Cardenolide biosynthesis in light- and dark-grown Digitalis lanata shoot cultures

Eisenbeiß, M.; Kreis, Wolfgang; Reinhard, E.

doi:10.1016/s0981-9428(99)80062-x

Cited by 29 publications

(23 citation statements)

References 29 publications

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“…In case of D. ferruginea seedlings, lanatoside C and digoxin were higher than D. davisiana (Gurel et al 2011). It is noticeable that, Digitalis cardenolides are mainly stored in vacuole of mesophyll cells (Hoelz et al 1992; and the reduction in mesophyll cell size on the other hand implied the reduction in cardenolide content (Eisenbeiß et al 1999). Whereas D. ferruginea has broad leaves as compared to Turkish Digitalis endemic species (D. davisiana Heywood, D. cariensis Boiss., D. lamarckii Ivanina, and D. trojana Ivanina), this could be a reason for the higher cardenolides content.…”

Section: Germinated Seedlingsmentioning

confidence: 94%

“…The Acid hydrolysis of obtained extract was performed as mentioned (Eisenbeiß et al 1999). Cardenolide extraction in centrifuge tubes was vacuum dried.…”

Section: Sample Preparation Cardenolide Extraction and Acid Hydrolysismentioning

confidence: 99%

“…A 12b-hydroxlyase which catalyzes the hydroxylation of digitoxin and other cardenolides of the A-series to digoxin and the corresponding cardenolides of the C-series was isolated from suspension cultures of D.lanata (Petersen and Seitz 1985). Eisenbeiß et al (1999) reported that, shoot culture of D. lanata accumulated up to 0.6 lmol cardenolides when cultivated under continuous white light. After its transfer to permanent dark, the cardenolide content of cultured shoot gradually decreased and reached no-detectable levels after 12 weeks.…”

Section: Regenerated Plantletsmentioning

confidence: 99%

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Embryogenesis, plant regeneration and cardiac glycoside determination in Digitalis ferruginea subsp. ferruginea L

Verma

Yücesan

Şahin

et al. 2014

Plant Cell Tiss Organ Cult

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The present study reports, for the first time, an efficient in vitro plant regeneration protocol for Digitalis ferruginea subsp. ferruginea L. (rusty foxglove). We have used different concentrations of gibberellic acid (GA 3 ) on Murashige and Skoog (MS) medium to assess the germination frequency of seeds. High frequency of germination was achieved on MS medium with 1.0 mg l -1 GA 3 . 6-Benzylaminopurine (BAP) combined with a-naphtaleneacetic acid (NAA) or 2, 4-dichlorophenoxy acetic acid (2, 4-D) in the induction MS medium induced both somatic embryogensis and shoot organogenesis. The highest percentage of callus growth (85 %) was obtained when hypocotyl explants were cultured on MS medium containing 0.5 mg l -1 2, 4-D plus 1.0 mg l -1 BAP. The maximum mean number of somatic embryos (7.3 ± 1.3 embryos) or shoots (12.0 ± 1.1 shoots) per callus was obtained when medium contained 0.25 mg l -1 NAA plus 1.0 mg l -1 BAP or 0.5 mg l -1 NAA plus 2.0 mg l -1 BAP. The regenerated shoots easily rooted on MS medium. Higher amounts of lanatoside C [13.2 ± 0.5 mg 100 g -1 dry weight (dw)] and digoxin (2.93 ± 0.31 mg 100 g -1 dw) accumulation were obtained when shoots were obtained by indirect regeneration. We also investigated derivatives of cardenolides, i.e., digitoxigenin (730 ± 180 mg 100 g -1 dw), gitoxigenin (50 ± 20 mg 100 g -1 dw) and digoxigenin (490 ± 170 mg 100 g -1 dw) from natural samples.

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Section: Germinated Seedlingsmentioning

confidence: 94%

“…The Acid hydrolysis of obtained extract was performed as mentioned (Eisenbeiß et al 1999). Cardenolide extraction in centrifuge tubes was vacuum dried.…”

Section: Sample Preparation Cardenolide Extraction and Acid Hydrolysismentioning

confidence: 99%

Section: Regenerated Plantletsmentioning

confidence: 99%

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Embryogenesis, plant regeneration and cardiac glycoside determination in Digitalis ferruginea subsp. ferruginea L

Verma

Yücesan

Şahin

et al. 2014

Plant Cell Tiss Organ Cult

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“…Most scientists have reported that undifferentiated cultured cells either did not produce cardenolides or contained only trace amounts of cardenolides. Results indicated that cardenolide biosynthesis is basically dependent on morphological differentiation (Eisenbeib et al 1999).…”

Section: Introductionmentioning

confidence: 99%

Cardiotonic glycosides from biomass of Digitalis purpurea L. cultured in temporary immersion systems

Pérez-Alonso

Wilken²,

Gerth³

et al. 2009

Plant Cell Tiss Organ Cult

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Cardiotonic glycosides are extracted mostly from leaves of Digitalis plants. Commercial production of bioactive secondary metabolites by traditional agriculture is an inefficient process and can be affected by climatic and soil conditions. Strategies, based on in vitro culture methods, have been extensively studied to improve the production of specific plant derived chemicals. The aim of the present research was to obtain biomass of D. purpurea using the temporary immersion system (TIS) and to determine the content of cardiotonic glycosides (digitoxin, digoxin and lanatoside C) as secondary metabolites of commercial value for the pharmaceutical industry. Shoots were cultured in 1,000 ml TIS during 28 days. The effect of four immersion frequencies (once every 2, 4, 6, and 12 h) was studied. Biomass accumulation was influenced by immersion frequency. The maximum biomass accumulation (values in respect of fresh and dry weight) was obtained with immersions every 4 h (six immersions per day). HPLC analysis revealed the presence of digoxin and digitoxin for all immersion frequencies. No lanatoside C was detected in the biomass cultured in TIS. Digoxin concentrations varied depending on the frequencies tested. In contrast, the digitoxin content showed no dependency on the immersion frequency. Net production of digoxin and digitoxin per TIS were found to be higher with immersions every 4 h. The best net production of digitoxin and digoxin per TIS were 167.6 and 119.9 lg, respectively. The development of organ culture based on temporary immersion system can be a reliable method for the steady production of biomass for cardiotonic glycosides production, which is reported for the first time for Digitalis genus in this communication.

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“…Levels of plant carbon-based secondary compounds are partly under genetic control and determined in part by environmental conditions [21] therefore, in order to maximise the production of a specific natural product, it will be necessary to understand the various factors that control and influence its biosynthesis. In the case of Digitalis plants, previous studies have reported that cardenolide biosynthesis is basically dependent on morphological differentiation [22] and genotype [23], although numerous environmental factors may determine, in a greater or lesser degree, plant productivity. Thus, it is known the influence that mineral nutrients [24,25], CO2 and water stress [26], and light conditions [27] exert on cardenolide accumulation.…”

Section: Discussionmentioning

confidence: 99%

Investigation of Relationship Between Chemical Stress Factors and Certain Metabolites Including Cardenolides in Callus Cultures of Endemic Turkish Digitalis L. Species

Şahin¹,

Verma²,

Gürel³

2017

International Journal of Secondary Metabolite

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Abstract:The aim of the present research is to obtain relationship between different stress treatments [Cu (copper) and Hg (mercury)] and content of cardiac glycosides (digoxigenin, gitoxigenin, lanatoside C, digoxin and digitoxin) as secondary metabolites of commercial value for the pharmaceutical industry and to determine the antioxidant metabolites against stress conditions in callus cultures of endemic Turkish Digitalis species. The effects of different stress treatments on cardiotonic glycoside accumulation in D. lamarckii Ivanina, D. trojana Ivanina, D. davisiana Heywood and D. cariensis Boiss. ex Jaub. et Spach were investigated using HPLC. HPLC analysis revealed that all stress conditions were significantly effective at 5% significance level according to their control groups. The predominant cardiac glycoside was lanatoside C (Lan C) followed by digitoxin, digoxigenin, gitoxigenin and digoxin. No digoxin was detected in all treatments as well as in control groups. For the calibration curves, concentrations of 5, 10, 20, 30 and 40 mg/l digoxigenin, gitoxigenin, lanatoside C, digoxin and digitoxin were used (R 2 = 0.99). Cardenolides were eluted with acetonitrile (A) and water (B) gradients as follows: 0 to 20 min 20% (A), 80% (B); 20 to 23.40 min 30% (A), 70% (B); 23.40 to 30 min 25% (A), 75% (B) and 30 to 40 min 40% (A), 60%(B). Average peak area of the glycoside in samples was automatically calculated and monitored by ChemStation LC/MS software against that of standards. Enhanced production of cardenolides was achieved from callus cultures elicited with 50 μm CuSO4 and HgCl2. Higher amounts of cardenolides were obtained when callus of four Digitalis species were elicited with CuSO4. Results demonstrated that catalase (CAT, EC 1.11.1.6), superoxide dismutase (SOD, EC 1.15.1.1) activities, the total contents of phenolics and proline were markedly stimulated under stress conditions. All these results indicated that treatments have induced changes in the redox state of callus cells and suggest that this alteration change cardenolides accumulation and antioxidative status in Digitalis L. callus cultures.

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Cardenolide biosynthesis in light- and dark-grown Digitalis lanata shoot cultures

Cited by 29 publications

References 29 publications

Embryogenesis, plant regeneration and cardiac glycoside determination in Digitalis ferruginea subsp. ferruginea L

Embryogenesis, plant regeneration and cardiac glycoside determination in Digitalis ferruginea subsp. ferruginea L

Cardiotonic glycosides from biomass of Digitalis purpurea L. cultured in temporary immersion systems

Investigation of Relationship Between Chemical Stress Factors and Certain Metabolites Including Cardenolides in Callus Cultures of Endemic Turkish Digitalis L. Species

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