Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae)
Abstract
Inhibition of Acetylcholinesterase (AChE) is still considered as a strategy for the treatment of neurological disorders such as Alzheimer's disease. Many plant derived alkaloids (such as galantamine and rivastigmine) are known for their AChE inhibitory activity. Recently, other classes of natural compounds such as terpenoids, sesquiterpene glycosides and coumarins have been studied as new AChE inhibitors, with the aim to discover less toxic compounds compared to alkaloidal ones. The Ferulago campestris roots dichloromethane extract was used for a bioassay-guided fractionation for the search of AChE inhibitors. Three coumarin derivatives (umbelliprenin 1, coladonin 2 and coladin 3), three daucane ester derivatives (siol anisate 4, ferutinin 5 and 1-acetyl-5-angeloyl lapiferol 6), two phenol derivatives (2-epilaserine 7 and epielmanticine 8) and one polyacetylene (9-epoxyfalcarindiol 9) were isolated by the bioassay-guided approach. Their structures were characterized on the basis of spectral methods (1D and 2D NMR, and MS spectroscopy). All the isolated compounds were able to inhibit the AChE (IC(50) 1.2-0.1mM) although at higher doses if compared to galantamine (6.7 μM) measured in the same conditions. The most active compounds were the daucane derivative siol anisate 4 and the epielmanticine 8, with IC(50) of 0.172 and 0.175 mM respectively.
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Acetylcholinesterase is the main enzyme that converts acetylcholine in the nervous system to acetate and choline.
“Acetylcholinesterase (AChE) is the main enzyme that converts the acetylcholine (ACh) in the nervous system to acetate and choline [89].”
From Chemical Constituents and Pharmacological Activities of Garlic (Allium sativum L.): A Review (2020) · cites this paper as [89]
Allicin is a membrane-permeable compound that can enter cells easily and interact with cellular thiols such as glutathione or cysteine residues in proteins as well as enzymes containing reactive cysteine, and this may be the potential interpretation of allicin's toxicity.
“Allicin is a membrane-permeable compound that can enter cells easily and interact with cellular thiols such as glutathione or cysteine residues in proteins [37,89,90] as well as enzymes containing reactive cysteine and this may be the potential interpretation of allicin’s toxicity [63].”
From Chemical Constituents and Pharmacological Activities of Garlic (Allium sativum L.): A Review (2020) · cites this paper as [89]
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Chemical Constituents and Pharmacological Activities of Garlic (Allium sativum L.): A Review
El-Saber Batiha, G., Magdy Beshbishy, A., G. Wasef, L., Elewa, Y. H. A., A. Al-Sagan, A., Abd El-Hack, M. E., Taha, A. E., M. Abd-Elhakim, Y., & Prasad Devkota, H. (2020) · Nutrients · doi:10.3390/nu12030872 · Cited by 931 · see citing works
- Authors
- Dall'Acqua, S., Maggi, F., Minesso, P., Salvagno, M., Papa, F., Vittori, S., & Innocenti, G.
- Affiliations
- Università di Camerino (IT)
- University of Padua (IT)
- Venue
- Fitoterapia
- Publisher
- Elsevier BV
- Published
- 2010-12
- Volume
- 81
- Issue
- 8
- Pages
- 1208-1212
- ISSN
- 0367-326X (ISSN-L)
- OpenAlex
- W1998449920
- Cited by
- 63
- References
- 28
- Citations by year
- 2025: 3 · 2024: 2 · 2023: 6 · 2022: 4 · 2021: 4 · 2020: 9 · 2019: 7 · 2018: 2 · 2017: 4 · 2016: 4 · 2015: 6 · 2014: 5 · 2013: 2 · 2012: 2
- FWCI
- 1.64
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Fitoterapia (publishedVersion)
- PubMed (publishedVersion)
- Unicam Scientific Publications (University of Camerino) (submittedVersion)
- Padua Research Archive (University of Padova) (submittedVersion)
- Funders
- Ministero dell’Istruzione, dell’Università e della Ricerca
- Topics
- Health Sciences › Medicine › Pharmacology › Cholinesterase and Neurodegenerative Diseases
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Plant chemical constituents analysis
- Life Sciences › Agricultural and Biological Sciences › Plant Science › Phytochemistry and Biological Activities
- Keywords
- acetylcholinesterase inhibitors, coumarins, umbelliprenin, polyacetylene, bioassay-guided fractionation, Alzheimer's disease, Apiaceae
- MeSH terms
- Acetylcholinesterase, Cholinesterase Inhibitors, Molecular Structure, Plant Roots, Apiaceae
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