Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
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.
Announcements
Our editors have decided to support scientists to publish their manuscripts in European Journal of Chemistry without any financial constraints.
1- The article processing fee will not be charged from the articles containing the single-crystal structure characterization or a DFT study between September 15, 2023 and October 31, 2023 (Voucher code: FALL2023).
2. A 50% discount will be applied to the article processing fee for submissions made between September 15, 2023 and October 31, 2023 by authors who have at least one publication in the European Journal of Chemistry (Voucher code: AUTHOR-3-2023).
3. Young writers will not be charged for the article processing fee between September 15, 2023 and October 31, 2023 (Voucher code: YOUNG2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF
DOI: 10.5155/eurjchem.5.3.457-462.1040
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics
This Abstract was viewed 1149 times |
PDF Article downloaded 682 times
Citations
[1]. Leila Dinparast, Hassan Valizadeh, Esmail Vessally, Mir Babak Bahadori
Synthesis, characterization and DFT studies of diethyl 4-hydroxy-6-nitro-4H-chromene-2,3-dicarboxylate
Journal of Molecular Structure 1105, 118, 2016
DOI: 10.1016/j.molstruc.2015.10.044
[2]. Maher Cherif, Mabrouk Horchani, Youssef O. Al-Ghamdi, Sami G. Almalki, Yaser E. Alqurashi, Hichem Ben Jannet, Anis Romdhane
New pyrano-1,2,3-triazolopyrimidinone derivatives as anticholinesterase and antibacterial agents: Design, microwave-assisted synthesis and molecular docking study
Journal of Molecular Structure 1220, 128685, 2020
DOI: 10.1016/j.molstruc.2020.128685
[3]. Soraya Rahmatinejad, Hossein Naeimi
Design, preparation, and characterization of Fe3O4 nanoparticles encapsulating β‐cyclodextrin‐bearing guanidine as a highly efficient and reusable heterogeneous base catalyst for synthesis of 3,4‐dihydropyrano[3,2‐c]chromenes
Applied Organometallic Chemistry 34(10), , 2020
DOI: 10.1002/aoc.5862
[4]. Najet Aouled Dlala, Younes Bouazizi, Houcine Ghalla, Naceur Hamdi, Pasquale Longo
DFT Calculations and Molecular Docking Studies on a Chromene Derivative
Journal of Chemistry 2021, 1, 2021
DOI: 10.1155/2021/6674261
[5]. Pooja Garg, Sabbasani Rajasekhara Reddy
Biomass‐derived Sugar Ionic Liquid as a Sustainable Organocatalyst: An Efficient Synthesis of Functionalized Dihydropyrano Coumarins
Asian Journal of Organic Chemistry 11(9), , 2022
DOI: 10.1002/ajoc.202200322
[6]. Arezou Mohammadinezhad, Batool Akhlaghinia
Nanofibre Sepiolite Catalyzed Green and Rapid Synthesis of 2-Amino-4H-chromene Derivatives
Australian Journal of Chemistry 71(1), 32, 2018
DOI: 10.1071/CH17093
[7]. Amel Hajlaoui, Maha Laajimi, Mansour Znati, Hichem Ben Jannet, Anis Romdhane
Novel pyrano-triazolo-pyrimidine derivatives as anti- α-amylase agents: Synthesis, molecular docking investigations and computational analysis
Journal of Molecular Structure 1237, 130346, 2021
DOI: 10.1016/j.molstruc.2021.130346
References
[1]. Adami, E.; Marazzi-Uberti, E.; Turba, C. Arch. Ital. Sci. Farmacol. 1959, 9, 61-69.
[2]. Arvind, B. T.; Venkat, S. S.; Narayan, D. S.; Devanand, B. S. Bull. Environ. Pharmacol. Life Sci. 2012, 7, 30-33.
[3]. Luchini, A. C.; Rodrigues-Orsi, P.; Cestari, S. H.; Seito, L. N.; Witaicenis, A.; Pellizzon, C. H. Biol. Pharm. Bull. 2008, 31, 1343-1350.
http://dx.doi.org/10.1248/bpb.31.1343
[4]. Jae-Chul, J; Qee-Sook, P. Molecules 2009, 14, 4790-4803.
http://dx.doi.org/10.3390/molecules14114790
[5]. Chohan, Z. H.; Shaikh, A. U.; Rauf, A.; Supuran, C. T. J. Enz. Inhib. Med. Chem. 2006, 21, 741-748.
http://dx.doi.org/10.1080/14756360600810340
[6]. Kirkiacharian, B. S.; Clercq, E.; Kurkjian, R.; Pannecouque, C. J. Pharm. Chem. 2008, 42, 265-270.
http://dx.doi.org/10.1007/s11094-008-0103-0
[7]. Velasco-Velazquez, M. A.; Agramonte-Hevia, J.; Barrera, D.; Jimenez-Orozco, A.; Garcia-Mondragon, M. J.; Mendoza-Patino, N.; Landa, A.; Mandoki, J. Cancer. Lett. 2003, 198, 179-186.
[8]. Shapiro, S.; Sherwin, B. N. Y. State J. Med. 1943, 43, 45-52.
[9]. Butsch, W. L.; Stewart, J. D. Arch. Surg. 1942, 45, 551-553.
http://dx.doi.org/10.1001/archsurg.1942.01220040047005
[10]. Hintz, K. K.; Ren, J. Vascul. Pharmacol. 2003, 40, 213-217.
http://dx.doi.org/10.1016/j.vph.2003.08.002
[11]. Manolov, I.; Maichle-Moessmer, C.; Danchev, N. Eur. J. Med. Chem. 2006, 41, 882-890.
http://dx.doi.org/10.1016/j.ejmech.2006.03.007
[12]. Howes, M. R.; Houghton, P. J. Pharmacol. Biochem. Behav. 2003, 75, 513-527.
http://dx.doi.org/10.1016/S0091-3057(03)00128-X
[13]. Saudi, M. N. S.; Gaafar, M. R.; El-Azzouni, M. Z.; Ibrahim, M. A.; Eissa, M. M. Chem. Res. 2008, 17, 541-563.
[14]. Sunduru, N.; Agawal, A.; Katiyar, S.; Nishi, B.; Goyal, N.; Gupta, S.; Chauhan, P. M. S. Bioorg. Med. Chem. 2006, 14, 7706-7715.
http://dx.doi.org/10.1016/j.bmc.2006.08.009
[15]. Huisgen, R. J. Org. Chem 1976, 41, 403-419.
http://dx.doi.org/10.1021/jo00865a001
[16]. Pinner, A.; Klein, F. Ber. Dtsch. Chem. Ges 1877, 10, 1889-1897
http://dx.doi.org/10.1002/cber.187701002154
[17]. Orhan, G.; Orhan, I.; Sener, B. Lett. Drug. Desig. Discov. 2006, 3, 268-274.
http://dx.doi.org/10.2174/157018006776743215
How to cite
The other citation formats (EndNote | Reference Manager | ProCite | BibTeX | RefWorks) for this article can be found online at: How to cite item
DOI Link: https://doi.org/10.5155/eurjchem.5.3.457-462.1040
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
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
Refbacks
- There are currently no refbacks.
Copyright (c)
© Copyright 2010 - 2023 • Atlanta Publishing House LLC • All Right Reserved.
The opinions expressed in all articles published in European Journal of Chemistry are those of the specific author(s), and do not necessarily reflect the views of Atlanta Publishing House LLC, or European Journal of Chemistry, or any of its employees.
Copyright 2010-2023 Atlanta Publishing House LLC. All rights reserved. This site is owned and operated by Atlanta Publishing House LLC whose registered office is 2850 Smith Ridge Trce Peachtree Cor GA 30071-2636, USA. Registered in USA.