A rapid quantitative method for the analysis of sesquiterpene phytoalexins by high performance liquid chromatography

Moreau, Robert A.; Preisig, Carol L.; Osman, Stanley F.

doi:10.1002/pca.2800030307

Cited by 7 publications

(2 citation statements)

References 10 publications

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“…The dried sample was analyzed by GC-MS as described previously . Alternatively, an HPLC procedure was used as described previously (Moreau et al, 1992).…”

Section: Capsidiol Analysismentioning

confidence: 99%

Abscisic Acid Negatively Regulates Elicitor-Induced Synthesis of Capsidiol in Wild Tobacco

et al. 2009

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In the Solanaceae, biotic and abiotic elicitors induce de novo synthesis of sesquiterpenoid stress metabolites known as phytoalexins. Because plant hormones play critical roles in the induction of defense-responsive genes, we have explored the effect of abscisic acid (ABA) on the synthesis of capsidiol, the major wild tobacco (Nicotiana plumbaginifolia) sesquiterpenoid phytoalexin, using wild-type plants versus nonallelic mutants Npaba2 and Npaba1 that are deficient in ABA synthesis. Npaba2 and Npaba1 mutants exhibited a 2-fold higher synthesis of capsidiol than wild-type plants when elicited with either cellulase or arachidonic acid or when infected by Botrytis cinerea. The same trend was observed for the expression of the capsidiol biosynthetic genes 5-epi-aristolochene synthase and 5-epi-aristolochene hydroxylase. Treatment of wild-type plants with fluridone, an inhibitor of the upstream ABA pathway, recapitulated the behavior of Npaba2 and Npaba1 mutants, while the application of exogenous ABA reversed the enhanced synthesis of capsidiol in Npaba2 and Npaba1 mutants. Concomitant with the production of capsidiol, we observed the induction of ABA 8#-hydroxylase in elicited plants. In wild-type plants, the induction of ABA 8#-hydroxylase coincided with a decrease in ABA content and with the accumulation of ABA catabolic products such as phaseic acid and dihydrophaseic acid, suggesting a negative regulation exerted by ABA on capsidiol synthesis. Collectively, our data indicate that ABA is not required per se for the induction of capsidiol synthesis but is essentially implicated in a stressresponse checkpoint to fine-tune the amplification of capsidiol synthesis in challenged plants.

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“…The dried sample was analyzed by GC-MS as described previously . Alternatively, an HPLC procedure was used as described previously (Moreau et al, 1992).…”

Section: Capsidiol Analysismentioning

confidence: 99%

Abscisic Acid Negatively Regulates Elicitor-Induced Synthesis of Capsidiol in Wild Tobacco

et al. 2009

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“…Also, a solid-phase extraction (SPE) method was used with absorption to polyamide and C 18 columns (21), and supercritical CO 2 extraction (22) has been used. Moreover, an high-performance liquid chromatography (HPLC) method employs cyanopropyl-bonded phase column for analysis of sesquiterpene phytoalexins such as capsidiol has been developed (23). In this work, we modified the extraction method for suspension cultures and leaves using polyamide and C 18 columns, and we describe a new simple method for analysis and quantification of capsidiol content by reversed-phase HPLC on a C 8 column with diode array detector (DAD).…”

Section: Introductionmentioning

confidence: 99%

Determination of Capsidiol in Tobacco Cells Culture by HPLC

Literáková

Lochman

Zdráhal

et al. 2010

Journal of Chromatographic Science

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Capsidiol is a bicyclic sesquiterpene, which accumulates extracellularly in plants, and has been isolated from many types of Solanaceae. It acts as a phytoalexin produced by Nicotiana tabacum in response to pathogens. Capsidiol has antifungal activity and is formed first in tobacco and pepper plants after infestation. The amount of capsidiol in tobacco cell suspension culture has been previously determined by solid-phase extraction and organic solvent extraction with thin-layer chromatography or gas chromatography analysis. A high-performance liquid chromatography method with UV detection at 210 nm on a C(8) column utilizing both extraction methods was developed to analyze capsidiol in suspension cell culture. The HPLC method was linear in the concentration range of 0.1-2.0 mg/L. The lower limit of quantitation was 0.1 mg/L. Organic solvent extraction and solid-phase extraction methods were compared. Both methods are generally similar in their overall efficiency (82% and 75%, respectively), but eliminations of interfering compounds are different. The relative standard deviation across five extractions of known amounts of capsidiol from plant sample was less than 5.1%. The relative standard deviation across five elicitations of cell cultures was less than 5.9%. Gas chromatography-mass spectrometry and liquid chromatography-mass spectrometry analysis of capsidiol was performed, and corresponding mass spectra are presented.

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Plant Sesquiterpenes and other Terpenoids

Kouloura

Tchoumtchoua

Halabalaki

et al. 2014

Encyclopedia of Analytical Chemistry

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Terpenoids constitute one of the most numerous and structurally varied chemical group of natural products (>40,000) broadly abundant in the plant kingdom. Among them, sesquiterpenoids and other related low mass terpenoids encompass a largely studied and widely distributed subgroup. Apart from their essential physiological role in plant organisms, these secondary metabolites demonstrate important physicochemical and biological properties, enabling their exploitation as medicinal, cosmetic, or agrochemical agents. Mainly owing to their unique structural features, they comprise a highly promising area among natural products and, especially, in the discovery of novel pharmacological active compounds. During this effort, several analytical techniques, approaches, and methodologies have been applied, and numerous new have been lately introduced. In this chapter, the main techniques that are incorporated in the analysis of sesquiterpenoids and small terpenoids are presented with emphasis in recent advances and approaches. Specifically, new extraction and separation techniques, methodologies for the analysis and characterization, and detection and identification of sesquiterpenoids and related compounds are discussed using examples from the plant kingdom.

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A rapid quantitative method for the analysis of sesquiterpene phytoalexins by high performance liquid chromatography

Cited by 7 publications

References 10 publications

Abscisic Acid Negatively Regulates Elicitor-Induced Synthesis of Capsidiol in Wild Tobacco

Abscisic Acid Negatively Regulates Elicitor-Induced Synthesis of Capsidiol in Wild Tobacco

Determination of Capsidiol in Tobacco Cells Culture by HPLC

Plant Sesquiterpenes and other Terpenoids

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