Email this article 
Hide
Show all
OPEN ACCESS | 
PEER-REVIEWED |
RESEARCH ARTICLE
|
DOWNLOAD PDF
|
VIEW FULL-TEXT PDF
| TOTAL VIEWS
Synthesis, reactions, antioxidant and anticancer evaluation of some novel coumarin derivatives using ethyl 2-(2-oxo-4-phenyl-2H-chromen-7-yloxy) acetate as a starting material
Ahmed Hamdy Halawa (1)
, Ahmed Abd El-Hameed Hassan (2,*) , Mohamed Ahmed El-Nassag (3) , Mahmoud Mohamed Abd El-All (4) , GehadAbd El-Raheem Abd El-Jaleel (5) , Essam Mohamed Eliwa (6) , Ahmed Hammam Bedair (7) (1) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(2) Chemistry Department, Faculty of Medicine, Jazan Universit y, 82621, Jazan, Saudi Arabia
(3) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(4) Chemistry Department, Faculty of Science and Art, Al-Baha University, 1988, Al-Baha, Saudi Arabia
(5) Pharmacology Department, National Research Center, 12622, Dokki, Cairo, Egypt
(6) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(7) Chemistry Department, Faculty of Science, Al-Azhar University, 11884, Nasr City, Cairo, Egypt
(*) Corresponding Author
Received: 15 Jun 2013 | Accepted: 15 Sep 2013 | Published: 31 Mar 2014 | Issue Date: March 2014
Abstract
We report on the synthesis of new coumarin derivatives coupled with heterocyclic and bifunctionalized moieties at position 7. The proposed structures were confirmed by correct elemental analysis and spectral data (IR, MS, 1H NMR and 13C NMR). Some selected derivatives were also screened for their antioxidant and anticancer activities. The results indicated that 7-{[6-(4-nitrophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl]methoxy}-4-phenyl-H-chromen-2-one has the highest antioxidant and anticancer activity in tested compounds.
Announcements
One of our sponsors will cover the article processing fee for all submissions made between May 17, 2023 and June 16, 2023 (Voucher code: SPONSOR2023).
Editor-in-Chief
European Journal of Chemistry
Keywords
Full Text:
PDF
DOI: 10.5155/eurjchem.5.1.111-121.860
Links for Article
| | | | | | |
| | | | | | |
| | | |
Related Articles
Article Metrics
This Abstract was viewed 2461 times |
PDF Article downloaded 937 times
Funding information
Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, Egypt
Citations
[1]. Zohreh Bakherad, Maliheh Safavi, Afshin Fassihi, Hojjat Sadeghi-Aliabadi, Mohammad Bakherad, Hossein Rastegar, Jahan B. Ghasemi, Saghi Sepehri, Lotfollah Saghaie, Mohammad Mahdavi
Anti-cancer, anti-oxidant and molecular docking studies of thiosemicarbazone indole-based derivatives
Research on Chemical Intermediates 45(5), 2827, 2019
DOI: 10.1007/s11164-019-03765-9
[2]. Chuan-Feng Liu, Qing-Kun Shen, Jia-Jun Li, Yu-Shun Tian, Zheshan Quan
Synthesis and biological evaluation of novel 7-hydroxy-4-phenylchromen-2-one–linked to triazole moieties as potent cytotoxic agents
Journal of Enzyme Inhibition and Medicinal Chemistry 32(1), 1111, 2017
DOI: 10.1080/14756366.2017.1344982
[3]. Ahmed H. Halawa, Essam M. Eliwa, Ahmed A. Hassan, Hesham S. Nassar, R.A. El-Eisawy, Mohamed Ismail, Marcel Frese, Mohamed Shaaban, Ahmed M. El-Agrody, Ahmed H. Bedair, Norbert Sewald
Synthesis, in vitro cytotoxicity activity against the human cervix carcinoma cell line and in silico computational predictions of new 4-arylamino-3-nitrocoumarin analogues
Journal of Molecular Structure 1200, 127047, 2020
DOI: 10.1016/j.molstruc.2019.127047
[4]. Asmaa F. Kassem, Rasha Z. Batran, Eman M.H. Abbas, Samia A. Elseginy, Mohamed N.F. Shaheen, Elmahdy M. Elmahdy
New 4-phenylcoumarin derivatives as potent 3C protease inhibitors: Design, synthesis, anti-HAV effect and molecular modeling
European Journal of Medicinal Chemistry 168, 447, 2019
DOI: 10.1016/j.ejmech.2019.02.048
[5]. Sunil Dutt Durgapal, Rina Soni, Shweta Umar, Balakrishnan Suresh, Shubhangi S. Soman
Anticancer Activity and DNA Binding Studies of Novel 3,7-Disubstituted Benzopyrones
ChemistrySelect 2(1), 147, 2017
DOI: 10.1002/slct.201601361
[6]. C.G. Arya, Munugala Chandrakanth, K. Fabitha, Neethu Mariam Thomas, Rakendu N. Pramod, Ramesh Gondru, Janardhan Banothu
Coumarin – benzimidazole hybrids: A review on diverse synthetic strategies
Results in Chemistry 4, 100631, 2022
DOI: 10.1016/j.rechem.2022.100631
References
[1]. Chakraborty, D. P.; Chatterji, D. J. Org. Chem. 1969, 34(12), 3784-3786.
http://dx.doi.org/10.1021/jo01264a009
[2]. Finnegan, R. A.; Morris, M. P.; Djerassi, C. J. Org. Chem. 1961, 26(4), 1180-1184.
http://dx.doi.org/10.1021/jo01063a050
[3]. Al-Amiery, A. A.; Ahmed, Y. M.; Abdul Amir, H. K.; Abu Bakar, M. Molecules 2011, 16, 6833-6843.
http://dx.doi.org/10.3390/molecules16086833
[4]. Holho, D.; Boschetti, E.; Lipha, Fr. Pat. No. 1, 310, 535; 1963.
[5]. Meguro, K.; Tawada, H.; Jpn. Pat. No. 90129, 240; 1991.
[6]. Anderson, D. M.; Shelley, S.; Crick, N.; Buraglio, M. J. Clin. Pharmacol. 2002, 42, 1358-1365.
http://dx.doi.org/10.1177/0091270002238772
[7]. Tassies, D.; Freire, C.; Puoan, J.; Maragall, S.; Monteagudo, J. Haematologica 2002, 87, 1185-1191.
[8]. Vittorio, F.; Ronsisvalle, G.; Marrazzo, A.; Blandini, G. Farmaco 1995, 50, 265-272.
[9]. Nayyar, V.; Monga, A.; Malde, E.; Coutinho, R. Bioorg. Med. Chem. 2007, 15, 626-640.
http://dx.doi.org/10.1016/j.bmc.2006.10.064
[10]. Sztanke, K.; Pasterhak, K.; Rzymowska, J.; Sztanke, M.; Kandefer-Szerszen, M. Eur. J. Med. Chem. 2007, 43, 404-419.
http://dx.doi.org/10.1016/j.ejmech.2007.03.033
[11]. Radhwan, M. A. A.; Ragab, E. A.; Sabry, N. M.; El-Shenawy, S. M. Bioorg. Med. Chem. 2007, 15, 3832-3841.
http://dx.doi.org/10.1016/j.bmc.2007.03.024
[12]. Gemma, S.; Kukreja, G.; Fattorusso, C.; Persico, M.; Romano, M. P.; Altarelli, M.; Savini, L.; Campiani, G.; Fattorusso, E.; Basilico, N.; Taramelli, D.; Yardley, V.; Butini, S. Bioorg. Med. Chem. Lett. 2006, 16, 5384-5388.
http://dx.doi.org/10.1016/j.bmcl.2006.07.060
[13]. Al-Mawsawi, L. Q.; Dayam, R.; Taheri, L.; Witvrouw, M.; Debyser, Z.; Neamati, N. Bioorg. Med. Chem. Lett. 2007, 17, 6472-6475.
http://dx.doi.org/10.1016/j.bmcl.2007.09.102
[14]. Hansch, C.; Fujita, T. J. Am. Chem. Soc. 1964, 86, 1616-1626.
http://dx.doi.org/10.1021/ja01062a035
[15]. Kamal, M. D.; Ahmad, M. F.; Hatem, A. A. Heteroatom. Chem. 2005, 16, 621-627.
http://dx.doi.org/10.1002/hc.20162
[16]. Abdel-Al, E. H.; Al-Ashamawi, M. I.; Abd El-Fattah, B. Arch. Pharm. 1983, 38, 833-838.
[17]. Gupta, A.K.S.; Garg, M.; Chandra, U. J. Indian Chem. Soc. 1979, 56, 1230-1232.
[18]. Mansour, A. K.; Eid, M. M.; Khalil, N. S. A. M. Molecules 2003, 8, 744-755.
http://dx.doi.org/10.3390/81000744
[19]. Walser, A.; Flynn, T.; Mason, C. J. Heterocycl. Chem. 1991, 28, 1121-1125.
http://dx.doi.org/10.1002/jhet.5570280448
[20]. Reiter, J.; Pongo, L.; Kovesdi, I.; Pallagi, I. J. Heterocycl. Chem. 1995, 32, 407-417.
http://dx.doi.org/10.1002/jhet.5570320206
[21]. Anderson, D. K.; Deuwer, D. L.; Sirkorski, J. A. J. Heterocycl. Chem. 1995, 32, 893-898.
http://dx.doi.org/10.1002/jhet.5570320336
[22]. Collin, X.; Sauleau, A.; Coulon, J. Bioorg. Med. Chem. Lett. 2003, 13, 2601-2605.
http://dx.doi.org/10.1016/S0960-894X(03)00378-0
[23]. Goswami, B. N.; Kataky, J. C. S.; Baruah, J. N. J. Indian Chem. Soc. 1987, 64, 422-424.
[24]. Hirota, T.; Sasaki, K.; Yamamoto, H.; Nakayama, T. J. Heterocycl. Chem. 1991, 28, 257-261.
http://dx.doi.org/10.1002/jhet.5570280209
[25]. Al-Soud, Y. A.; Al-Masoudi, N. A.; Ferwanah, A. E. S. Bioorg. Med. Chem. 2003, 11, 1701-1708.
http://dx.doi.org/10.1016/S0968-0896(03)00043-9
[26]. Garazd, M. M.; Garazd, Ya. L.; Smirnov, M. N.; Khilya, V. P. Chem. Nat. Compd. 1999, 35, 415-419.
http://dx.doi.org/10.1007/BF02282506
[27]. Schlesier, K.; Harwat, M.; Böhm, V.; Bitsch, R. Free Radic. Res. 2002, 36, 177-187.
http://dx.doi.org/10.1080/10715760290006411
[28]. Kadhum, A. H.; Al-Amiery, A. A.; Musa, A. Y.; Mohamad, A. B. Int. J. Mol. Sci.2011, 12, 5747-5761.
http://dx.doi.org/10.3390/ijms12095747
[29]. Sumangala, V.; Boja, P.; Chidananda, N.; Arulmoli, T.; Shalini, S. Eur. J. Med. Chem. 2012, 54, 59-64.
http://dx.doi.org/10.1016/j.ejmech.2012.04.024
[30]. El-Agrody, A. M.; Ali, F. M.; Eid, F. A.; El-Nassag, M. A.; El-Sherbeny, A. G.; Bedair, A. H. Phosphorous Sulfur 2006, 18, 839-864.
http://dx.doi.org/10.1080/10426500500272087
[31]. Abd El-Wahab, A. H. F.; Mohamed, H. M.; El-Agrody, A. M.; El-Nassag, M. A.; Bedair, A. H. Eur. J. Chem. 2013, 4, 10-19.
http://dx.doi.org/10.5155/eurjchem.4.1.10-19.707
[32]. Brand-Williams, W.; Cuvelier, M. E.; Berset, C. Lebensm. Wiss. Technol. 1995, 28, 25-30.
http://dx.doi.org/10.1016/S0023-6438(95)80008-5
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.5.1.111-121.860
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
| 
Save to Zotero
Save to Mendeley
European Journal of Chemistry 2014, 5(1), 111-121 | doi: https://doi.org/10.5155/eurjchem.5.1.111-121.860 | 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.