<i>In Vitro</i>Multiplication of<i>Lobelia inflata</i>Plants and their Alkaloid Production

Szöke, Éva; Krajewska, Anna; Neszmélyi, András; Pomazi, A.; Mészáros, Ágnes

doi:10.1055/s-2006-961626

Cited by 8 publications

(4 citation statements)

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“…Plant material was obtained from field cultivation of in vitro organized cultures of L. inflata L. In vitro propagation was initiated from seedlings by adventitious shoot induction. Methods of culturing have been published …”

Section: Methodsmentioning

confidence: 99%

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HPLC‐ESI‐MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L

Kursinszki

Szöke

2015

J. Mass Spectrom.

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There is a renewed interest in lobelia alkaloids because of their activity on the central nervous system. Lobeline, the most active of them, a nicotinic receptor ligand and neurotransmitter transporter inhibitor, is a candidate pharmacotherapy for metamphetamine abuse. In the present work, high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometry in positive ion mode was used for investigating the alkaloid profile in Lobelia inflata L. Chromatographic separations were achieved on a Gemini C6-phenyl reversed-phase column providing good peak shape and improved selectivity. Being mostly 2,6-disubstituted piperidines, lobelia alkaloids presented abundant [M + H](+) ions with typical fragmentation. Identification was possible from a few specific ions, especially those resulting from excision of one of the substituents. Based on fragmentation pattern of lobeline as reference compound, 52 alkaloids were identified in the aqueous methanolic extract of L. inflata in contrast to the previously known some 20. Structural variability of these alkaloids identified arises basically from their substituents which can be phenyl-2-ketoethyl- or phenyl-2-hydroxyethyl units as well as their methyl-, ethyl- or propyl- homologues attached in different combinations. Several propyl homologue lobelia alkaloids and five hydroxypiperidine derivatives were found in the plant at the first time. In addition to 8-O-esters of 2-monosubstituted piperidine alkaloids previously reported by us in L. inflata, a 3-hydroxy-3-phenylpropanoic acid ester of hydroxyallosedamine ring-substituted was also identified as a new natural product. High-performance liquid chromatography-electrospray ionization tandem mass spectrometry can be successfully applied to Lobeliacae plant samples in the routine screening for new and known bioactive constituents, quality control of the crude drug, lobelia herba, alkaloid production studies, breeding and chemotaxonomy.

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Section: Methodsmentioning

confidence: 99%

“…Previously, the biosynthetic activity of cell suspension‐, callus‐, organized‐ and genetically transformed hairy root cultures of L . inflata has been reported . Our more recent collaborative studies were conducted with the goal of introducing this species into cultivation in Hungary.…”

Section: Introductionmentioning

confidence: 99%

HPLC‐ESI‐MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L

Kursinszki

Szöke

2015

J. Mass Spectrom.

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“…Investigations into the growth and alkaloid production in cell suspension-, callus-, and organized cultures from L. inflata have shown that these cultures are able to synthesize the characteristic alkaloids of the intact plant (Krajewska et al 1987;Szőke et al 1992Szőke et al , 1998Máthé et al 2006;Takács-Hájos et al 2007). The biosynthetic activity of genetically transformed hairy root cultures of L. inflata has also been studied (Yonemitsu et al 1990;Ishimaru et al 1991Ishimaru et al , 1992.…”

Section: Introductionmentioning

confidence: 99%

Enhancement of the anti-addictive lobeline and related alkaloid production of in vitro micropropagated Lobelia inflata L.

Bányai

Vojnich

Máthé

et al. 2014

In Vitro Cell.Dev.Biol.-Plant

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Lobelia inflata L. is a medicinally important species that contains numerous piperidine alkaloids. The main alkaloid lobeline is used as a respiratory stimulant. Recently, there have been studies that report on its effect on the central nervous system, drug abuse, and multidrug resistance. We have studied the piperidine alkaloid formation of in vitro cultivated L. inflata on solid Murashige and Skoog medium. With the aim of increasing the anti-addictive lobeline production, we have investigated the effect of changing MgSO 4 levels of the medium. The compounds (−)-lobeline, norlobelanine, lobelanidine-(−)-8-ethyl-10-phenyl-norlobelionol, (−)-8-ethyl-10-phenyl-lobelionol, norlobeline, lobelidine, and lobelanine were identified by HPLC-tandem mass spectrometry (MS/MS). We studied the effect of changing the MgSO 4 levels on the content of lobeline and its derivatives for in vitro cultivated L. inflata. The highest lobeline content was measured in roots cultured on 185 mg L −1 MgSO 4 -containing medium; this value was 2.5 times higher (232.4 μg g −1 ) than in the control cultures. The greatest (fourfold) increase was observed in lobelidine (71.61 μg g −1 ). Addition of MgSO 4 at 740 mg L −1 resulted in the highest lobeline contents in the herba (aerial tissues; 267.8 μg g −1 ), whereas maximum lobeline production was achieved by a further increase in the MgSO 4 level (1,480 mg L −1 ), due to an intensive increase in biomass production. A slight increase was observed in the amount of lobeline derivatives in the herba grown in 740 mg L −1 MgSO 4 -containing medium. The most significant increase (25%) was recorded in the level of norlobelanine.

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“…The main alkaloid is lobeline, which has a stimulatory effect on the respiratory centre. The investigation of the growth and alkaloid production in cell suspension-, callus-and organized cultures from L. inflata showed that these cultures are able to synthesize the characteristic alkaloids of the intact plant (Krajewska et al, 1987;Szőke et al, 1992Szőke et al, , 1998. The biosynthetic activity of genetically transformed hairy root cultures of L. inflata has also been studied (Ishimaru et al, 1991(Ishimaru et al, , 1992Yonemitsu et al, 1990;Bálványos et al, 2001Bálványos et al, , 2002.…”

Section: Introductionmentioning

confidence: 99%

Cultivation of Lobelia Inflata L. Hairy Root Culture in Bioreactor

Bányai¹,

Bálványos²,

Kursinszki³

et al. 2003

Acta Hortic.

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We have studied the biomass and alkaloid production of genetically transformed hairy root cultures of Lobelia inflata L.. The hairy root clone 8009/h7 transformed with Agrobacterium rhizogenes strain R1601 was cultivated on B5 liquid media containing 3% sucrose. The bioactive compounds were analysed by HPLC, the total alkaloid content was determined by spectrophotometry in the hairy roots and in the liquid medium. The bioreactor cultures produced an increased biomass and quantity of total alkaloids, but lobeline was not measurable in the tissues and in the medium. 1.7 mg/g total alkaloid content was found in the hairy root tissues. The total alkaloid production in the culture medium (14.3 mg) was higher than in the tissues (10.46 mg). Polyacetylenes were detected both in the tissues and in the liquid medium.

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In VitroMultiplication ofLobelia inflataPlants and their Alkaloid Production

Cited by 8 publications

References 0 publications

HPLC‐ESI‐MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L

HPLC‐ESI‐MS/MS of brain neurotransmitter modulator lobeline and related piperidine alkaloids in Lobelia inflata L

Enhancement of the anti-addictive lobeline and related alkaloid production of in vitro micropropagated Lobelia inflata L.

Cultivation of Lobelia Inflata L. Hairy Root Culture in Bioreactor

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