Acetylcholinesterase inhibitory effects of the bulb of Ammocharis coranica (Amaryllidaceae) and its active constituent lycorine

Elisha, Ishaku Leo; Elgorashi, E.E.; Hussein, Ahmed A.; Duncan, Graham; Eloff, Jacobus Nicolaas

doi:10.1016/j.sajb.2012.11.008

Cited by 23 publications

(11 citation statements)

References 32 publications

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“…6). [48][49][50][51] Some of results are summarized in Table 8. 47 Assoanine (3j) 46 Subsequent modication of lycorine has been reported by several groups.…”

Section: Acetylcholinesterase (Ache) Inhibitory Activitiesmentioning

confidence: 99%

“…48 New C1 and C2 functionalized analogs in the lycorine subset are synthesized and systematically studied. [49][50][51] Amaryllidaceae alkaloids having several different ring types are evaluated for their AChE inhibitory activities (Table 9 and Fig. Acetylation or benzoylation of 3q afforded 3r (Ki ¼ 0.34 mM) and 3s (Ki ¼ 0.39 mM) respectively.…”

Section: The Data Have Shown That Compound 2-o-tert-butyldimethylsilymentioning

confidence: 99%

“…47 Assoanine (3j) Subsequent modication of lycorine has been reported by several groups. [48][49][50][51] Some of results are summarized in Table 8.…”

Section: Acetylcholinesterase (Ache) Inhibitory Activitiesmentioning

confidence: 99%

“…Moreover, 1-acetyllycorine (3c) has shown a potent inhibitor of AChE (Ki ¼ 0.43 mM) while lycorine (3), 2-acetyllycorine (3c), and 1,2-diacetyllycorine (3u) exhibits no or very weak inhibitory activity. [49][50][51] Amaryllidaceae alkaloids having several different ring types are evaluated for their AChE inhibitory activities (Table 9 and Fig. 7).…”

Section: The Data Have Shown That Compound 2-o-tert-butyldimethylsily...mentioning

confidence: 99%

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Biological and pharmacological activities of amaryllidaceae alkaloids

et al. 2015

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The amaryllidaceae family consists of about 75 genera and 1100 species that are wide-spread in the tropics and warm temperate regions of the world. Since the first isolation of lycorine, more than 500 amaryllidaceae alkaloids have been isolated over the past three decades. The enormous numbers of diverse amaryllidaceae alkaloids are classified into different groups mainly according to their structural features. The representative alkaloids are norbelladine, lycorine, hippeastrine, narwedine, haemanthamine, pancratistatin, pretazettine, montanine, galanthindole, cherylline and ismine. Recently, more extensive studies have revealed that amaryllidaceae alkaloids exhibit a wide range of bioactivities, such as antitumor, antiviral, antibacterial, antifungal, antimalarial and analgesic. Acetylcholinesterase (AChE) inhibitory and cytotoxic activities have also been reported. The aim of the present review is to discuss the recent developments on the biological and pharmacological activities of amaryllidaceae alkaloids with IC 50 or EC 50 values since 2005, supporting the potential therapeutic possibilities for the use of these compounds.

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“…6). [48][49][50][51] Some of results are summarized in Table 8. 47 Assoanine (3j) 46 Subsequent modication of lycorine has been reported by several groups.…”

Section: Acetylcholinesterase (Ache) Inhibitory Activitiesmentioning

confidence: 99%

Section: The Data Have Shown That Compound 2-o-tert-butyldimethylsilymentioning

confidence: 99%

“…47 Assoanine (3j) Subsequent modication of lycorine has been reported by several groups. [48][49][50][51] Some of results are summarized in Table 8.…”

Section: Acetylcholinesterase (Ache) Inhibitory Activitiesmentioning

confidence: 99%

Section: The Data Have Shown That Compound 2-o-tert-butyldimethylsily...mentioning

confidence: 99%

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Biological and pharmacological activities of amaryllidaceae alkaloids

et al. 2015

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“…GA also has curing effect for the major depressive disorder . The LY could be used for antiphlogosis and analgesia , liver protection , mammalian cell cycle control, antiviral , antibiosis , as well as medicine for malaria and cancer . It could also be used for the synthesis of RNA and proteins , suppressing the growth of cells and the activity of the acetylcholine .…”

Section: Introductionmentioning

confidence: 99%

Simultaneous determination of galanthamine and lycorine in Lycoris radiata by a capillary electrophoresis with an electrochemiluminescence method

Wang

Zhu

et al. 2014

J of Separation Science

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A novel capillary electrophoresis with electrochemiluminescence determination method was developed for the determination of two alkaloids based on the electrochemiluminescence signal enhancement effect of the tertiary amine group on tris(2,2'-bipyridyl)ruthenium(II). A linear relationship between the electrochemiluminescence peak area and concentrations of galanthamine and lycorine in the range of 0.07 ∼ 17 μg/mL and 0.07 ∼ 18 μg/mL was obtained and the detection limit was 0.008 and 0.002 μg/mL, respectively. The method is selective, simple, and convenient. It had been successfully applied to the analysis of galanthamine and lycorine in Lycoris radiata samples purchased from a local market.

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Formation of 8‐Hydroxyphenanthridines by Microwave‐Mediated IMDAF Reactions; Synthesis Directed towards Lycorine Alkaloids

et al. 2019

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8‐Hydroxyphenathridines have been synthesized efficiently from N‐propargyl‐ortho‐furylanilines employing microwave‐mediated one‐pot intramolecular Diels–Alder reaction on furans (IMDAF) reaction and subsequent aromatization. The 8‐hydroxyphenathridines were also subjected to further functionalization; O‐alkylation and conversion to the corresponding triflate followed by Suzuki coupling. N‐Propargyl‐7‐furylindole and the corresponding indoline also underwent smooth IMDAF cyclization to give, after rearomatization, 7H‐pyrrolo[3,2,1‐de]phenanthridin‐9‐ol or the 4,5‐dihydro analog. These cyclization products could be further functionalized, i.e. O‐ or N‐alkylation and oxidation at C‐6. The oxidation could lead to 6‐oxo derivatives or pyrrolo[3,2,1‐de]phenanthridin‐6‐ium salts depending on the reaction conditions and structure of the substrate. The 9‐oxy‐pyrrolophenanthridines synthesized are structurally closely related to bioactive lycorine alkaloids.

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Acetylcholinesterase inhibitory effects of the bulb of Ammocharis coranica (Amaryllidaceae) and its active constituent lycorine

Cited by 23 publications

References 32 publications

Biological and pharmacological activities of amaryllidaceae alkaloids

Biological and pharmacological activities of amaryllidaceae alkaloids

Simultaneous determination of galanthamine and lycorine in Lycoris radiata by a capillary electrophoresis with an electrochemiluminescence method

Formation of 8‐Hydroxyphenanthridines by Microwave‐Mediated IMDAF Reactions; Synthesis Directed towards Lycorine Alkaloids

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