Galanthamine biosynthesis in plant in vitro systems

Berkov, Strahil; Ivanov, Ivan; Georgiev, Vasil; Codina, Carles; Pavlov, Atanas

doi:10.1002/elsc.201300159

Cited by 36 publications

(28 citation statements)

References 40 publications

(85 reference statements)

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Section: Introductionmentioning

confidence: 99%

“…These studies showed a clear correlation between alkaloid accumulation and a number of biological, chemical and physical factors. Among the biological factors, let's focus on the importance of cell differentiation [23,24]. According to Stanilova et al [25], galanthamine content in L. aestivum directly regenerated bulblets was 10 times greater than in L. aestivum callus-derived shoots (over 1 mg/g DW vs. 0.1 to 0.2 mg/g DW).…”

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confidence: 99%

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Stimulating effect of both 4’‐O‐methylnorbelladine feeding and temporary immersion conditions on galanthamine and lycorine production by Leucojum aestivum L. bulblets

Saliba

Ptak

Boisbrun

et al. 2016

Engineering in Life Sciences

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Bulb cultures of Leucojum aestivum and L. aestivum 'Gravety Giant' were subcultured in medium containing the precursor 4'-O-methylnorbelladine (MN) at various concentrations [0 (control), 0.15 and 0.3 g/L]. The cultures were conducted in bioreactor RITA R and lasted for 15, 30, 40 and 50 days. The growth rate and the alkaloid accumulation in bulblets were studied. For this latter purpose, a purification method was developed. It comprised a highly selective solid phase extraction using on the one hand, UPTI-CLEAN SI and SCX cartridges for plant extracts and on the other hand, 2H cartridges for culture media. Pure alkaloidal fractions were, thus, analyzed by LC-ESI-MS allowing the quantitative evaluation of galanthamine and lycorine from culture extracts. Precursor feeding along with temporary immersion conditions was found to significantly improve the accumulation of both galanthamine and lycorine. The maximal concentrations of galanthamine (0.81 mg/g DW) and lycorine (0.54 mg/g DW) in L. aestivum bulblets were reached, respectively, after 40 days of culture with 0.15 g/L of precursor and after 30 days of culture with 0.3 g/L of precursor. In L. aestivum 'Gravety Giant' bulb cultures, 0.3 g/L of precursor was the best condition for both galanthamine (0.6 mg/g DW after 50 days) and lycorine (1.13 mg/g DW after 30 days).

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

Stimulating effect of both 4’‐O‐methylnorbelladine feeding and temporary immersion conditions on galanthamine and lycorine production by Leucojum aestivum L. bulblets

Saliba

Ptak

Boisbrun

et al. 2016

Engineering in Life Sciences

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“…Growth regulators significantly affect galanthamine biosynthesis by affecting cellular differentiation. However, as concluded by Berkov et al., growth regulators affect secondary metabolism differently in various in vitro cultures derived from the same plant . Their effect is specific to each individual culture.…”

Section: Resultsmentioning

confidence: 92%

4′‐O‐Methylnorbelladine feeding enhances galanthamine and lycorine production by Leucojum aestivum L. shoot cultures

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Ptak

Laurain-Mattar

2015

Engineering in Life Sciences

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Galanthamine and lycorine are Amaryllidaceae alkaloids that exhibit a wide range of pharmacological activities. Organic synthesis and plant extraction are the two main commercial sources of galanthamine. Since total organic synthesis is low yielding and complex, and the harvesting of plant biomass is causing wild plant depletion, in vitro cultures offer an alternative approach. Amaryllidaceae alkaloids can be regarded as derivatives of the common precursor 4′‐O‐methylnorbelladine via intramolecular oxidative phenol coupling. The aim of this work was to enhance the biosynthetic pathway of these alkaloids using in vitro techniques. The precursor 4′‐O‐methylnorbelladine was incorporated into the liquid medium of Leucojum aestivum shoot cultures at different concentrations (0, 0.05, 0.1, or 0.2 g/L). The cultures were conducted for various periods of time (15, 30, and 40 days). After alkaloid extraction and according to LC‐ESI‐MS analysis, the precursor highly stimulated the biosynthesis of both galanthamine (0.5 mg/g dry weight [DW], V/S 0.01 mg/g DW in the control sample, i.e. without precursor) and lycorine (0.2 mg/g DW, V/S 0.04 mg/g DW in the control sample) after its biotransformation by the shoot cultures. The optimal culture conditions for the production of both alkaloids were 0.1 g/L of precursor and 15 days of culture.

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“…4-O-methylnorbelladine is considered as a key intermediate. The biosynthesis of galanthamine involves the phenol oxidative coupling of O-methylnorbelladine, and then following further steps, galanthamine is produced [25].…”

Section: Biosynthesis Pathway Of Alkaloids: Different Facts In Cell Cmentioning

confidence: 99%

Alkaloids in Plant Cell Cultures

Ratnadewi¹

2017

Alkaloids - Alternatives in Synthesis, Modification and Application

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Alkaloids are natural substances used largely for human medication. Destruction of natural habitat of various alkaloid-producing plants has led to cultivation. But large areas of cultivation are required due to very low content of the substances, which presents a consequence of high production cost. Cell cultures, undifferentiated or differentiated, have exhibited the capacity to synthesize alkaloids in vitro, which may be developed as alternative source of phytochemicals. The discoveries of biosynthetic pathways, sites of stepwise synthesis, and accumulation of alkaloids in plant and cultured cells, also factors involving in or influencing those mechanisms, are all mosaics that build an increasingly obvious picture of the case. Despite enhancement in alkaloids production in in vitro culture through many kinds of manipulation, variability in the yield still occurs. Improvements on the basic knowledge of cell mechanisms, including metabolomics, along with genetic engineering are expectable to solve the problems.

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Galanthamine biosynthesis in plant in vitro systems

Cited by 36 publications

References 40 publications

Stimulating effect of both 4’‐O‐methylnorbelladine feeding and temporary immersion conditions on galanthamine and lycorine production by Leucojum aestivum L. bulblets

Stimulating effect of both 4’‐O‐methylnorbelladine feeding and temporary immersion conditions on galanthamine and lycorine production by Leucojum aestivum L. bulblets

4′‐O‐Methylnorbelladine feeding enhances galanthamine and lycorine production by Leucojum aestivum L. shoot cultures

Alkaloids in Plant Cell Cultures

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