Determination of Alkaloids in Catharanthus Roseus and Vinca Minor by High-Performance Liquid Chromatography – Tandem Mass Spectrometryby Jia Liu, Yang Liu, Ya-jie Pan, Yuan-Gang Zu, Zhong-Hua Tang

Analytical Letters

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Year
2015
DOI
10.1080/00032719.2015.1094664
Subject
Analytical Chemistry / Spectroscopy / Clinical Biochemistry / Electrochemistry / Biochemistry / Biochemistry, medical

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Download by: [University of Nebraska, Lincoln] Date: 30 December 2015, At: 04:33

Analytical Letters

ISSN: 0003-2719 (Print) 1532-236X (Online) Journal homepage: http://www.tandfonline.com/loi/lanl20

Determination of Alkaloids in Catharanthus

Roseus and Vinca Minor by High-Performance

Liquid Chromatography – Tandem Mass

Spectrometry

Jia Liu, Yang Liu, Ya-jie Pan, Yuan-Gang Zu & Zhong-Hua Tang

To cite this article: Jia Liu, Yang Liu, Ya-jie Pan, Yuan-Gang Zu & Zhong-Hua Tang (2015): Determination of Alkaloids in Catharanthus Roseus and Vinca Minor by HighPerformance Liquid Chromatography – Tandem Mass Spectrometry, Analytical Letters, DOI: 10.1080/00032719.2015.1094664

To link to this article: http://dx.doi.org/10.1080/00032719.2015.1094664

Accepted author version posted online: 09

Nov 2015.

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Determination of Alkaloids in Catharanthus roseus and

Vinca minor by High-performance Liquid Chromatography – Tandem Mass Spectrometry

Jia Liu ※

Key Laboratory of Plant Ecology, Northeast Forestry University, Harbin, China

Yang Liu ※

Key Laboratory of Plant Ecology, Northeast Forestry University, Harbin, China

Ya-jie Pan

Key Laboratory of Plant Ecology, Northeast Forestry University, Harbin, China

Yuan-Gang Zu

Key Laboratory of Plant Ecology, Northeast Forestry University, Harbin, China

Zhong-Hua Tang*

Key Laboratory of Plant Ecology, Northeast Forestry University, Harbin, China ※

These authors contribute equally to this work. *Address correspondence to Prof. Dr. Zhong-Hua Tang. Tel: (86) 451 8219 2098; Fax: (86) 451 8219 2098. E-mail: tangzh@nefu.edu.cn

Abstract

D ow nl oa de d by [U niv ers ity of

N eb ras ka , L inc oln ] a t 0 4:3 3 3 0 D ec em be r 2 01 5 2

Many plants in the family Apocynaceae have been used for medicinal purposes. Catharanthus roseus and Vinca minor are the most important medicinal plants that belong to the Apocynaceae family. A procedure is reported for the determination of the bioactive alkaloids tabersonine, serpentine, vindoline, catharanthine, tryptamine, and vincamine in Apocynaceae plants (C. roseus and V. minor) by liquid chromatography electrospray ionization tandem mass spectrometry.

Quantitation was performed from positive multiple reactions at 161.4  144.2, 349.4  263.0, 457.6  188.0, 337.5  168.3, 337.4  144.2, 355.4  337.2 and 854.5  286.4 for tryptamine, serpentine, vindoline, tabersonine, catharanthine, vincamine, and paclitaxel (the internal standard), respectively. The optimized method was employed for the determination of the active alkaloids in the leaves of C. roseus and V. minor by liquid chromatography – tandem mass spectrometry.

Keywords: alkaloids, Catharanthus roseus, liquid chromatography – tandem mass spectrometry;

Vinca minor

INTRODUCTION

Most of the members of the Apocynaceae are tropical flora. Many plants in the

Apocynaceae contain a variety of alkaloids, which can be used for the treatment of hypertension, rheumatism and the lymphatic system, while they also have anti-cancer, anti-aging, anti-oxidant, typhoid fever and cardiac activities and therefore they have medicinal value (Biondo et al. 2003;

Bogne et al. 2007; de Aquino et al. 2013; Baranzelli, Sérsic, and Cocucci 2014). Representative plants include Catharanthus roseus and Vinca minor, both from the Apocynaceae family (Karpus 1961; Panneerselvam et al. 2013). The medicinal plant C. roseus (the Madagaskar periwinkle) is commercially valued for harboring more than 130 bioactive terpenoid indole alkaloids, which are

D ow nl oa de d by [U niv ers ity of

N eb ras ka , L inc oln ] a t 0 4:3 3 3 0 D ec em be r 2 01 5 3 well documented therapeutic agents (Favretto et al. 2001). These include the powerful antitumor drugs vinblastine and vincristine, as well as other important bioactive alkaloids, such as serpentine, vindoline, catharanthine and tabersonine (Srivastava et al. 2014; Verma, Sharma, et al. 2014; Chen et al. 2013; Kalaiselvi et al. 2015). V. minor is commonly known as myrtle or lesser periwinkle, and is an evergreen perennial herbaceous plant. More than fifty indole alkaloids have been isolated from this species (Verma, Khan, et al. 2014). The compound vincamine contained in V. minor plant has modulatory effects on brain circulation and neuronal homeostasis as well as antihypoxic and neuroprotective properties. Vincamine is used for the prevention and treatment of cerebrovascular insufficiencies and disorders and increases the cerebral blood flow, oxygen consumption, and glucose utilization (Hasa et al. 2013; Pu et al. 2014).

Although these alkaloids are beneficial for humans, the concentrations in plants are normally low. Therefore, reliable and accurate methods to determine these compounds in

Apocyanaceae plants are important. A number of approaches are available for this purpose, such as high performance liquid chromatography, mass spectrometry, gas chromatography, electrochemical detection, and enhanced confirmatory procedures (Klausen et al. 2010; Ramesh,

Rao, and Rao 2014). Among the hyphenated techniques, high performance liquid chromatography coupled with tandem mass spectrometric is a method of interest because it is a sophisticated and a powerful tool (Kachlicki et al. 2008; Bhowmik et al. 2013; Ehling and Reddy 2013; van der Kloet et al. 2013; Abdel-Mawgoud, Lépine, and Déziel 2014).

Terpenoid indole alkaloids in C. roseus and V. minor are derived from the central precursor strictosidine, which is formed by the condensation of secologanin and tryptamine. Secologanin is derived from the terpenoid (isoprenoid) biosynthetic pathway, while tryptamine is derived from the indole biosynthetic pathway (Chung et al. 2007; Guirimand et al. 2011; Verma, Khan, et al.

D ow nl oa de d by [U niv ers ity of

N eb ras ka , L inc oln ] a t 0 4:3 3 3 0 D ec em be r 2 01 5 4 2014). Starting from the amino acid tryptophan and the monoterpenoid geraniol, the biosynthesis of bisindole alkaloids in C. roseus and V. minor involves at least thirty-five intermediates and thirty enzymes (Echevarria-Machado et al. 2004; Huang et al. 2012; Han et al. 2013). Aglycon leads to a branch point, tabersonine. From tabersonine, various types of alkaloids, such as serpentine, vindoline, vinblastine and vincamine, etc., are formed through the action of cyclooxygenases in V. minor and C. roseus in different tissues (Veau et al. 2000; Zhu et al. 2014).