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

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

Research output: Contribution to journalArticleScientificpeer-review

7 Citations (Scopus)

Abstract

Introduction: Rhazya stricta Decne. (Apocynaceae) is a medicinal plant rich in terpenoid indole alkaloids (TIAs), some of which possess important pharmacological properties. The study material including transgenic hairy root cultures have been developed and their potential for alkaloid production are being investigated. Objective: In this study, a comprehensive GC-MS method for qualitative and quantitative analysis of alkaloids from Rhazya hairy roots was developed. Methods: The composition of alkaloids was determined by using GC-MS. In quantification, the ratio between alkaloid and internal standard was based on extracted ion from total ion current (TIC) analyses. Results: The developed method was validated. An acceptable precision with RSD?8% over a linear range of 1 to 100?g/mL was achieved. The accuracy of the method was within 94-107%. Analysis of hairy root extracts indicated the occurrence of a total of 20 TIAs. Six of them, pleiocarpamine, fluorocarpamine, vincamine, ajmalicine and two yohimbine isomers are reported here for the first time in Rhazya. Trimethylsilyl (TMS) derivatisation of the extracts resulted in the separation of two isomers for yohimbine and also for vallesiachotamine. Clearly improved chromatographic profiles of TMS-derivatives were observed for vincanine and for minor compounds vincamine and rhazine. Conclusion: The results show that the present GC-MS method is reliable and well applicable for studying the variation of indole alkaloids in Rhazya samples.
Original languageEnglish
Pages (from-to)331-338
JournalPhytochemical Analysis
Volume26
Issue number5
DOIs
Publication statusPublished - 2015
MoE publication typeA1 Journal article-refereed

Fingerprint

Rhazya stricta
Secologanin Tryptamine Alkaloids
Apocynaceae
indole alkaloids
Rhazya
Alkaloids
terpenoids
Vincamine
alkaloids
Yohimbine
yohimbine
Isomers
isomers
Ions
Indole Alkaloids
ions
Chemical analysis
methodology
extracts
derivatization

Keywords

  • Rhazya stricta
  • transformed hairy roots
  • terpenoid indole alkaloids
  • GC-MS
  • extracted ion monitoring
  • trimethylsilyl derivatisation

Cite this

@article{1259ad6fddbe45709176778464a3ee69,
title = "Determination of terpenoid indole alkaloids in hairy roots of Rhazya stricta (Apocynaceae) by GC-MS",
abstract = "Introduction: Rhazya stricta Decne. (Apocynaceae) is a medicinal plant rich in terpenoid indole alkaloids (TIAs), some of which possess important pharmacological properties. The study material including transgenic hairy root cultures have been developed and their potential for alkaloid production are being investigated. Objective: In this study, a comprehensive GC-MS method for qualitative and quantitative analysis of alkaloids from Rhazya hairy roots was developed. Methods: The composition of alkaloids was determined by using GC-MS. In quantification, the ratio between alkaloid and internal standard was based on extracted ion from total ion current (TIC) analyses. Results: The developed method was validated. An acceptable precision with RSD?8{\%} over a linear range of 1 to 100?g/mL was achieved. The accuracy of the method was within 94-107{\%}. Analysis of hairy root extracts indicated the occurrence of a total of 20 TIAs. Six of them, pleiocarpamine, fluorocarpamine, vincamine, ajmalicine and two yohimbine isomers are reported here for the first time in Rhazya. Trimethylsilyl (TMS) derivatisation of the extracts resulted in the separation of two isomers for yohimbine and also for vallesiachotamine. Clearly improved chromatographic profiles of TMS-derivatives were observed for vincanine and for minor compounds vincamine and rhazine. Conclusion: The results show that the present GC-MS method is reliable and well applicable for studying the variation of indole alkaloids in Rhazya samples.",
keywords = "Rhazya stricta, transformed hairy roots, terpenoid indole alkaloids, GC-MS, extracted ion monitoring, trimethylsilyl derivatisation",
author = "Amir Akhgari and Into Laakso and Tuulikki Sepp{\"a}nen-Laakso and Teijo Yrj{\"o}nen and Heikki Vuorela and Kirsi-Marja Oksman-Caldentey and Heiko Rischer",
year = "2015",
doi = "10.1002/pca.2567",
language = "English",
volume = "26",
pages = "331--338",
journal = "Phytochemical Analysis",
issn = "0958-0344",
publisher = "Wiley",
number = "5",

}

Determination of terpenoid indole alkaloids in hairy roots of Rhazya stricta (Apocynaceae) by GC-MS. / Akhgari, Amir; Laakso, Into; Seppänen-Laakso, Tuulikki; Yrjönen, Teijo; Vuorela, Heikki; Oksman-Caldentey, Kirsi-Marja; Rischer, Heiko.

In: Phytochemical Analysis, Vol. 26, No. 5, 2015, p. 331-338.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Determination of terpenoid indole alkaloids in hairy roots of Rhazya stricta (Apocynaceae) by GC-MS

AU - Akhgari, Amir

AU - Laakso, Into

AU - Seppänen-Laakso, Tuulikki

AU - Yrjönen, Teijo

AU - Vuorela, Heikki

AU - Oksman-Caldentey, Kirsi-Marja

AU - Rischer, Heiko

PY - 2015

Y1 - 2015

N2 - Introduction: Rhazya stricta Decne. (Apocynaceae) is a medicinal plant rich in terpenoid indole alkaloids (TIAs), some of which possess important pharmacological properties. The study material including transgenic hairy root cultures have been developed and their potential for alkaloid production are being investigated. Objective: In this study, a comprehensive GC-MS method for qualitative and quantitative analysis of alkaloids from Rhazya hairy roots was developed. Methods: The composition of alkaloids was determined by using GC-MS. In quantification, the ratio between alkaloid and internal standard was based on extracted ion from total ion current (TIC) analyses. Results: The developed method was validated. An acceptable precision with RSD?8% over a linear range of 1 to 100?g/mL was achieved. The accuracy of the method was within 94-107%. Analysis of hairy root extracts indicated the occurrence of a total of 20 TIAs. Six of them, pleiocarpamine, fluorocarpamine, vincamine, ajmalicine and two yohimbine isomers are reported here for the first time in Rhazya. Trimethylsilyl (TMS) derivatisation of the extracts resulted in the separation of two isomers for yohimbine and also for vallesiachotamine. Clearly improved chromatographic profiles of TMS-derivatives were observed for vincanine and for minor compounds vincamine and rhazine. Conclusion: The results show that the present GC-MS method is reliable and well applicable for studying the variation of indole alkaloids in Rhazya samples.

AB - Introduction: Rhazya stricta Decne. (Apocynaceae) is a medicinal plant rich in terpenoid indole alkaloids (TIAs), some of which possess important pharmacological properties. The study material including transgenic hairy root cultures have been developed and their potential for alkaloid production are being investigated. Objective: In this study, a comprehensive GC-MS method for qualitative and quantitative analysis of alkaloids from Rhazya hairy roots was developed. Methods: The composition of alkaloids was determined by using GC-MS. In quantification, the ratio between alkaloid and internal standard was based on extracted ion from total ion current (TIC) analyses. Results: The developed method was validated. An acceptable precision with RSD?8% over a linear range of 1 to 100?g/mL was achieved. The accuracy of the method was within 94-107%. Analysis of hairy root extracts indicated the occurrence of a total of 20 TIAs. Six of them, pleiocarpamine, fluorocarpamine, vincamine, ajmalicine and two yohimbine isomers are reported here for the first time in Rhazya. Trimethylsilyl (TMS) derivatisation of the extracts resulted in the separation of two isomers for yohimbine and also for vallesiachotamine. Clearly improved chromatographic profiles of TMS-derivatives were observed for vincanine and for minor compounds vincamine and rhazine. Conclusion: The results show that the present GC-MS method is reliable and well applicable for studying the variation of indole alkaloids in Rhazya samples.

KW - Rhazya stricta

KW - transformed hairy roots

KW - terpenoid indole alkaloids

KW - GC-MS

KW - extracted ion monitoring

KW - trimethylsilyl derivatisation

U2 - 10.1002/pca.2567

DO - 10.1002/pca.2567

M3 - Article

VL - 26

SP - 331

EP - 338

JO - Phytochemical Analysis

JF - Phytochemical Analysis

SN - 0958-0344

IS - 5

ER -