Cytotoxicity of Flavonoids and Sesquiterpene Lactones from<i>Arnica</i>Species Against the GLC<sub>4</sub>and the COLO 320 Cell Lines

Woerdenbag, Herman J.; Merfort, Irmgard; Passreiter, C M; Schmidt, Thomas J.; Willuhn, Günter; Uden, W van; Pras, Niesko; Kampinga, Harm H.; Konings, Awt

doi:10.1055/s-2006-959526

Cited by 98 publications

(69 citation statements)

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“…19 Sesquiterpene lactones show a wide variety of remarkable biological activities, but many of them present strong cytotoxic properties, apparently due to the R, -unsaturated lactone group. [20][21][22][23] Some authors suspect that 11-hydroxysesquiterpenolides are the precursors of those compounds, and thus the unsaturated system could be released in small quantities, thereby attenuating the cytotoxic effect. 24 In previous papers 25,26 we reported the incubations of several 4 -hydroxyeudesmane compounds by the filamentous fungi Curvularia lunata ATCC 12017 and Rhizopus nigricans ATCC 10404.…”

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confidence: 99%

Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

et al. 2002

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Biotransformations of 4R-and 4 -hydroxyeudesmane derivatives by the filamentous fungus Gliocladium roseum were achieved. Hydroxylation at C-11 was the main action of this microorganism, producing new cryptomeridiol (12 and 14) and 4-epi-cryptomeridiol derivatives (6 and 7), respectively, in good yields. The biotransformation activity of G. roseum toward 4 -hydroxyeudesmane was focused on the isopropyl moiety, but more scattered on the 4R-hydroxylated derivative, acting in both the "A" and "B" rings and the isopropyl group of the molecule. Semisyntheses of 11-hydroxyeudesmanolides from the isolated 11,12-dihydroxylated metabolites were also accomplished and used in assigning the stereochemistry of hydroxylation.Gliocladium roseum CECT 2733, the anamorphic form of Nectria ochroleuca IMI 40022, is a filamentous fungus that has been used previously to hydroxylate the sesquiterpene patchoulol, 1 to biotransform a derivative of the diterpene varodiol, to produce an ent-Ambrox derivative, 2 and to carry out the bioconversion of a 4 -hydroxyeudesmane derivative. 3 Eudesmane sesquiterpenes are common in nature, 4,5 and in the past decade, several biotransformations of these kinds of compounds have been carried out to acquire products difficult to achieve by chemical means. [6][7][8][9][10][11][12][13][14][15][16] Cryptomeridiol is a natural sesquiterpene diol 17 that exerts a potent antispasmodic effect on the isolated rabbit ileum, 18 and 4-epi-cryptomeridiol is also a natural compound. 19 Sesquiterpene lactones show a wide variety of remarkable biological activities, but many of them present strong cytotoxic properties, apparently due to the R, -unsaturated lactone group. 20-23 Some authors suspect that 11-hydroxysesquiterpenolides are the precursors of those compounds, and thus the unsaturated system could be released in small quantities, thereby attenuating the cytotoxic effect. 24 In previous papers 25,26 we reported the incubations of several 4 -hydroxyeudesmane compounds by the filamentous fungi Curvularia lunata ATCC 12017 and Rhizopus nigricans ATCC 10404. The action of these microorganisms was directed mainly toward the isopropyl moiety; specifically, C. lunata was active toward C-12 and R. nigricans to C-11. Some of the best results were achieved on the 6 -acetoxy-1-keto derivative. Also we have described the incubations of some 4R-hydroxylated derivatives, 25,26 but with poor transformation results. Therefore, in this study we have chosen 6 -acetoxy-1-keto derivatives that are 4 -or 4R-hydroxylated to carry out several biotransformations with the microorganism G. roseum. Results and Discussion6 -Acetoxy-4 -hydroxyeudesman-1-one (1) and its 4R-epimer compound (2) were obtained respectively, by Jones' oxidation at C-1, from the natural compounds 3 27 and 4. 28 Incubation of substrate 1 with G. roseum for 9 days yielded the metabolites 5 (3%), 6 (6%), 7 (58%), and 8 (4%).Metabolite 5 had a molecular formula of C 17 H 26 O 5 , which indicated the presence of an additional oxygen atom and the absence of two hydrog...

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Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

et al. 2002

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“…Together with the treatment with the anabolic steroids, 2% horse serum was added (Invitrogen, Brazil) to the culture for the induction of differentiation of muscle cells 17 . The methodology used to analyze cell viability is based on the ability of the mitochondrial dehydrogenase enzyme, found only in viable cells, in cleavage of the tetrazolium ring of the MTT method (3-[4,5-dimethylthiazol -2-il]-2,5 diphenyltetrazolium) 18,19 , forming dark-blue formazan crystals, which are impermeable to cell membranes, therefore, they are retained inside the viable cells. The posterior cell lyses releases these formazan salts.…”

Section: Cell Viability (Proliferation) Assay (Mtt)mentioning

confidence: 99%

Effects of nandrolone decanoate on the viability of muscle satellite cells during the differentiation process

et al. 2014

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| Studies indicate that the anabolic nandrolone decanoate (Deca-Durabolin®) can modulate cell cycle regulation, but little is known about its effects on muscle cells. Anabolic steroids are used, especially by athletes, to improve muscle mass and performance in the practice of exercises. The aim of this study was to evaluate the effect of the anabolic Deca-Durabolin® on the proliferation of skeletal muscle precursor cells C2C12. Cells were grown in Dulbecco's Modified Eagle Medium (DMEM), being supplemented with 10% Fetal Bovine Serum (FBS) and subjected to differentiation by the addition of 2% horse serum. They were incubated with anabolic at concentrations of 5, 10, 25 and 50 µM. The groups that received no anabolic or vehicle served as controls. The viability (proliferation) was evaluated by the MTT method (3-[4,5-Dimethylthiazol-2yl]-2,5-diphenyltetrazolium bromide; Thiazolyl blue) after one, three and five days of incubation. Three independent experiments were performed in each of the mentioned conditions, and the results were submitted to statistical analysis with significance level of p≤0.05 (ANOVA/Dunnett). Results showed no difference in viability between muscle cells treated with anabolic and the control cultures in all parameters. In conclusion, nandrolone, at the used concentrations, was not able to alter the viability of muscle C2C12 satellite cells. Keywords | Anabolic; Athletes; Muscle Cells; Nandrolone; Cell Proliferation; Cell Differentiation.resumo | Os anabolizantes são utilizados, especialmente por atletas, com o intuito de aumento da massa muscular e melhora do desempenho. Este estudo objetivou avaliar o efeito do anabolizante Deca-Durabolin® sobre a viabilidade (proliferação) de células satélites musculares C2C12 induzidas à diferenciação, mimetizando o processo de reparo após lesão. As células foram cultivadas em Meio Eagle Modificado por Dulbecco (DMEM) suplementado com 10% de Soro Fetal Bovino (SFB) e submetidas à diferenciação pela adição de 2% de soro de cavalo e concomitantemente incubadas com o anabolizante nas concentrações de 5, 10, 25 e 50 µM. Os grupos que não receberam o anabolizante nem o veículo serviram como controle. A viabilidade (proliferação) foi avaliada após um, três e cinco dias, utilizando o método de MTT (3-[4,5-dimetiltriazol-2-il]-2,5 difeniltetrazólio). Foram realizados três experimentos independentes, em cada condição citada, e os resultados submetidos à análise estatística com nível de significância de p≤0,05% (ANOVA/Dunnet). Os resultados permitiram verificar que não houve diferença na viabilidade entre células musculares tratadas com o anabolizante e induzidas à diferenciação e as culturas

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“…Cell viability was performed with an MTT-based colorimetric assay [10]. Cells in 96-well plates (1×10 5 cells/well) were exposed to EMF at 37 o C for 4 or 16 h. 20μl of MTT solution (5 mg/ml in phosphate buffered saline) was added and further incubated for 3 h. After aspirating the supernatant from the wells, 100μl of dimethyl sulfoxide was added to dissolve the formazan crystals.…”

Section: Mtt Assaymentioning

confidence: 99%

Intracellular Ca²⁺Mobilization and Beta-hexosaminidase Release Are Not Influenced by 60 Hz-electromagnetic Fields (EMF) in RBL 2H3 Cells

Hwang

Song

Kim

et al. 2011

Korean J Physiol Pharmacol

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Cytotoxicity of Flavonoids and Sesquiterpene Lactones fromArnicaSpecies Against the GLC₄and the COLO 320 Cell Lines

Cited by 98 publications

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Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

Effects of nandrolone decanoate on the viability of muscle satellite cells during the differentiation process

Intracellular Ca²⁺Mobilization and Beta-hexosaminidase Release Are Not Influenced by 60 Hz-electromagnetic Fields (EMF) in RBL 2H3 Cells

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Cytotoxicity of Flavonoids and Sesquiterpene Lactones fromArnicaSpecies Against the GLC4and the COLO 320 Cell Lines

Cited by 98 publications

References 0 publications

Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

Chemical-Microbiological Synthesis of Cryptomeridiol Derivatives by Gliocladium roseum: Semisynthesis of 11-Hydroxyeudesmanolides

Effects of nandrolone decanoate on the viability of muscle satellite cells during the differentiation process

Intracellular Ca2+Mobilization and Beta-hexosaminidase Release Are Not Influenced by 60 Hz-electromagnetic Fields (EMF) in RBL 2H3 Cells

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Cytotoxicity of Flavonoids and Sesquiterpene Lactones fromArnicaSpecies Against the GLC₄and the COLO 320 Cell Lines

Intracellular Ca²⁺Mobilization and Beta-hexosaminidase Release Are Not Influenced by 60 Hz-electromagnetic Fields (EMF) in RBL 2H3 Cells