Alkaloid variation in New Zealand kōwhai, Sophora species

McDougal, Owen M.; Heenan, P. B.; Jaksons, Peter; Sansom, Catherine E.; Smallfield, Bruce M.; Perry, Nigel B.; Klink, John W. van

doi:10.1016/j.phytochem.2015.07.019

Cited by 11 publications

(6 citation statements)

References 44 publications

(47 reference statements)

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“…Cytisine was found in the seeds and many other parts of plants of the Leguminosae (Fabaceae) family, including Laburnum (Laburnum anagyroides = Cytisus laburnum, Golden Rain), Sophora (Sophora tetraptera), Anagyris, Baptisia, Genista, Retama, Thermopsis, and Ulex spp. [12,13].…”

Section: Introductionmentioning

confidence: 99%

Determination of Cytisine and N-Methylcytisine from Selected Plant Extracts by High-Performance Liquid Chromatography and Comparison of Their Cytotoxic Activity

Petruczynik

Wróblewski

Misiurek

et al. 2020

Toxins

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Quinolizidine alkaloids exhibit various forms of biological activity. A lot of them were found in the Leguminosae family, including Laburnum and Genista. The aim of the study was the optimization of a chromatographic system for the analysis of cytisine and N-methylcytisine in various plant extracts as well as an investigation of the cytotoxic activities of selected alkaloids and plant extracts obtained from Laburnum anagyroides, Laburnum anagyroides L. quercifolium, Laburnum alpinum, Laburnum watereri, Genista germanica, and Genista tinctoria against various cancer cell lines. The determination of investigated compounds was performed by High Performance Liquid Chromatography with Diode Array Detection (HPLC-DAD), while High Performance Liquid Chromatography coupled with Quadrupole Time-of-Flight–Mass Spectrometry (HPLC-QTOF-MS) was applied for the qualitative analysis of plant extracts. The retention, separation selectivity, peaks shape, and systems efficiency obtained for cytisine and N-methylcytisine in different chromatographic systems were compared. The application of columns with alkylbonded and phenyl stationary phases led to a very weak retention of cytisine and N-methylcytisine, even when the mobile phases containing only 5% of organic modifiers were used. The strongest retention was observed when hydrophilic interaction chromatography (HILIC) or especially when ion exchange chromatography (IEC) were applied. The most optimal system in terms of alkaloid retention, peak shape, and system efficiency containing an strong cation exchange (SCX) stationary phase and a mobile phase consisted of 25% acetonitrile and formic buffer at pH 4.0 was applied for investigating alkaloids analysis in plant extracts. Cytotoxic properties of the investigated plant extracts as well as cytisine and N-methylcytisine were examined using human tongue squamous carcinoma cells (SCC-25), human pharyngeal squamous carcinoma cells (FaDu), human triple-negative breast adenocarcinoma cell line (MDA-MB-231), and human breast adenocarcinoma cell line (MCF-7). The highest cytotoxic activity against FaDu, MCF-7, and MDA-MB cancer cell lines was observed after applying the Genista germanica leaves extract. In contrast, the highest cytotoxic activity against SCC-25 cell line was obtained after treating with the seed extract of Laburnum watereri. The investigated plant extracts exhibit significant cytotoxicity against the tested human cancer cell lines and seem to be promising for further research on its anticancer activity.

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Section: Introductionmentioning

confidence: 99%

Determination of Cytisine and N-Methylcytisine from Selected Plant Extracts by High-Performance Liquid Chromatography and Comparison of Their Cytotoxic Activity

Petruczynik

Wróblewski

Misiurek

et al. 2020

Toxins

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“…In Europe, the greatest concentration of cytisine is found in the seeds of Laburnum anagyroides (Cytisus laburnum; Golden Rain acacia) (6). Cytisine contents of leaf and seed samples of eight species of the alkaloid rich Sophora family native to New Zealand and Sophora cassioides from Chile have been reported (37). Cytisine is commonly extracted from Sophora family in microphylla (38), tetraptera (39), chathamica (40), fulvida (41), microphylla (42) and Microphylla tetraptera Prostrata (43).…”

Section: Natural Sources Of Cytisinementioning

confidence: 99%

“…Cytisine is commonly extracted from Sophora family in microphylla (38), tetraptera (39), chathamica (40), fulvida (41), microphylla (42) and Microphylla tetraptera Prostrata (43). Of the alkaloids extracted from the Sophora family, cytisine is among the most abundant, and it has been found that seeds contain the highest concentrations (37). For example, alkaloid concentrations as percent dry mass (% DM) in the Sophora microphylla plant increases in the order: 0.02% in roots, 0.04-0.06% in the bark, 0.1-0.3% in leaves and twigs, to 0.4-0.5% in seeds (37).…”

Section: Natural Sources Of Cytisinementioning

confidence: 99%

“…Ng et al identified cytisine in Sophora flavescens herbal preparations by liquid-liquid extraction using a Toxi-tube A AE followed by chromatographic separation by high-performance liquid chromatographytandem mass spectrometry (HPLC-MS/MS) (52). McDougal et al identified cytisine in leaf and seed samples of eight species of Sophora native to New Zealand, and Sophora cassioides from Chile (37). Alkaloids were extracted from dried ground plant tissues by the method of Wink et al (48) and analyzed by 1 H NMR and supported by gas chromatography-mass spectrometry (GC-MS) (37).…”

Section: Sample Extraction Procedures From Plantsmentioning

confidence: 99%

“…McDougal et al identified cytisine in leaf and seed samples of eight species of Sophora native to New Zealand, and Sophora cassioides from Chile (37). Alkaloids were extracted from dried ground plant tissues by the method of Wink et al (48) and analyzed by 1 H NMR and supported by gas chromatography-mass spectrometry (GC-MS) (37). A summary of alkaloid extraction methods including cytisine identification from plants between 1995-2015 is presented in Table 1.…”

Section: Sample Extraction Procedures From Plantsmentioning

confidence: 99%

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Applications of cytisine extraction and detection in biological materials for clinical medicine

Bartusik‐Aebisher¹,

Aebisher²,

Courtney³

et al. 2019

Acta Poloniae Pharmaceutica - Drug Research

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Tobacco use causes 6 million deaths per year worldwide, and the World Health Organization (WHO) has projected that tobacco use will cause an additional 8 million deaths annually by 2030 (1). Recently, a comprehensive 187-country survey on the prevalence of daily smoking between 1980 to 2012 found a large reduction in smoking at a global level for both men and women. However, due to population growth, the number of daily smokers worldwide has significantly increased (2). Consequently , tobacco remains a significant threat to public health and intensified efforts to reduce smoking and promote cessation are needed. A recent editorial published in The Lancet stated that the current anti-tobacco strategy was failing. Subsequently, The Lancet commissioned ìThe World Without Tobacco in 2040î campaign (3). However, a trend analysis of the projected reduction in the number of cigarette smokers suggests that a tobacco-free world by 2040 may be ambitious (4). Based on medicinal reports,

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