Biological Activities of Potato Glycoalkaloids

Plhak, Leslie C.; Sporns, Peter

doi:10.1021/bk-1997-0662.ch007

Cited by 5 publications

(3 citation statements)

References 57 publications

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“…Glycoalkaloids are secondary metabolites that serve as natural defenses against insects and other pests but, in high doses they are also capable of producing various toxic effects in humans, and several cases of poisoning from consumption of potato tubers have been reported (Chen & Miller, 2001;Friedman, 2004;Friedman & Mc Donald, 1997;Jadhav, Lutz, Mazza, & Salunkhe, 1997;Jadhav, Sharma, & Salunkhe, 1981; Maga, 1994;Morris & Lee, 1984;Plhak & Sporns, 1997;Smith, Roddick, & Jones, 1996;Sporns, Abell, & Driedger, 2000). The two major glycoalkaloids present in tubers of S. tuberosum are a-solanine and a-chaconine (Fig.…”

Section: Introductionmentioning

confidence: 99%

High-performance liquid chromatographic determination of glycoalkaloids in potatoes from conventional, integrated, and organic crop systems

et al. 2007

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Section: Introductionmentioning

confidence: 99%

High-performance liquid chromatographic determination of glycoalkaloids in potatoes from conventional, integrated, and organic crop systems

et al. 2007

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“…In humans, glycoalkaloids dampen the multidrug resistance of cancer cells [6]. Solasodine and tomatidine are glycoalkaloids found in solanaceous plants and are used for skin cancer and cancer chemotherapy, respectively [16]. In many countries, solasodine is used as a precursor of steroidal drugs, for example, as an alternative to diosgenin [17].…”

Section: Introductionmentioning

confidence: 99%

Glycoalkaloid isolation fromSolanum linnaeanumberries

Gürbüz

Karabey

Ozturk

et al. 2015

Fruits

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-Introduction. Glycoalkaloids are plant secondary metabolites that can be both harmful and beneficial to human health. They cause gastroenteric symptoms, coma and even death at high concentrations. It is thought that glycoalkaloids are toxic to human health as a result of their effects on the nervous system and destruction of cell membranes. On the other hand, glycoalkaloids can be effective drugs. For example, solasodine is used to treat skin cancer and tomatidine is used in cancer chemotherapy. Solasodine is also used as a precursor of steroidal drugs. The goal of the work was to isolate and separate efficiently these similar compounds. Materials and methods. Glycoalkaloids from Solanum linnaeanum berries were isolated using column chromatography and confirmed via NMR spectroscopy and MS/MS spectrometry. Results and discussion. The chemical structures of glycoalkaloids are nearly identical. For example, solamargine differs from solasonine in having a methyl group instead of a hydroxyl group bound to the sugar residue of the compound. Thus, their molecular weight and polarity are quite similar. In this work, the process yielded 37.1 mg solasonine, 92.3 mg solasonine and solamargine mix and 56.2 mg solamargine from 81.67 g dried S. linnaeanum berries. Conclusion. Solanum linnaeanum berries are a good source of these glycoalkaloids and the developed protocol proved efficient for purification of solasonine and solamargine.Keywords: Turkey / nightshade / Solanum linnaeanum / glycoalkaloids / solamargine / solasonine Résumé -Isolement de glycoalcaloïdes des baies de Solanum linnaeanum L.. Introduction. Les glycoalcaloïdes sont des métabolites secondaires végétaux qui peuvent être à la fois néfastes et bénéfiques pour la santé humaine. À des concentrations élevées, ils provoquent des symptômes de gastro-entérite, le coma et même la mort. On pense que les glycoalcaloïdes sont toxiques pour la santé humaine en raison de leurs effets sur le système nerveux et sur la destruction des membranes cellulaires. D'autre part, les glycoalcaloïdes peuvent être des médicaments efficaces. Par exemple, la solasodine est utilisée pour traiter le cancer de la peau et la tomatidine est utilisée en chimiothérapie du cancer. La solasodine est également utilisée comme précurseur de médicaments stéroïdiens. Le but de ce travail consistait à isoler et séparer efficacement ces composés analogues. Matériels et méthodes. Les glycoalcaloïdes extraits des baies de morelle de Linné (Solanum linnaeanum) ont été isolés par chromatographie sur colonne et leurs structures confirmées par spectroscopie à résonance magnétique nucléaire couplée à la spectrométrie de masse en tandem (RMNMS/MS). Résultats et discussion. Les structures chimiques des glycoalcaloïdes se sont révélées quasi identiques. La solasonine s'est distinguée de la solamargine par un groupe méthyle à la place d'un groupe hydroxyle lié au résidu carbohydrate du composé. Ainsi, le poids moléculaire et la polarité de ces deux composés sont assez semblables. Dans ce travail, le pro...

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“…Potato glycoalkaloids (GAs) are of interest because of their potential toxicity to humans (15,16). GAs can be determined in potatoes by a variety of methods (17).…”

Section: Introductionmentioning

confidence: 99%

Immunoaffinity Sample Purification and MALDI-TOF MS Analysis of α-Solanine and α-Chaconine in Serum

Driedger

Sporns

2001

J. Agric. Food Chem.

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A sample purification technique was developed for the detection of potato glycoalkaloids (GAs) in blood serum by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS). GAs were extracted from spiked serum (5 mL) using a C(18) solid-phase extraction cartridge. The GAs were then selectively captured on antibody-coated agarose beads. The agarose beads were washed with water and the GAs eluted with 25 microL of methanol. MALDI-TOF MS was used to detect the GAs in the methanol eluent. Immunoaffinity sample purification of the GAs effectively reduced the signal suppression observed during the analysis of unpurified samples. alpha-Chaconine and alpha-solanine were detected in serum spiked with 1 ng/mL of each GA.

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Biological Activities of Potato Glycoalkaloids

Cited by 5 publications

References 57 publications

High-performance liquid chromatographic determination of glycoalkaloids in potatoes from conventional, integrated, and organic crop systems

High-performance liquid chromatographic determination of glycoalkaloids in potatoes from conventional, integrated, and organic crop systems

Glycoalkaloid isolation fromSolanum linnaeanumberries

Immunoaffinity Sample Purification and MALDI-TOF MS Analysis of α-Solanine and α-Chaconine in Serum

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