Isolation of Amaryllidaceae alkaloids from Nerine bowdenii W. Watson and their biological activities

Vaněčková, Nina; Hošťálková, Anna; Šafratová, Marcela; Kuneš, Jiřı́; Hulcová, Daniela; Hrabinová, Martina; Doskočil, Ivo; Štěpánková, Šárka; Opletal, Lubomı́r; Nováková, Lucie; Jun, Daniel; Chlebek, Jakub; Cahlíková, Lucie

doi:10.1039/c6ra20205e

Cited by 25 publications

(30 citation statements)

References 32 publications

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“…From the launch of galanthamine (28) into clinical practice, other Amaryllidaceae alkaloids received attention as potential AChE inhibitors, such as AA from the genus Nerine. Different alkaloidal extracts of Nerine plants have been tested, and some of them showed interesting acetylcholinesterase or butyrylcholinesterase inhibitory activity [16,17,21,25,27,55]. Cholinesterases inhibition activities of the studied Nerine extracts and isolated alkaloids are summarized in Table 2.…”

Section: Biological Activity Connected With Potential Treatment Of Almentioning

confidence: 99%

“…The haemanthamineand crinine-type alkaloids differ only in the position of the 5,10b-ethano bridge, but it appears that the configuration of this bridge has no effect on the AChE inhibition activity [59]. Contrary to these conclusions, AChE/BuChE inhibition activity of some crinine-type AA isolated in the last decade is also interesting [15,17,60,61]. Two crinine-type alkaloids, undulatine (26) and powelline (25), were the most active compounds in the AChE assay of the alkaloids isolated from N. bowdenii, with IC 50 values of 23.5 ± 1.2 µM and 29.1 ± 1.6 µM, respectively [58].…”

Section: Biological Activity Connected With Potential Treatment Of Almentioning

confidence: 99%

“…The ethanol/methanol extract is then filtered, concentrated, acidified to pH 1.5-2.0, and subjected to a cleaning process including extraction with different organic solvents (e.g., diethyl ether, chloroform, dichloromethane, ethylacetate), changes of pH to 9-10 by the addition of a solution of either ammonia, or 10% Na 2 CO 3 , which results in the preparation of a concentrated alkaloidal extract. This extract is then fractionated on a silica gel column, an alumina column, by HPLC, and preparative TLC to obtain AA in pure form [11,[15][16][17][18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

“…A detailed phytochemical study in 2015 led to the isolation of twenty-two AA from fresh bulbs of N. bowdenii. The isolated compounds have been studied for their biological activity connected with the potential treatment of Alzheimer s and oncological diseases [17]. N. filifolia Baker is an evergreen plant, with small bulbs and thin, thread-like leaves.…”

Section: Introductionmentioning

confidence: 99%

“…The alkaloid pattern of N. undulata, studied by GC/MS, was dominated by two crinine-type alkaloids-undulatine (26), and buphanamine (12), and two unidentified alkaloids [27]. Some other minor alkaloids were also identified-buphanidrine (15), ambelline (7), bowdesine (11), crinamidine (17), and flexinine (23) (Table 1; Figure 2). N. sarniensis (L.) Herb.…”

Section: Introductionmentioning

confidence: 99%

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The Genus Nerine Herb. (Amaryllidaceae): Ethnobotany, Phytochemistry, and Biological Activity

et al. 2019

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Nerine Herbert, family Amaryllidaceae, is a genus of about 30 species that are native to South Africa, Botswana, Lesotho, Namibia, and Swatini (formerly known as Swaziland). Species of Nerine are autumn-flowering, perennial, bulbous plants, which inhabit areas with summer rainfall and cool, dry winters. Most Nerine species have been cultivated for their elegant flowers, presenting a source of innumerable horticultural hybrids. For many years, species of Nerine have been subjected to extensive phytochemical and pharmacological investigations, which resulted in either the isolation or identification of more than fifty Amaryllidaceae alkaloids belonging to different structural types. Amaryllidaceae alkaloids are frequently studied for their interesting biological properties, including antiviral, antibacterial, antitumor, antifungal, antimalarial, analgesic, cytotoxic, and cholinesterase inhibition activities. The present review aims to summarize comprehensively the research that has been reported on the phytochemistry and pharmacology of the genus Nerine.

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Section: Biological Activity Connected With Potential Treatment Of Almentioning

confidence: 99%

Section: Biological Activity Connected With Potential Treatment Of Almentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

The Genus Nerine Herb. (Amaryllidaceae): Ethnobotany, Phytochemistry, and Biological Activity

et al. 2019

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Anti‐cholinesterase and antioxidant properties of alkaloid and phenolic‐rich extracts from pawpaw (Carica papaya) leaf: A comparative study

Adedayo

Oyeleye

Okeke

et al. 2020

Flavour & Fragrance J

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Carica papaya, commonly known as pawpaw, is a tropical plant cultivated for its edible ripe fruits. However, its leaf is being use traditionally against several life‐threatening illnesses, including Alzheimer disease (AD). This study compared the cholinesterases (ChEs) inhibitory effect and antioxidant property of alkaloid and phenolic [aqueous, acetone and methanol‐HCL (0.1:50 w/v)] rich extracts of Pawpaw leaf. The extracts were prepared to the concentration of 2 mg/mL, thereafter, effect on ChEs [acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)] activities, and production of quinolone (QA) and Fe‐induced thiobarbituric reactive acid species (TBARS)] as well as antioxidant [ferric reducing antioxidant property (FRAP), 2, 2‐diphenyl‐1‐ picrylhydrazyl (DPPH) radical scavenging ability] properties were determined. Total phenol and flavonoid contents of the phenolic‐rich extracts, as well as gas chromatography analysis of an alkaloid extract, were carried out. Results revealed that hydromethanolic extract had the highest AChE inhibitory effect while aqueous extract had the highest BChE inhibitory potential. Hydromethanolic extract demonstrated highest inhibitory effect on Fe2+‐induced TBARS production, while alkaloid extract had strong inhibition on QA‐induced TBARS production. Aqueous extract had the highest total phenol content, while hydromethanolic extract had the highest total flavonoid content. All the extract exhibited anticholinesterases and antioxidant properties, however, hydromethanolic extract appears to be the most potent and could be as a result of its rich flavonoid content. The biological properties of the studied extract could be the underlying neuromodulatory mechanism of actions of pawpaw leaf in folklore against some neurological disorders.

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Biologically active isoquinoline alkaloids covering 2014–2018

Shang

Yang

Morris‐Natschke

et al. 2020

Medicinal Research Reviews

117

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Isoquinoline alkaloids, an important class of N-based heterocyclic compounds, have attracted considerable attention from researchers worldwide since the early 19th century. Over the past 200 years, many compounds from this class were isolated, and most of them and their analogs possess various bioactivities. In this review, we survey the updated literature on bioactive alkaloids and highlight research achievements of this alkaloid class during the period of 2014-2018. We reviewed over 400 molecules with a broad range of bioactivities, including antitumor, antidiabetic and its complications, antibacterial, antifungal, antiviral, antiparasitic, insecticidal, anti-inflammatory, antioxidant, neuroprotective, and other activities. This review should provide new indications or directions for the discovery of new and better drugs from the original naturally occurring isoquinoline alkaloids.

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Isolation of Amaryllidaceae alkaloids from Nerine bowdenii W. Watson and their biological activities

Abstract: Twenty-two isoquinoline alkaloids (1–22) were isolated from fresh bulbs of Nerine bowdenii (Amaryllidaceae) by standard chromatographic methods.

Cited by 25 publications

References 32 publications

The Genus Nerine Herb. (Amaryllidaceae): Ethnobotany, Phytochemistry, and Biological Activity

The Genus Nerine Herb. (Amaryllidaceae): Ethnobotany, Phytochemistry, and Biological Activity

Anti‐cholinesterase and antioxidant properties of alkaloid and phenolic‐rich extracts from pawpaw (Carica papaya) leaf: A comparative study

Biologically active isoquinoline alkaloids covering 2014–2018

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