Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae)

Dall’Acqua, Stefano; Maggi, Filippo; Minesso, Paola; Salvagno, Marina; Papa, Fabrizio; Vittori, Sauro; Innocenti, Gabbriella

doi:10.1016/j.fitote.2010.08.003

Cited by 52 publications

(28 citation statements)

References 26 publications

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“…The structures of the isolated compounds were identified by comparing their spectroscopic data with that reported in the literature umbelliprenin (1) [8], umbelliprenin-10,11-monoepoxide (2) [9], conferone (3), mogoltacin (4) and feselol (5) [10]. Among them umbelliprenin has been reported previously as AChE inhibitor [11]. In this study umbelliprenin-10,11-monoepoxide was isolated from Apiaceae family and mogoltacin from Heptaptera genus for the first time.…”

Section: Present Studymentioning

confidence: 98%

Cholinesterase Inhibition and Molecular Docking Studies of Sesquiterpene Coumarin Ethers from Heptaptera cilicica

Güvenalp¹,

Özbek²,

Yerdelen³

et al. 2017

Rec.Nat.Prod.

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Five sesquiterpene coumarin ethers: umbelliprenin, umbelliprenin-10',11'-monoepoxide, conferone, mogoltacin and feselol were isolated from the fruits of Heptaptera cilicica. Their structures were identified by means of spectroscopic methods. AChE and BuChE inhibitory activities of the compounds were determined by molecular docking method which were confirmed by in vitro experiments. According to molecular docking results, total score of feselol and umbelliprenin were 5.69 and 3.23 kcal/mol against acetylcholinesterase, respectively. Total score for butyrylcholinesterase inhibitory effect of them were 2.76 and 4.99 kcal/mol, respectively. Feselol and umbelliprenin exhibited significantly high inhibitory potency against acetylcholinesterase (IC 50 = 1.26 ± 0.01 and 5.86 ± 0.03 μM, respectively) and butyrylcholinesterase (IC 50 = 9.98 ± 0.24 and 1.10 ± 0.19 μM, respectively). This is the first report of isolation of natural bioactives obtained from the chloroform extract of Heptaptera cilicica fruits with anticholinesterase activity.

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Section: Present Studymentioning

confidence: 98%

Cholinesterase Inhibition and Molecular Docking Studies of Sesquiterpene Coumarin Ethers from Heptaptera cilicica

Güvenalp¹,

Özbek²,

Yerdelen³

et al. 2017

Rec.Nat.Prod.

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“…Moreover, the interpretation of results should be performed carefully, as some compounds (mostly aldehydes and amines) are known to give false-positive reactions by inhibiting the reaction between thiocholine and DTNB (Rhee et al, 2003). However, this method was, and still is, often used for preliminary screening or for the bioguided isolation of natural AChE inhibitors (Adsersen et al, 2006;Beedessee et al, 2013;Dall'Acqua et al, 2010;Houghton et al, 2004).…”

Section: Acetylcholinesterase and Butyrylcholinesterase Inhibitionmentioning

confidence: 99%

Thin‐layer Chromatography of Plants, with Chemical and Biological Detection Methods

Urbain

Simões-Pires

2014

Encyclopedia of Analytical Chemistry

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Thin‐layer chromatography ( TLC ) is a widespread separation technique in the field of plant analysis and offers multiple advantages. This versatile technique can provide useful information about the qualitative or semiquantitative chemical composition of a mixture, thanks to coupling, with the detection and spectroscopic techniques and devices for image treatment. Moreover, it can contribute to the detection of biological activity by combining chromatography with bioassays, such as antimicrobial or enzyme inhibition tests. This procedure, providing simultaneous chromatographic separation and in situ assessment of a given biological activity, is named TLC bioautography. The major advantage of this technique is the ability to locate active substances from a complex mixture without prior sample purification. This avoids time‐consuming and tedious isolation of already‐known or inactive compounds. As this method is simple and cost effective, it is suitable for preliminary rapid screening to detect potential activity, as well as being a useful monitoring tool to track the bioguided isolation of active components. In this chapter, we focus on up‐to‐date TLC bioautographic assays, detail their mechanisms and applications in the field of natural drug discovery, and discuss the recent advances of this method that might appear at first glance to be a trivial approach.

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“…All three showed moderate activity with IC 50 ranging from 380 to 1.171 lM (Dall'Acqua et al 2010). Umbelliprenin (6) was also a potent inhibitor of squalene-hopene cyclase (SHC) (IC 50 = 70 lM) (Cravotto et al 2004).…”

Section: Sesquiterpene Umbelliferyl (7-hydroxycoumarin) Ethersmentioning

confidence: 99%

Sesquiterpene coumarins

Gliszczyńska

Brodelius

2011

Phytochem Rev

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Plants have a long history as therapeutic tools in the treatment of human diseases and have been used as a source of medicines for ages. In search of new biologically active natural products, many plants and herbs used in traditional medicine are screened for natural products with pharmacological activity. In this paper, we present a group of natural products, the sesquiterpene coumarins isolated from plants, and describe their wide range of biological activity. Sesquiterpene coumarins are found in some plants of the families Apiaceae (Umbelliferae), Asteraceae (Compositae) and Rutaceae. The coumarin moiety is often umbelliferone (7-hydroxycoumarin) but scopoletin (7-hydroxy-6-methoxycoumarin) and isofraxidin (7-hydroxy-6,8-dimethoxycoumarin) are also found. These coumarins are linked to a C 15 terpene moiety through an ether linkage. Another group of sesquiterpene coumarins is the prenylated 4-hydroxycoumarins where the link between the coumarin and the C 15 terpene moiety is a C-C-bond at carbon 3 of the coumarin moiety. Finally, the prenyl-furocoumarintype sesquiterpenoids are a separate group of sesquiterpene coumarins based on the suggested biosynthetic pathway. Our relatively limited knowledge on the biosynthesis of sesquiterpene coumarins is reviewed.

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Identification of non-alkaloid acetylcholinesterase inhibitors from Ferulago campestris (Besser) Grecescu (Apiaceae)

Cited by 52 publications

References 26 publications

Cholinesterase Inhibition and Molecular Docking Studies of Sesquiterpene Coumarin Ethers from Heptaptera cilicica

Cholinesterase Inhibition and Molecular Docking Studies of Sesquiterpene Coumarin Ethers from Heptaptera cilicica

Thin‐layer Chromatography of Plants, with Chemical and Biological Detection Methods

Sesquiterpene coumarins

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