic acids structurally related to the indol-3-yl-acetic acid (AIA, I). The route comprises six steps beginning with piperonal with an overall yield of 19%. Compound IX was tested towards its plant growth regulator properties in bioassays specific for auxine activity. The in vitro assays were performed in a germination chamber and were of two types: root growth in germinated seeds of Lactuca sativa, Cucumbis sativus and Raphanus sativus and peciole biotest using Phaseolus vulgaris.

Thioglucosides from the Seeds of Raphanus sativus L.

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Thioglucosides from the Seeds of Raphanus sativus L.

AbstractThree new thioglucosides, (4E)‐5‐{6‐O‐[(2E)‐3‐(4‐hydroxy‐3‐methoxyphenyl)prop‐2‐enoyl]‐β‐glucopyranosylsulfanyl}pent‐4‐enenitrile (1), (4E)‐5‐{6‐O‐[(2E)‐3‐(4‐hydroxy‐3,5‐dimethoxyphenyl)prop‐2‐enoyl]‐β‐glucopyranosylsulfanyl}pent‐4‐enenitrile (2) and its (4Z)‐isomer 3, were isolated from the seeds of Raphanus sativus L. (radish), together with two known compounds. Their structures were determined by spectroscopic methods, including UV/VIS, 1D‐ and 2D‐NMR, FAB‐ and HR‐FAB‐MS experiments.

Neutral glycolipids of the filamentous fungus Neurospora crassa:altered expression in plant defensin-resistant mutants

To defend themselves against fungal pathogens, plants produce numerous antifungal proteins and peptides, including defensins, some of which have been proposed to interact with fungal cell surface glycosphingolipid components. Although not known as a phytopathogen, the filamentous fungus Neurospora crassa possesses numerous genes similar to those required for plant pathogenesis identified in fungal pathogens (Galagan, J. E., et al. 2003. Nature 422: 859-868), and it has been used as a model for studying plant-phytopathogen interactions targeting fungal membrane components (Thevissen, K., et al. 2003. Peptides. 24: 1705-1712). For this study, neutral glycolipid components were extracted from wild-type and plant defensin-resistant mutant strains of N. crassa. The structures of purified components were elucidated by NMR spectroscopy and mass spectrometry. Neutral glycosphingolipids of both wild-type and mutant strains were characterized as beta-glucopyranosylceramides, but those of the mutants were found with structurally altered ceramides. Although the wild type expressed a preponderance of N-2'-hydroxy-(E)-Delta3-octadecenoate as the fatty-N-acyl component attached to the long-chain base (4E,8E)-9-methyl-4,8-sphingadienine, the mutant ceramides were found with mainly N-2'-hydroxyhexadecanoate instead. In addition, the mutant strains expressed highly increased levels of a sterol glucoside identified as ergosterol-beta-glucoside. The potential implications of these findings with respect to defensin resistance in the N. crassa mutants are discussed.

Conversion of the Carbohydrate Structures of Glycoproteins in Roots of Raphanus sativus Using Several Glycosidase Inhibitors

An attempt was made to convert the N-glycan structures in Raphanus sativus seeds during germination with a view to develop a method for regulating the N-glycan structures using glycosidase inhibitors. The N-glycan structures of glycoproteins in the roots of seedlings germinated for three days were analyzed by hydrazinolysis followed by N-acetylation, pyridylamination and HPLC. Pyridylaminated sugar chains obtained in the absence of the inhibitors had plant type structures consisting of Man(3)FucXylGlcNAc(2)(M3FX), Man(5-9)GlcNAc(2)(high-Man) and GlcNAc(1-2)Man(3)FucXylGlcNAc(2)(GnM3FX and Gn2M3FX). When germinated in the presence of a glucosidase inhibitor (castanospermine or deoxynojirimycin), the amount of glucosyl high-Man-type structure increased and plant growth was inhibited. When germinated in the presence of a mannosidase inhibitor (swainsonine or deoxymannojirimycin), the amount of the high-Man-type structure increased and that of M3FX was low, and the growth was normal. In the presence of 2-acetamido 1, 2 di-deoxynojirimycin, those of GnM3FX and Gn2M3FX increased and the growth was normal. These results show that the N-glycan processing in both the endoplasmic reticulum (ER) and Golgi apparatus can be controlled artificially using glycosidase inhibitors, and that the glucosidase inhibitors could be useful for the study of the function of N-glycans in plants.

Synthesis of New Substituted 6‐Ureidopurines and 6‐Ureido‐9‐(2,3,5‐triacetyl ribofuranosyl)purines Having Cytokinin (Plant Growth Promoting) Activity.

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Processing in transgenic Arabidopsis thaliana plants of polyproteins with linker peptide variants derived from the Impatiens balsamina antimicrobial polyprotein precursor

We have previously developed a method for expression in Arabidopsis thaliana L. of transgenes encoding cleavable chimaeric polyprotein precursors. The polyprotein precursors consisted of a leader peptide and two different antimicrobial proteins (AMPs), DmAMP1 originating from Dahlia merckii seeds and a variant form of RsAFP2 originating from Raphanus sativus seeds, which were linked by an intervening linker peptide sequence originating from a natural polyprotein occurring in seeds of Impatiens balsamina. By altering the amino acid sequence of the linker peptide separating the two AMPs, we now show that it is possible to improve the accuracy of polyprotein precursor cleavage, leading to the release of both the AMPs with either no or a few additional amino acids derived from the linker peptide. Furthermore, subcellular localization indicated that both the AMPs are predominantly present in the extracellular fluid of the transgenic plants.

Transgenic expression in Arabidopsis of a polyprotein construct leading to production of two different antimicrobial proteins.

We developed a method for expression in Arabidopsis of a transgene encoding a cleavable chimeric polyprotein. The polyprotein precursor consists of a leader peptide and two different antimicrobial proteins (AMPs), DmAMP1 originating from Dahlia merckii seeds and RsAFP2 originating from Raphanus sativus seeds, which are linked by an intervening sequence ("linker peptide") originating from a natural polyprotein occurring in seed of Impatiens balsamina. The chimeric polyprotein was found to be cleaved in transgenic Arabidopsis plants and the individual AMPs were secreted into the extracellular space. Both AMPs were found to exert antifungal activity in vitro. It is surprising that the amount of AMPs produced in plants transformed with some of the polyprotein transgene constructs was significantly higher compared with the amount in plants transformed with a transgene encoding a single AMP, indicating that the polyprotein expression strategy may be a way to boost expression levels of small proteins.

Pelletization of seeds of Raphanus sativus L. cv. Redondo Gigante with graphite for germination under water stress conditions

The effect of water stress on germination of radish seeds is dependent on the presence of light. The effect of pelletization of radish seeds with powdered graphite on the tolerance to water stress under light was analysed. White light and far-red lights were filtered by graphite increasing slightly the tolerance of pelleted seeds to water stress of -0.77MPa. Although red light also inhibited seed germination the graphite had no effect. We propose the pelletization of seeds of Raphanus sativus, at least in cv redondo gigante with graphite as a pratice before planting to increase the tolerance to water stress.

Strong resistance of Arabidopsis thaliana and Raphanus sativus seeds for ionizing radiation as studied by ESR, ENDOR, ESE spectroscopy and germination measurement: Effect of long-lived and super-long-lived radicals

Abstract Resistance of seeds for ionizing radiation effects on Arabidopsis thaliana and Raphanus sativus seeds were investigated by ESR, ENDOR, ESE spectroscopy and germination measurement. Two types of free radicals, such as long-lived (LL) and super-long-lived (SL) radicals, were produced by the γ -irradiation in the seeds. More than 90% of the 1 kGy-irradiated-seeds can germinate probably by decreasing the LL radicals by absorbing water. 10 kGy-irradiated-seeds cannot germinate at all probably due to the existence of significant amounts of the SL radicals even after absorbing water.