Analysis of indole alkaloids from Rhazya stricta hairy roots by ultra-performance liquid chromatography-mass spectrometry

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

doi:10.3390/molecules201219873

Analysis of indole alkaloids from Rhazya stricta hairy roots by ultra-performance liquid chromatography-mass spectrometry

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

University of Helsinki

Research output: Contribution to journal › Article › Scientific › peer-review

16 Citations (Scopus)

Abstract

Rhazya stricta Decne. (Apocynaceae) contains a large number of terpenoid indole alkaloids (TIAs). This study focused on the composition of alkaloids obtained from transformed hairy root cultures of R. stricta employing ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). In the UPLC-MS analyses, a total of 20 TIAs were identified from crude extracts. Eburenine and vincanine were the main alkaloids followed by polar glucoalkaloids, strictosidine lactam and strictosidine. Secodine-type alkaloids, tetrahydrosecodinol, tetrahydro- and dihydrosecodine were detected too. The occurrence of tetrahydrosecodinol was confirmed for the first time for R. stricta. Furthermore, two isomers of yohimbine, serpentine and vallesiachotamine were identified. The study shows that a characteristic pattern of biosynthetically related TIAs can be monitored in Rhazya hairy root crude extract by this chromatographic method.

Original language	English
Pages (from-to)	22621-22634
Journal	Molecules
Volume	20
Issue number	12
DOIs	https://doi.org/10.3390/molecules201219873
Publication status	Published - 2015
MoE publication type	A1 Journal article-refereed

Keywords

Rhazya stricta
terpenoid indole alkaloids
ultra-performance liquid chromatography-mass spectrometry

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10.3390/molecules201219873

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title = "Analysis of indole alkaloids from Rhazya stricta hairy roots by ultra-performance liquid chromatography-mass spectrometry",

abstract = "Rhazya stricta Decne. (Apocynaceae) contains a large number of terpenoid indole alkaloids (TIAs). This study focused on the composition of alkaloids obtained from transformed hairy root cultures of R. stricta employing ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). In the UPLC-MS analyses, a total of 20 TIAs were identified from crude extracts. Eburenine and vincanine were the main alkaloids followed by polar glucoalkaloids, strictosidine lactam and strictosidine. Secodine-type alkaloids, tetrahydrosecodinol, tetrahydro- and dihydrosecodine were detected too. The occurrence of tetrahydrosecodinol was confirmed for the first time for R. stricta. Furthermore, two isomers of yohimbine, serpentine and vallesiachotamine were identified. The study shows that a characteristic pattern of biosynthetically related TIAs can be monitored in Rhazya hairy root crude extract by this chromatographic method.",

keywords = "Rhazya stricta, terpenoid indole alkaloids, ultra-performance liquid chromatography-mass spectrometry",

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 = "10.3390/molecules201219873",

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volume = "20",

pages = "22621--22634",

journal = "Molecules",

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T1 - Analysis of indole alkaloids from Rhazya stricta hairy roots by ultra-performance liquid chromatography-mass spectrometry

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 - Rhazya stricta Decne. (Apocynaceae) contains a large number of terpenoid indole alkaloids (TIAs). This study focused on the composition of alkaloids obtained from transformed hairy root cultures of R. stricta employing ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). In the UPLC-MS analyses, a total of 20 TIAs were identified from crude extracts. Eburenine and vincanine were the main alkaloids followed by polar glucoalkaloids, strictosidine lactam and strictosidine. Secodine-type alkaloids, tetrahydrosecodinol, tetrahydro- and dihydrosecodine were detected too. The occurrence of tetrahydrosecodinol was confirmed for the first time for R. stricta. Furthermore, two isomers of yohimbine, serpentine and vallesiachotamine were identified. The study shows that a characteristic pattern of biosynthetically related TIAs can be monitored in Rhazya hairy root crude extract by this chromatographic method.

AB - Rhazya stricta Decne. (Apocynaceae) contains a large number of terpenoid indole alkaloids (TIAs). This study focused on the composition of alkaloids obtained from transformed hairy root cultures of R. stricta employing ultra-performance liquid chromatography-mass spectrometry (UPLC-MS). In the UPLC-MS analyses, a total of 20 TIAs were identified from crude extracts. Eburenine and vincanine were the main alkaloids followed by polar glucoalkaloids, strictosidine lactam and strictosidine. Secodine-type alkaloids, tetrahydrosecodinol, tetrahydro- and dihydrosecodine were detected too. The occurrence of tetrahydrosecodinol was confirmed for the first time for R. stricta. Furthermore, two isomers of yohimbine, serpentine and vallesiachotamine were identified. The study shows that a characteristic pattern of biosynthetically related TIAs can be monitored in Rhazya hairy root crude extract by this chromatographic method.

KW - Rhazya stricta

KW - terpenoid indole alkaloids

KW - ultra-performance liquid chromatography-mass spectrometry

U2 - 10.3390/molecules201219873

DO - 10.3390/molecules201219873

M3 - Article

SN - 1420-3049

VL - 20

SP - 22621

EP - 22634

JO - Molecules

JF - Molecules

IS - 12

ER -

Analysis of indole alkaloids from Rhazya stricta hairy roots by ultra-performance liquid chromatography-mass spectrometry

Abstract

Keywords

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