Determination of terpenoid indole alkaloids in hairy roots of <i>Rhazya stricta</i> (Apocynaceae) by GC‐MS

Akhgari, Amir; Laakso, Into; Seppänen‐Laakso, Tuulikki; Yrjönen, Teijo; Vuorela, Heikki; Oksman-Caldentey, Kirsi-Marja; Rischer, Heiko

doi:10.1002/pca.2567

Cited by 19 publications

(15 citation statements)

References 26 publications

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“…Contrarily, a pronounced enhancing elicitation effect of ethanol was described for tropane alkaloids in Anisodus hairy roots [38]. This could partly explain the differences between the average content of eburenine and vincanine in R. stricta wild type hairy roots analyzed in our previous study [24] and control cultures in the current experiments. However, it is important to stress that the elicitation experiments were performed years after the initial characterization and with different clones.…”

Section: Effect Of Elicitation On Alkaloid Accumulationmentioning

confidence: 53%

“…Alkaloid extraction from hairy roots and medium and GC-MS (Agilent, CA, USA) analyses were carried out as described in our previous report [24]. The quantification of major ten alkaloids was accomplished by dividing the base peak intensities, obtained from total ion current (TIC) analyses, by the base peak abundance of the internal standard (2,4 -dipyridyl; Tokyo Kasei, Tokyo, Japan).…”

Section: Extraction Of Alkaloids and Gc-ms Analysismentioning

confidence: 99%

“…Recently, we have established hairy roots, as an organ culture system, for R. stricta [23]. R. stricta alkaloids contain a broad spectrum of chemical structures and polarities, therefore, we initially developed various analytical methods to qualify and quantify alkaloids [23][24][25]. In our previous study, GC-MS was particularly used for the analyses of non-polar alkaloids [24].…”

Section: Introductionmentioning

confidence: 99%

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Methyljasmonate Elicitation Increases Terpenoid Indole Alkaloid Accumulation in Rhazya stricta Hairy Root Cultures

Akhgari

Laakso

Maaheimo

et al. 2019

Plants

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Methyl jasmonate is capable of initiating or improving the biosynthesis of secondary metabolites in plants and therefore has opened up a concept for the biosynthesis of valuable constituents. In this study, the effect of different doses of methyl jasmonate (MeJA) elicitation on the accumulation of terpenoid indole alkaloids (TIAs) in the hairy root cultures of the medicinal plant, Rhazya stricta throughout a time course (one-seven days) was investigated. Gas chromatography-mass spectrometry (GC-MS) analyses were carried out for targeted ten major non-polar alkaloids. Furthermore, overall alterations in metabolite contents in elicited and control cultures were investigated applying proton nuclear magnetic resonance (1H NMR) spectroscopy. Methyl jasmonate caused dosage- and time course-dependent significant rise in the accumulation of TIAs as determined by GC-MS. The contents of seven alkaloids including eburenine, quebrachamine, fluorocarpamine, pleiocarpamine, tubotaiwine, tetrahydroalstonine, and ajmalicine increased compared to non-elicited cultures. However, MeJA-elicitation did not induce the accumulation of vincanine, yohimbine (isomer II), and vallesiachotamine. Furthermore, principal component analysis (PCA) of 1H NMR metabolic profiles revealed a discrimination between elicited hairy roots and control cultures with significant increase in total vindoline-type alkaloid content and elevated levels of organic and amino acids. In addition, elicited and control samples had different sugar and fatty acid profiles, suggesting that MeJA also influences the primary metabolism of R. stricta hairy roots. It is evident that methyl jasmonate is applicable for elevating alkaloid accumulation in “hairy root” organ cultures of R. strica.

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Section: Effect Of Elicitation On Alkaloid Accumulationmentioning

confidence: 53%

Section: Extraction Of Alkaloids and Gc-ms Analysismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Methyljasmonate Elicitation Increases Terpenoid Indole Alkaloid Accumulation in Rhazya stricta Hairy Root Cultures

Akhgari

Laakso

Maaheimo

et al. 2019

Plants

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“…The identification of the alkaloids was confirmed by comparing the mass spectral data with those of authentic compounds and with data obtained from the literature (Djerassi et al, 1962;Gilbert, 1965;Kohl et al, 1981;Zocoler et al, 2005;Zhao et al, 2013;Akhgari et al, 2015).…”

Section: Gas Chromatography-mass Spectrometry (Gc-ms) Analysis Of Thementioning

confidence: 92%

“…The maximum production of alkaloids occurs at low levels of phosphate, nitrate and ammonia in the medium (Schlatmann et (Hesse et al, 1964;Akhgari et al, 2015).…”

Section: Resultsmentioning

confidence: 99%

Gas Chromatography-Mass Spectrometry (GC-MS) Analysis of Indole Alkaloids Isolated from <i>Catharanthus roseus </i> (L.) G. Don Cultivated Conventionally and Derived from In vitro Cultures

Wesołowska

Grzeszczuk

Wilas

et al. 2016

Not Bot Horti Agrobo

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Catharanthus roseus (periwinkle) is a medicinal plant commonly known for its wide biological activity. In many countries different parts of this plant are used for the treatment of diabetes, hypertension and for menstrual regulation. Due to the ability of production of alkaloids, which can be applied in cancer therapy, is still extensively investigated. Two, the most valuable alkaloids (vincristine and vinblastine) are present in C. roseus in very low concentrations. Micropropagation is promising technique used to enhance the level of important secondary metabolites. The main objective of present study was alkaloids extraction from plants cultivated conventionally and derived from in vitro cultures. In this order the aerial parts of periwinkle were extracted with 96% ethanol at room temperature (method I) and heated with 96% ethanol at 55 °C for 90 minutes (method II). The obtained mixtures of different indole alkaloids were analyzed by gas chromatography -mass spectrometry (GC-MS). Analysis revealed the presence of 15 alkaloids, among which vindoline, vindorosine, isovindolinine and ajmalicine were the most abundant. The obtained results indicated that the propagation method had a significant effect on the percentage content of alkaloids in C. roseus herb. Plants derived from in vitro cultures were richer in vindorosine and vindoline, while conventionally cultivated -in tetrahydroalstonine and ajmalicine. Moreover, in case of isovindolinine, vindolinine and ajmalicine, extraction at 55 °C was more effective, while for pericyclivine -maceration at room temperature. Interestingly, the pericyclivine was not detected in the mixture of alkaloids obtained from periwinkle herb by the extraction at 55 °C.

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Palladium‐Catalyzed One‐Pot Synthesis of C2‐Quaternary Indolin‐3‐ones via 1H‐indole‐3‐sulfonates Generated in Situ from 2‐Alkynyl Arylazides and Sulfonic Acids

Zhang

Lyu

et al. 2017

Adv Synth Catal

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Determination of terpenoid indole alkaloids in hairy roots of Rhazya stricta (Apocynaceae) by GC‐MS

Abstract: The results show that the present GC-MS method is reliable and well applicable for studying the variation of indole alkaloids in Rhazya samples.

Cited by 19 publications

References 26 publications

Methyljasmonate Elicitation Increases Terpenoid Indole Alkaloid Accumulation in Rhazya stricta Hairy Root Cultures

Methyljasmonate Elicitation Increases Terpenoid Indole Alkaloid Accumulation in Rhazya stricta Hairy Root Cultures

Gas Chromatography-Mass Spectrometry (GC-MS) Analysis of Indole Alkaloids Isolated from <i>Catharanthus roseus </i> (L.) G. Don Cultivated Conventionally and Derived from In vitro Cultures

Palladium‐Catalyzed One‐Pot Synthesis of C2‐Quaternary Indolin‐3‐ones via 1H‐indole‐3‐sulfonates Generated in Situ from 2‐Alkynyl Arylazides and Sulfonic Acids

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