The effect of varying hormonal and precursor supplementations on levels of nicotine and related alkaloids in cell cultures ofNicotiana tabacum

Lockwood, G.; Essa, Abdusalam

doi:10.1007/bf02441012

Cited by 20 publications

(5 citation statements)

References 8 publications

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“…It has been suggested that anabasine or anatabine is a biosynthetic precursor of anatalline. 45 Anatalline is produced in cell cultures of Nicotiana tobacum , 45,71 at concentrations higher than those of nicotine, and a geometric isomer has been detected as well. 45 In our extracts of tobacco analyzed by GC-MS or LC-MS/MS we did not find evidence of an isomeric substance, although it is possible that an isomer, if present, was not separated by our chromatographic systems.…”

Section: Discussionmentioning

confidence: 99%

Nicotelline: A Proposed Biomarker and Environmental Tracer for Particulate Matter Derived from Tobacco Smoke

Jacob

Goniewicz

Havel

et al. 2013

Chem. Res. Toxicol.

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Particulate matter (PM) derived from tobacco smoke contains numerous toxic substances. Since the PM and gas phase of tobacco smoke may distribute differently in the environment, and substances in them may have different human bioavailability, multiple tracers and biomarkers for tobacco smoke constituents are desirable. Nicotelline is a relatively non-volatile alkaloid present in tobacco smoke, and therefore it has the potential to be a suitable tracer and biomarker for tobacco smoke-derived PM. We describe experiments demonstrating that nicotelline is present almost entirely in the PM, in both freshly generated cigarette smoke and aged cigarette smoke. An excellent correlation between the mass of nicotelline and the mass of the PM in aged cigarette smoke was found. We also describe experiments suggesting that the main source of nicotelline in tobacco smoke is dehydrogenation of another little-studied tobacco alkaloid, anatalline, during the burning process. We show that nicotelline metabolites can be measured in urine of smokers, and that nicotelline can be measured in house dust from homes of smokers and non-smokers. We conclude that nicotelline should be useful as a tracer and biomarker for PM derived from tobacco smoke.

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Section: Discussionmentioning

confidence: 99%

Nicotelline: A Proposed Biomarker and Environmental Tracer for Particulate Matter Derived from Tobacco Smoke

Jacob

Goniewicz

Havel

et al. 2013

Chem. Res. Toxicol.

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“…This is particularly true of alkaloids where, although feeding o f the amino acid precursor may lead to small stimulations in the range of 2-to 5-fold [1,2,3,4,5,6] it is equally likely to have no effect on [7,8,9] or to be detrimental to [10,11] production. This is particularly true of alkaloids where, although feeding o f the amino acid precursor may lead to small stimulations in the range of 2-to 5-fold [1,2,3,4,5,6] it is equally likely to have no effect on [7,8,9] or to be detrimental to [10,11] production.…”

Section: Introductionmentioning

confidence: 99%

Uncharacteristic alkaloid synthesis by suspension cultures of Cinchona pubescens fed with L-tryptophan

Robins

Hanley

Richards

et al. 1987

Plant Cell Tiss Organ Cult

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The growth and alkaloid production of a liquid suspension culture of Cinchona pubescens has been studied, particularly with attention to the effect on the alkaloid spectrum of feeding cultures with L-tryptophan. This treatment did not enhance the production of any of the known alkaloids of Cinchona. Above 2 mM, however, the presence of the amino acid was toxic, causing extreme acidification of the medium and cell death. Under these conditions a number of indole and quinoline derivatives accumulated. The principal component of the alkaloid fraction proved to be norharman; indole-3-aldehyde was also isolated. Both these products probably occur by uncharacteristic metabolism of L-tryptophan. Furthermore, evidence for the degradation of endogenous alkaloids was obtained, as 4-hydroxymethylquinoline was also isolated. None of the known quinoline alkaloids of Cinchona, which were present in untreated cells, could be detected after L-tryptophan treatment, even when large amounts of culture were analysed. It is concluded that, in this instance, Cinchona alkaloid production cannot be improved by feeding with a precursor.Abbreviations. 2,4-D--2,4-dichlorophenoxyacetic acid, IAA--indoleacetic acid, BA--benzyladenine

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“…~~~ A number of attempts have been made to enhance the production of pyridine alkaloids by manipulating the culture medium. Replacement of nitrate with urea increased the 432 The highest yield of nicotine that has been reported thus far (5.3% of the dry weight) was obtained in a photomixotrophic suspension culture of N. tabacum at the end of an optimized three-stage protocol of manipulating the medium. 433 When transferred to a 20-litre-scale batch fermentor, however, the process yielded a much more modest 1 YO of nicotine.…”

Section: Pyridine Alkaloidsmentioning

confidence: 91%

Natural products from plant tissue culture

Ellis

1988

Nat. Prod. Rep.

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The effect of varying hormonal and precursor supplementations on levels of nicotine and related alkaloids in cell cultures ofNicotiana tabacum

Cited by 20 publications

References 8 publications

Nicotelline: A Proposed Biomarker and Environmental Tracer for Particulate Matter Derived from Tobacco Smoke

Nicotelline: A Proposed Biomarker and Environmental Tracer for Particulate Matter Derived from Tobacco Smoke

Uncharacteristic alkaloid synthesis by suspension cultures of Cinchona pubescens fed with L-tryptophan

Natural products from plant tissue culture

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