Molecularly imprinted polymer for selective extraction and simultaneous determination of four tropane alkaloids from Przewalskia tangutica Maxim. fruit extracts using LC-MS/MS

Zeng, Shaomei; She, Yongxin; Liu, Guangyang; Wang, Jing; Su, Xuesu; Ma, Xinbing; Jin, Maojun; Jin, Fen; Wang, Shanshan

doi:10.1039/c5ra18608k

Cited by 29 publications

(26 citation statements)

References 40 publications

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“…Ornithine (10) and arginine (11) are the amino acids predicted to be the starting substrates of TA biosynthesis (Scheme 1) [56]. Feeding studies using 14 C-proline into the roots of A. belladonna also suggest that proline (12) may be a starting amino acid for incorporation into the tropane moiety. Other studies using D. metel and D. stramonium have also shown the incorporation of proline (12) into TA compounds, such as scopolamine (3) and tropine (13) [57].…”

Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

“…Symmetrical incorporation showed activity at positions C1 and C5 of the tropane ring and has been reported for Nicotiana, E. coca, and Hyoscyamus albus [59,60]. A one-step enzymatic approach is possible to reach a symmetrical intermediate by converting ornithine (10) into putrescine (14) catalyzed by ornithine decarboxylase (ODC) [62]. Another route to putrescine (14) can be taken by starting with the amino acid arginine (11).…”

Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

“…P. tangutica contains several biologically active TAs including anisodamine (2), scopolamine (3) and atropine (the racemic mixture of hyoscyamine (4). The TAs present in P. tangutica are associated with many biological activities including analgesic, spasm modulation, pesticidal, and anti-inflammatory effects [14]. Hyoscyamus niger, also known as henbane, has been utilized in Chinese traditional therapy as well as in Tibetan medicine [15].…”

Section: Similarities and Differences In Medicinal Propertiesmentioning

confidence: 99%

“…A proposed alternative route includes the decarboxylation of ornithine (10) to form the polyamine putrescine (14) as the first step [59,60]. Feeding studies of radioactively labeled ornithine-2-14 C have shown that several Datura species incorporate a nonsymmetrical intermediate [59].…”

Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

“…Daturae Flos, the dried flowers of Datura metel also known as "yangjinhua" in China, has been utilized and recorded in the Chinese Pharmacopoeia as an anesthetic and was prescribed to treat cough, asthma and convulsions [13]. Przewalkia tangutica is a rare medicinal solanaceous plant found in the Tibetan Plateau of China in which the roots, seeds and entire vegetative tissues are utilized [14]. P. tangutica contains several biologically active TAs including anisodamine (2), scopolamine (3) and atropine (the racemic mixture of hyoscyamine (4).…”

Section: Similarities and Differences In Medicinal Propertiesmentioning

confidence: 99%

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Tropane and Granatane Alkaloid Biosynthesis: A Systematic Analysis

et al. 2016

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Abstract:The tropane and granatane alkaloids belong to the larger pyrroline and piperidine classes of plant alkaloids, respectively. Their core structures share common moieties and their scattered distribution among angiosperms suggest that their biosynthesis may share common ancestry in some orders, while they may be independently derived in others. Tropane and granatane alkaloid diversity arises from the myriad modifications occurring to their core ring structures. Throughout much of human history, humans have cultivated tropane-and granatane-producing plants for their medicinal properties. This manuscript will discuss the diversity of their biological and ecological roles as well as what is known about the structural genes and enzymes responsible for their biosynthesis. In addition, modern approaches to producing some pharmaceutically important tropanes via metabolic engineering endeavors are discussed.

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Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

Section: Similarities and Differences In Medicinal Propertiesmentioning

confidence: 99%

Section: Tropane Alkaloid Biosynthesismentioning

confidence: 99%

Section: Similarities and Differences In Medicinal Propertiesmentioning

confidence: 99%

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Tropane and Granatane Alkaloid Biosynthesis: A Systematic Analysis

et al. 2016

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Occurrence and Determination of Tropane Alkaloids in Food and Feed

Gonçalves

Dernovics

Moreno‐González

et al. 2020

Encyclopedia of Analytical Chemistry

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The determination of tropane alkaloids (TAs) in food and feed is gaining importance after the detection of mainly atropine and scopolamine in cereal and tea/herbal infusion samples at levels that may represent a risk to human health, in particular for infants and young children. Relevant legislation was published in the European Union (EU) recently. This article aims at presenting the most recent developments in the sample preparation and analytical determination of this group of substances in food and feed. Considerations about related matrices are also included with the purpose of gaining insight into other alternative and advanced analytical approaches. A review of the occurrence and levels of TAs in food and feed until 2019 covering EU‐wide surveys, data archived in the official notifications repository and the scientific literature is carried out as well, since such data are needed for any risk assessment.

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Selective analysis of aristolochic acid I in herbal medicines by dummy molecularly imprinted solid‐phase extraction and HPLC

Guo

et al. 2017

J of Separation Science

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In this study, surface molecularly imprinted polymers were prepared as the selective sorbents for separation of aristolochic acid I in herbal medicine extracts by a facile approach. A less toxic dummy template, ofloxacin, was used to create specific molecule recognition sites for aristolochic acid I in the synthesized polymers. The polymers were characterized by Fourier-transfer infrared spectroscopy, scanning electron microscopy, thermogravimetric analysis, elemental analysis, and nitrogen adsorption-desorption test. The adsorption capacity was calculated using adsorption kinetics, selectivity, and recycling experiments. The obtained polymers exhibited high thermostability, fast equilibrium time, and excellent binding ability. Subsequently, the polymers applied as the solid-phase extraction absorbent was proposed and used for the enrichment and analysis of aristolochic acid I in herbal plants. The result showed that the aristolochic acid I was enriched up to 16 times after analysis by using high-performance liquid chromatography. The good linearity for aristolochic acid I was obtained in the range of 0.1-200 μg/mL (R = 0.9987). The recovery and precision values were obtained (64.94-77.73%, RSDs% ≤ 0.8%, n = 3) at three spiked concentration levels. This work provided a promising method for selective enrichment, extraction, and purification of aristolochic acid I from complex herbal plants.

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Molecularly imprinted polymer for selective extraction and simultaneous determination of four tropane alkaloids from Przewalskia tangutica Maxim. fruit extracts using LC-MS/MS

Abstract: A class-specific molecularly imprinted polymer (MIP) for selectively extracting four tropane alkaloids has been prepared using anisodine, methacrylic, and trimethylolpropane trimethacrylate as template, functional monomer and crosslinker, respectively.

Cited by 29 publications

References 40 publications

Tropane and Granatane Alkaloid Biosynthesis: A Systematic Analysis

Tropane and Granatane Alkaloid Biosynthesis: A Systematic Analysis

Occurrence and Determination of Tropane Alkaloids in Food and Feed

Selective analysis of aristolochic acid I in herbal medicines by dummy molecularly imprinted solid‐phase extraction and HPLC

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