European Journal of Chemistry 2014, 5(3), 457-462 | doi: https://doi.org/10.5155/eurjchem.5.3.457-462.1040 | Get rights and content

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Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors


Younes Bouazizi (1) , Anis Romdhane (2,*) , Hichem Ben Jannet (3)

(1) Chemistry Department, Faculty of Science, Jazan University, 2097, Saudi Arabia
(2) Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Bioorganic Chemistry and Natural Products, Faculty of Sciences, University of Monastir, Monastir, 5000, Tunisia
(3) Laboratory of Heterocyclic Chemistry, Natural Products and Reactivity, Bioorganic Chemistry and Natural Products, Faculty of Sciences, University of Monastir, Monastir, 5000, Tunisia
(*) Corresponding Author

Received: 02 Mar 2014 | Accepted: 27 Apr 2014 | Published: 30 Sep 2014 | Issue Date: September 2014

Abstract


2-Amino-4-phenyl-4,5-dihydro-5-oxopyrano[2,3-c]chromen-3-carbonitrile derivatives (8a-d) have been isolated in good yields by the reaction of corresponding 4-hydroxycoumarin (1) with substituted aldehydes (2a-d) and malononitrile (3) under reflux conditions. The reactivity of α-functionalized iminoethers (9a-d) with hydrazine, hydroxylamine and piperidine was studied. The synthesized compounds were characterized by various techniques including spectroscopy. Compounds 8-11 were also evaluated as potential acetylcholinesterase inhibitors.


Keywords


Chromene; Iminoethers; Pyrrolochromene; Pyridinochromene; Dihydropyrano[c]chromene; Anti-acetylcholinesterase activity

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DOI: 10.5155/eurjchem.5.3.457-462.1040

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[2]. Maher Cherif, Mabrouk Horchani, Youssef O. Al-Ghamdi, Sami G. Almalki, Yaser E. Alqurashi, Hichem Ben Jannet, Anis Romdhane
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[3]. Soraya Rahmatinejad, Hossein Naeimi
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[4]. Najet Aouled Dlala, Younes Bouazizi, Houcine Ghalla, Naceur Hamdi, Pasquale Longo
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[5]. Pooja Garg, Sabbasani Rajasekhara Reddy
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[6]. Arezou Mohammadinezhad, Batool Akhlaghinia
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[7]. Amel Hajlaoui, Maha Laajimi, Mansour Znati, Hichem Ben Jannet, Anis Romdhane
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How to cite


Bouazizi, Y.; Romdhane, A.; Jannet, H. Eur. J. Chem. 2014, 5(3), 457-462. doi:10.5155/eurjchem.5.3.457-462.1040
Bouazizi, Y.; Romdhane, A.; Jannet, H. Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors. Eur. J. Chem. 2014, 5(3), 457-462. doi:10.5155/eurjchem.5.3.457-462.1040
Bouazizi, Y., Romdhane, A., & Jannet, H. (2014). Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors. European Journal of Chemistry, 5(3), 457-462. doi:10.5155/eurjchem.5.3.457-462.1040
Bouazizi, Younes, Anis Romdhane, & Hichem Ben Jannet. "Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors." European Journal of Chemistry [Online], 5.3 (2014): 457-462. Web. 22 Mar. 2023
Bouazizi, Younes, Romdhane, Anis, AND Jannet, Hichem. "Synthesis of new 3,4-dihydropyrano[c]chromene derivatives and their evaluation as acetyl cholinesterase inhibitors" European Journal of Chemistry [Online], Volume 5 Number 3 (30 September 2014)

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