Tropane Alkaloids of Datura innoxia from Morocco

Bazaoui, Ahmed El; Bellimam, My Ahmed; Soulaymani, Abdelmajid

doi:10.1515/znc-2012-1-202

Cited by 13 publications

(11 citation statements)

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“…The cyclic tropane (+)-scopoline (110, Figure 10), also known as oscine, was first isolated from the genus Datura by Heusner in 1954 [124]. Since then, it has been observed in D. stramonium [68,72,74], D. inoxia [113,114], and D. wrightii [40]. A second cyclic tropane, cyclotropine (111), was observed in D. stramonium and D. inoxia [113,114].…”

Section: Ecgonine Derivatives Tropane N-oxides and Cyclic And Dimeric Tropane Alkaloidsmentioning

confidence: 99%

“…Since then, it has been observed in D. stramonium [68,72,74], D. inoxia [113,114], and D. wrightii [40]. A second cyclic tropane, cyclotropine (111), was observed in D. stramonium and D. inoxia [113,114]. Ionkova and Jenett-Siems propose that these compounds may be artificially produced during the isolation procedure (arising from degradation of epoxytropanes followed by intramolecular nucleophilic attack of the 3-hydroxyl on the epoxide), or during GC-MS, although both of these alkaloids were also observed by LC-MS during De-la-Cruz's profiling of D. stramonium leaves [61,75,122].…”

Section: Ecgonine Derivatives Tropane N-oxides and Cyclic And Dimeric Tropane Alkaloidsmentioning

confidence: 99%

“…7-Hydroxyhyoscyamine ( 21 , Figure 7 ), also known as anisodamine, is distinguishable from 6-hydroxyhyoscyamine ( 40 ) by its GC retention index on an achiral column, as it is a diastereomer of 40 , rather than an enantiomer. This alkaloid has also been detected in D. inoxia [ 113 , 114 ], D. ceratocaula [ 73 ], and D. stramonium [ 72 , 115 ]. 7-Hydroxyapoatropine ( 66 ) [ 72 ], was also observed in D. stramonium .…”

Section: Alkaloids Of the Genus Datura —Tropane Alkaloidsmentioning

confidence: 99%

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Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Cinelli

Jones

2021

Molecules

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The genus Datura (Solanaceae) contains nine species of medicinal plants that have held both curative utility and cultural significance throughout history. This genus’ particular bioactivity results from the enormous diversity of alkaloids it contains, making it a valuable study organism for many disciplines. Although Datura contains mostly tropane alkaloids (such as hyoscyamine and scopolamine), indole, beta-carboline, and pyrrolidine alkaloids have also been identified. The tools available to explore specialized metabolism in plants have undergone remarkable advances over the past couple of decades and provide renewed opportunities for discoveries of new compounds and the genetic basis for their biosynthesis. This review provides a comprehensive overview of studies on the alkaloids of Datura that focuses on three questions: How do we find and identify alkaloids? Where do alkaloids come from? What factors affect their presence and abundance? We also address pitfalls and relevant questions applicable to natural products and metabolomics researchers. With both careful perspectives and new advances in instrumentation, the pace of alkaloid discovery—from not just Datura—has the potential to accelerate dramatically in the near future.

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Section: Ecgonine Derivatives Tropane N-oxides and Cyclic And Dimeric Tropane Alkaloidsmentioning

confidence: 99%

Section: Ecgonine Derivatives Tropane N-oxides and Cyclic And Dimeric Tropane Alkaloidsmentioning

confidence: 99%

Section: Alkaloids Of the Genus Datura —Tropane Alkaloidsmentioning

confidence: 99%

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Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Cinelli

Jones

2021

Molecules

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“…It is mainly distributed in the Himalayas, Kashmir region of Sikkim up to 2,700 meters, in the central district hills, and south of India [8, 12, 17]. In Morocco, datura is found in all warm and temperate regions [29]. …”

Section: Monographs Of the Most Toxic Plants In Moroccomentioning

confidence: 99%

Inventory of Toxic Plants in Morocco: An Overview of the Botanical, Biogeography, and Phytochemistry Studies

Benzeid¹,

Gouaz²,

Touré³

et al. 2018

Journal of Toxicology

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Since they are natural, plants are wrongly considered nondangerous; therefore people used them in various contexts. Each plant is used alone or in mixture with others, where knowledge and the requirements of preparation and consumption are not mastered. Thus, intoxications due to the use of plants have become more and more frequent. The reports of intoxications made at the Antipoison Center and Pharmacovigilance of Morocco (ACPM) support this finding, since the interrogations suffered by the victims show that the use of plants is practiced irrationally, anarchically, and uncontrollably. Faced by the increase of these cases of poisoning in Morocco, it seemed necessary to investigate the nature of poisonous plants, their monographs, and the chemicals responsible for this toxicity.

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“…Quantitative and qualitative analysis had been applied for determination of tropane alkaloids in various Datura plant species using GC and GC/MS techniques. Recently, some investigation of Datura species using the GC/MS analysis demonstrate that it is the method of choice for a large number of tropane alkaloids which are not detected by other methods and are identified without using of standard compounds [16,[20][21][22][23][24][25][26][27][28]. On the other hand, GC/FID technique is much less applied for quantification of tropane alkaloids.…”

Section: Introductionmentioning

confidence: 99%

Determination of Scopolamine by Gas Chromatography from Different Parts of the Datura innoxia Biomass

Mardare¹,

Măluțan²,

Lazar³

2020

Rev. Chim.

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Tropane alkaloids are characteristic secondary metabolites which occurred mainly in Solanaceae plant family. Among them, hyoscine or scopolamine is one of the predominant in the Datura species, occurring in all plant organs (vegetative and reproductive). Because of its medical use and toxic properties, a rapid, convenient and reliable method is essential for the quantification of scopolamine content of plant biomass. The aim of this study was to elaborate a rapid method for determination of scopolamine from Datura innoxia, using Soxhlet extraction and quantification by gas-cromatography with flame ionization detection. Scopolamine content was investigated in plant organs (leaves, flowers, fruits, stem end root) of Datura innoxia collected in the maturity period from a country side region from Romania. Scopolamine was found in all organs examined. The results revealed that, concentration of scopolamine extracted in ethanol followed the order: root ] seeds ] flowers ] stem ] leaves. Higher extraction efficiency of scopolamine was found for 1-butanol compared to ethanol, and the order of concentration was: flowers ] seeds ] leaves ] stem ] root. Scopolamine content showed differences indicating that it is influenced by: 1) plant biomass as place of growing, plant species, plant organ and 2) extraction process efficiency based on polarity of the solvent, extraction time and sample - solvent ratio. The results show clear evidence that, the highest scopolamine content was found in 1-butanolic extracts and lowest in ethanolic extracts.

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Tropane Alkaloids of Datura innoxia from Morocco

Cited by 13 publications

References 0 publications

Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Alkaloids of the Genus Datura: Review of a Rich Resource for Natural Product Discovery

Inventory of Toxic Plants in Morocco: An Overview of the Botanical, Biogeography, and Phytochemistry Studies

Determination of Scopolamine by Gas Chromatography from Different Parts of the Datura innoxia Biomass

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