European Journal of Chemistry 2013, 4(2), 138-145 | doi: https://doi.org/10.5155/eurjchem.4.2.138-145.749 | Get rights and content






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An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents


Hafez Mohamed El-Shaaer (1,*)

(1) Department of Chemistry, Faculty of Education, Ain Shams University, Roxy, 11711, Cairo, Egypt
(*) Corresponding Author

Received: 14 Feb 2013 | Revised: 28 Mar 2013 | Accepted: 30 Mar 2013 | Published: 30 Jun 2013 | Issue Date: June 2013

Abstract


An efficient synthesis of the biologically active novel systems derived from the reaction of 4-methyl-2-oxo-2H-chromene-3-carbonitrile (1) with sodium hydroxide and/or DMF-DMA and cyclocondensation reactions of 4-[(E)-2-(dimethylamino)ethenyl]-2-oxo-2H-chromene-3-carbonitrile (5) with nitrogen nucleophilic reagents afforded the corresponding 4-iminochromeno[3,4-c]pyridine derivatives (6-14). The structures of the prepared compounds have been proved by elemental analysis, IR, 1H  and 13C NMR and mass spectra. Significant antitumor activities in planta were observed for some of the prepared compounds.

4_2_138_145

Keywords


Synthesis; Antitumor activity; Cyclocondensation; 2-Oxo-2H-chromene; Antimicrobial Activity; Chromeno[3,4-c]pyridin-5-ones

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DOI: 10.5155/eurjchem.4.2.138-145.749

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Funding information


Ain Shams University, Roxy, 11711, Cairo, Egypt

Citations

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[1]. Zahira Kibou, Didier Villemin, Jean-François Lohier, Nawel Cheikh, Nathalie Bar, Noureddine Choukchou-Braham
Easy solventless synthesis of new mono and bis amino-5H-chromeno [3,4-c] pyridin-5-one derivatives
Tetrahedron  72(13), 1653, 2016
DOI: 10.1016/j.tet.2016.01.063
/


[2]. Jian Xiao, Yuye Chen, Shuai Zhu, Liang Wang, Lubin Xu, Hongtao Wei
Diversified Construction of Chromeno[3,4-c]pyridin-5-one and Benzo[c]chromen-6-one Derivatives by Domino Reaction of 4-Alkynyl-2-oxo-2H-chromene-3-carbaldehydes
Advanced Synthesis & Catalysis  356(8), 1835, 2014
DOI: 10.1002/adsc.201301171
/


References

[1]. El-Sayed, A. M.; Abdallah, O. A. Phosphorus, Sulfur, and Silicon 2001, 170, 75-86.
http://dx.doi.org/10.1080/10426500108040586

[2]. El-Shaaer, H. M. Eur. J. Chem. 2012, 3(1), 51-56.
http://dx.doi.org/10.5155/eurjchem.3.1.51-56.500

[3]. Ali, T. E.; Abdel-Aziz, S. A.; El-Shaaer, H. M.; Hanafy, F. I.; El-Fauomy, A. Z. Phosphorus, Sulfur, and Silicon 2008, 183, 2139-2160.
http://dx.doi.org/10.1080/10426500701851291

[4]. Ali, T. E.; Abdel-Aziz, S. A.; El-Shaaer, H. M.; Hanafy, F. I.; El-Fauomy, A. Z. Turk. J. Chem. 2008, 32, 365-374.

[5]. El-Shaaer, H. M.; Foltinova, P.; Lacova, M.; Chovancova, J.; Stankovicova, H. Il Farmaco 1998, 53, 224-232.
http://dx.doi.org/10.1016/S0014-827X(98)00015-9

[6]. Gasparova, R.; Lacova, M.; El-Shaaer, H. M.; Odlerova, Z. Il Farmaco 1997, 52, 251-253.
PMid:9241831

[7]. 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
PMid:16647160

[8]. Manolov, I.; Maichle-Moessmer, C.; Nicolova, I.; Danchev, N. Arch. Pharm. 2006, 336, 319-326.
http://dx.doi.org/10.1002/ardp.200500149
PMid:16649158

[9]. Jackson, S. A.; Sahni, S.; Lee, L.; Luo, Y.; Nieduzak, T. R. Bioorg. Med. Chem. 2005, 13, 2723-2739.
http://dx.doi.org/10.1016/j.bmc.2005.02.036
PMid:15781384

[10]. Choudhary, M.; Fatima, N.; Khan, K.; Jalil, S.; Iqbal, S.; Rahman, A. Bioorg. Med. Chem. 2006, 14, 8066-8072.
http://dx.doi.org/10.1016/j.bmc.2006.07.037
PMid:16919464

[11]. Cravotto, G.; Tagliapietra, S.; Cappelo, R.; Palmisano, G.; Curini, M.; Boccalini, M. Arch. Pharm. 2006, 336, 129-132.
http://dx.doi.org/10.1002/ardp.200500127
PMid:16511806

[12]. Ishar, M. P. S.; Singh, G.; Singh, S.; Sreenivasan, K. K.; Singh, G. Bioorg. Med. Chem. Lett. 2006, 16, 1366-1370.
http://dx.doi.org/10.1016/j.bmcl.2005.11.044
PMid:16332438

[13]. Liu, J.; Wu, J.; Zhao, Y. X.; Deng, Y. Y.; Mei, W. L.; Dai, H. F. Chin. Chem. Lett. 2008, 19, 934-936.
http://dx.doi.org/10.1016/j.cclet.2008.05.034

[14]. Lacova, M.; Gasparova, R.; Kois, P.; Bohac, A.; El-Shaaer, H. M. Tetrahedron 2010, 66, 1410-1419.
http://dx.doi.org/10.1016/j.tet.2009.11.057

[15]. Gaplovsky, A.; Donovalova, J.; Lacova, M.; Mracnova, R.; El-Shaaer, H. M. J. Photochem. Photobiol. A 2000, 136, 61-65.
http://dx.doi.org/10.1016/S1010-6030(00)00319-1

[16]. El-Shaaer, H. M.; Abdel-Aziz, S. A.; Hanafy, F. I.; Ali, T. E.; El-Fauomy, A. Z. Eur. J. Chem. 2011, 2(2), 158-162.
http://dx.doi.org/10.5155/eurjchem.2.2.158-162.381

[17]. El-Shaaer, H. M.; Perjessy, A.; Zahradnik, P.; Lacova, M.; Sustekova, Z. Monatsh. Chem. 1993, 124, 539-548.
http://dx.doi.org/10.1007/BF00819522

[18]. El-Shaaer, H. M.; Ibrahim, S. S.; Abd-Elmonem, W. R.; Ibrahim, C. G. Eur. J. Chem. 2012, 3(2), 172-178.
http://dx.doi.org/10.5155/eurjchem.3.2.172-178.582

[19]. Dornow, A.; Menzel, M. P. Chem. Ber. 1964, 97, 2173-2178.
http://dx.doi.org/10.1002/cber.19640970811

[20]. Bauer, A. W.; Kirby, W. W. M.; Sherris, J. C.; Turck, M. Am. J. Clin. Path. 1966, 45, 493-496.
PMid:5325707

How to cite


El-Shaaer, H. Eur. J. Chem. 2013, 4(2), 138-145. doi:10.5155/eurjchem.4.2.138-145.749
El-Shaaer, H. An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents. Eur. J. Chem. 2013, 4(2), 138-145. doi:10.5155/eurjchem.4.2.138-145.749
El-Shaaer, H. (2013). An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents. European Journal of Chemistry, 4(2), 138-145. doi:10.5155/eurjchem.4.2.138-145.749
El-Shaaer, Hafez. "An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents." European Journal of Chemistry [Online], 4.2 (2013): 138-145. Web. 6 Jun. 2020
El-Shaaer, Hafez. "An efficient synthesis of some new isolated and fused 2-oxo-2H-chromene derivatives as antimicrobial and antitumor agents" European Journal of Chemistry [Online], Volume 4 Number 2 (30 June 2013)

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DOI Link: https://doi.org/10.5155/eurjchem.4.2.138-145.749

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