Alkaloids from Cryptocarya densiflora Blume (Lauraceae) and their cholinesterase inhibitory activity

Othman, Wan Nurul Nazneem Wan; Sivasothy, Yasodha; Liew, Sook Yee; Mohamad, Jamaludin; Nafiah, Mohd Azlan; Ahmad, Khursheed; Litaudon, Marc; Awang, Khalijah

doi:10.1016/j.phytol.2017.07.002

Cited by 32 publications

(37 citation statements)

References 22 publications

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“…Many plant extracts demonstrate acetylcholinesterase activity, for example, extract from Crinum jagus containing Amaryllidaceae and isoquinolinone alkaloids [6], Cryptocarya species containing isoquinoline alkaloids [10], Narcissus pseudonarcissus L. containing Amarylidaceae alkaloids [7], Catharanthus roseus containing indole alkaloids [9], secophenanthroindolizidine and proaporphine alkaloids from Cryptocarya densiflora Blume [10], Ocotea percoriacea containing benzylisoquinoline, bisbenzylisoquinoline, aporphine, proaporphine, phenanthrene, and morphinane alkaloids [9], Rauvolfia vomitoria containing monoterpene indole alkaloids [11], Crinum jagus containing Amarylidaceae and isoquinoline alkaloids [6], Lycoris longituba containing Amaryllidaceae alkaloid [12], Psychotria leiocarpa containing alkaloid vincosamide [13], Huperzia serrata containing macrocyclic Lycopodium alkaloids [14], Psychotria nemorosa containing azepine-indole alkaloids [15], Uncaria rhynchophylla containing indole alkaloids [16], Berberis vulgaris containing isoquinoline alkaloids [17], Lycopodium platyrhizoma containing Lycopodium alkaloids [18], Huperzia cunninghamioides containing Lycopodium alkaloids [19], Corydalis mucronifera containing isoquinoline alkaloids [20], Palicourea sessilis containing indole alkaloids [21], and Zephyranthes candida containing galanthamine, plicamine, and secoplicamine [22]. There have also been published articles summarizing the application of plant materials containing alkaloids for inhibition of acetylcholinesterase activity [23,24].…”

Section: Introductionmentioning

confidence: 99%

Application of HPLC-DAD for In Vitro Investigation of Acetylcholinesterase Inhibition Activity of Selected Isoquinoline Alkaloids from Sanguinaria canadensis Extracts

Tuzimski

Petruczynik

2021

Molecules

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Isoquinoline alkaloids may have a wide range of pharmacological activities. Some of them have acetylcholinesterase activity inhibition. Nowadays, neurodegenerative disorders such as Alzheimer’s disease have become a serious public health problem. Searching for new effective compounds with inhibited acetylcholinesterase activity is one of the most significant challenges of modern scientific research. The aim of this study was the in vitro investigation of acetylcholinesterase activity inhibition of extracts obtained from Sanguinaria canadensis collected before, during and after flowering. The acetylcholinesterase activity inhibition of these extracts has not been previously tested. The aim was also to quantify selected alkaloids in the investigated extracts by high performance liquid chromatography (HPLC). The analyses of alkaloid content were performed using HPLC in reversed phase (RP) mode using Polar RP column and mobile phase containing acetonitrile, water and ionic liquid (IL). The acetylcholinesterase activity inhibition of the tested plant extracts and respective alkaloid standards were examined using high performance liquid chromatography with diode-array detector (HPLC-DAD) for the quantification of 5-thio-2-nitro-benzoic acid, which is the product of the reaction between the thiocholine (product of the hydrolysis of acetylthiocholine reaction) with Ellman reagent. The application of the HPLC method allowed for elimination of absorption of interfering components, for example, alkaloids such as sanguinarine and berberine. It is revealed that the HPLC method can be successfully used for the evaluation of the acetylcholinesterase inhibitory activity in samples such as plant extracts, especially those containing colored components adsorbing at wavelength in the range 405–412 nm. The acetylcholinesterase inhibition activity synergy of pairs of alkaloid standards and mixture of all investigated alkaloids was also determined. Most investigated alkaloids and all Sanguinaria canadensis extracts exhibited very high acetylcholinesterase activity inhibition. IC50 values obtained for alkaloid standards were from 0.36 for berberine to 23.13 µg/mL for protopine and from 61.24 to 89.14 µg/mL for Sanguinaria canadensis extracts. Our investigations demonstrated that these plant extracts can be recommended for further in vivo experiments to confirm their acetylcholinesterase activity inhibition.

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Section: Introductionmentioning

confidence: 99%

Application of HPLC-DAD for In Vitro Investigation of Acetylcholinesterase Inhibition Activity of Selected Isoquinoline Alkaloids from Sanguinaria canadensis Extracts

Tuzimski

Petruczynik

2021

Molecules

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“…This is attributed to the antioxidative properties of 12 via maintaining thioredoxin reductase activity and inhibiting thiol oxidation and therefore dopamine oxidation product formation [ 56 ]. In addition, 9 and 12 upregulated antioxidant enzymes such as superoxide dismutase [ 57 ] and glutathione peroxidase (GPx) In Vitro , while in other studies, they reduced ROS elevation and thiol oxidation, leading to an enhanced antioxidant defence mechanism to produce a neuroprotective effect [ 52 , 53 , 58 , 59 ].…”

Section: Multi-target Modulation Potential Of Alkaloids In Neurodementioning

confidence: 99%

Potential of Naturally Derived Alkaloids as Multi-Targeted Therapeutic Agents for Neurodegenerative Diseases

Kong

Tay

et al. 2021

Molecules

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Alkaloids are a class of secondary metabolites that can be derived from plants, fungi and marine sponges. They are widely known as a continuous source of medicine for the management of chronic disease including cancer, diabetes and neurodegenerative diseases. For example, galanthamine and huperzine A are alkaloid derivatives currently being used for the symptomatic management of neurodegenerative disease. The etiology of neurodegenerative diseases is polygenic and multifactorial including but not limited to inflammation, oxidative stress and protein aggregation. Therefore, natural-product-based alkaloids with polypharmacology modulation properties are potentially useful for further drug development or, to a lesser extent, as nutraceuticals to manage neurodegeneration. This review aims to discuss and summarise recent developments in relation to naturally derived alkaloids for neurodegenerative diseases.

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“…In addition, Dou et al (2021) reported that 0.6 g/L epsilon-poly-L-lysine (ε-PL) effectively reduced BM incidence in “Fuji” apple by activating the host-defense responses to P. expansum infection. Antofine (ATF; also known as 7-demethoxytylophorine), a natural water-soluble phenanthroindolizidine alkaloid, is known to be mainly isolated from the family of Asclepiadaceae plants and exhibits excellent biological properties, such as anti-angiogenic activity ( Oh et al, 2017 ), cholinesterase inhibitory activity ( Othman et al, 2017 ), antiproliferative and antitumor activities ( Yu et al, 2016 ), and antifungal acidity against Phytopathogen Fusarium graminearum ( Mogg et al, 2019 ). In 2019, our group identified six alkaloids (e.g., antofine, 9-dehydroantofine, 9,14-dehydroantofine, 10α-N-oxide-ATF, 10β-N-oxide-ATF, and 14-hydroxy-N-oxide-ATF) from the roots of Cynanchum atratum Bunge ( Chen et al, 2019a ), and ATF was found to have a great potential for significant suppression of P. italicum and P. digitatum growth ( Chen et al, 2019b ; Xin et al, 2019 ).…”

Section: Introductionmentioning

confidence: 99%

Antofine Triggers the Resistance Against Penicillium italicum in Ponkan Fruit by Driving AsA-GSH Cycle and ROS-Scavenging System

et al. 2022

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Postharvest fungal infection can accelerate the quality deterioration of Ponkan fruit and reduce its commodity value. Penicillium italicum is the causal pathogen of blue mold in harvested citrus fruits, not only causing huge fungal decay but also leading to quality deterioration. In our preliminary study, antofine (ATF) was found to have a great potential for significant in vitro suppression of P. italicum growth. However, the regulatory mechanism underpinning ATF-triggered resistance against P. italicum in citrus fruit remains unclear. Here, the protective effects of ATF treatment on blue mold development in harvested Ponkan fruit involving the enhancement of ROS-scavenging system were investigated. Results showed that ATF treatment delayed blue mold development and peel firmness loss. Moreover, the increase of electrolyte leakage, O2•– production, and malonyldialdehyde accumulation was significantly inhibited by ATF treatment. The ATF-treated Ponkan fruit maintained an elevated antioxidant capacity, as evidenced by inducted the increase in glutathione (GSH) content, delayed the declines of ascorbic acid (AsA) content and GSH/oxidized GSH ratio, and enhanced the activities of superoxide dismutase, catalase, peroxidase, and six key AsA-GSH cycle-related enzymes, along with their encoding gene expressions, thereby maintaining ROS homeostasis and reducing postharvest blue mold in harvested Ponkan fruit. Collectively, the current study revealed a control mechanism based on ATF-triggered resistance and maintenance of a higher redox state by driving AsA-GSH cycle and ROS-scavenging system in P. italicum-infected Ponkan fruit.

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Alkaloids from Cryptocarya densiflora Blume (Lauraceae) and their cholinesterase inhibitory activity

Cited by 32 publications

References 22 publications

Application of HPLC-DAD for In Vitro Investigation of Acetylcholinesterase Inhibition Activity of Selected Isoquinoline Alkaloids from Sanguinaria canadensis Extracts

Application of HPLC-DAD for In Vitro Investigation of Acetylcholinesterase Inhibition Activity of Selected Isoquinoline Alkaloids from Sanguinaria canadensis Extracts

Potential of Naturally Derived Alkaloids as Multi-Targeted Therapeutic Agents for Neurodegenerative Diseases

Antofine Triggers the Resistance Against Penicillium italicum in Ponkan Fruit by Driving AsA-GSH Cycle and ROS-Scavenging System

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