European Journal of Chemistry

Synthesis and biological activity of functionalized phosphorus derivatives of isatin imines

Main Article Content

Emtithal Ahmed El-Sawi
Tahia Bayoumy Mostafa
Hyam Ali Radwan


Isatin-3-imine derivatives (1a-d) have been synthesized. These compounds were then converted into phosphorylated products 2a, 2c with triethylphosphite and 3a-d with triphenylphosphine. The structures of the new compounds were confirmed by elemental analyses, IR, UV/VIS, 1H NMR, 13C NMR and MS studies. The structure of compound 1a was also confirmed by single crystal X-ray diffraction studies. Compounds 1b-d and 3c-d exhibited potent antibacterial activity against Bacillus subtilis and Escherichia Coli. Compound 3a was found to exhibit antifungal activity against the tested organisms.


icon graph This Abstract was viewed 1808 times | icon graph Article PDF downloaded 912 times icon graph Article CIF FILE downloaded 0 times

How to Cite
El-Sawi, E. A.; Mostafa, T. B.; Radwan, H. A. Synthesis and Biological Activity of Functionalized Phosphorus Derivatives of Isatin Imines. Eur. J. Chem. 2011, 2, 539-543.

Article Details

Crossref - Scopus - Google - European PMC

[1]. Huber, S. M.; Hennig, A.; Puhlhofer, F. G.; Weiss R. J. Heterocycl. Chem. 2009, 46, 421-427.

[2]. Raghunathan, R.; Ramesh, E.; Elamparuthi, E. Lett. Org. Chem. 2008, 5, 82-86.

[3]. Un, R.; Ikizler, A. A. Chim. Acta Turc. 1975, 3, 1-22.

[4]. Milcent, R.; Redeuilh, C. J. Heterocycl. Chem. 1979, 16, 403-407.

[5]. Islam, M. R.; Abedin, M. J.; Hossain M. M.; Duddeck, H. J. Bangladesh Chem. Soc. 1998, 11, 71-78.

[6]. Sarangapani, M.; Reddy, V. M. Indian J. Pharm. Sci. 1994, 56, 174-177.

[7]. Pandeya, S. N.; Sriram, D.; Nath, G.; De Clercq, E. Pharm. Acta Helv. 1999, 74, 11-17.

[8]. Popp, F. D.; Parson, R.; Donigan, B. E. J. Heterocycl. Chem. 1980, 17, 1329-1330.

[9]. Pandeya, S. N.; Sriram, D.; DeClercq, E.; Nath, G. Eur. J. Pharm. Sci. 1999, 9, 25-31.

[10]. Singh, G. S.; Singh, T.; Lakhan, R. Indian J. Chem. 1997, 36B, 951-954.

[11]. Bhattacharya, S. K.; Chakrabarti S. Indian J. Exp. Biol. 1998, 36, 118-121.

[12]. Sridhar. S. K.; Pandeya. S. N.; De Clercq, E. Boll. Chim. Farm. 2001, 140, 302-305.

[13]. El-Sawi. E. A.; Mostafa, T. B.; Mostafa, B. B. J. Egypt Soc. Parasitol. 1998, 28, 481-486.

[14]. Khan, K. M.; Mughal, U. R.; Samreen, P. S.; Choudhary, M. I. Lett. Drug Des. Discovery 2008, 5, 243-249.

[15]. Imran, M.; Alam, O.; Kaushik, D.; Khan, S. A. Indian J. Heterocycl. Chem. 2007, 16, 251-254.

[16]. Gonzalez, A.; Quirante, J.; Nieto, J.; Almeida, M. R.; Saraiva, M. J.; Arsequell, G.; Valancia, G. Bioorg. Med. Chem. Lett. 2009, 19, 5270-5273.

[17]. Pandey, V. K.; Dwivedi, A.; Pandey, O. P.; Sengupta, S. K. J. Agric. Food Chem. 2008, 56, 10779-10784.

[18]. Bekircan, O.; Bektas, H. Molecules 2008, 13, 2126-2135.

[19]. Turan-Zitouni, G.; Kaplancikli, Z. A.; Yildiz, M. T.; Chevallet, P.; Kaya, D. Eur. J. Med. Chem. 2005, 40, 607-613.

[20]. Chen, J.; Sun, X. Y.; Chai, K. Y.; Lee, J. S.; Song, M. S.; Quan, Z. S. Bioorg. Med. Chem. 2007, 15, 6775-6781.

[21]. Bekircan, O.; Gumrukcuoglu, N. Indian J. Chem. 2005, 44B, 2107-2113.

[22]. Turan-Zitouni, G.; Kaplancikli, Z. A.; Erol, K.; Kilic, F. S. Farmaco 1999, 54, 218-223.

[23]. Akhtar, T.; Hameed, S.; Al-Masoudi, N. A.; Khan, K. M. Heteroat. Chem. 2007, 18, 316-322.

[24]. Turan-Zitouni, G.; Kaplancikli, Z. A.; Ozdemir, A.; Chevallet, P.; Kandilci, H. B.; Gamusel, B. Arch. Pharm. Chem. Life Sci 2007, 340, 586-590.

[25]. Williams, D.; Fleming, I. Spectroscopic methods in organic chemistry, 2nd Ed. McGraw-Hill Book Company (UK), 1973.

[26]. Jawetz, E.; Melnick, J. L.; Adelberg, E. A. Review of Medica Microbiology, Lang Medical Publication, Los Altos, California 1974.

[27]. Grayer, R. J.; Harbone, J. B. Phytochem. 1994, 37, 19-42.

[28]. Muanza, D. N.; Kim, B. W.; Euler, L. L.; Williams, L. J. Pharmacol. 1994, 32, 337-345.

[29]. Irob, O. N.; Moo-Young, M.; Aperson, W. A. Inter. J. Pharmacol. 1996, 34, 87-90.

[30]. Varma, R. S.; Khan, I. A. J. Indian Chem. Soc. 1979, 56, 1038-1040.

[31]. Riisalu, H.; Vasilev, V. V.; Ionin, B. I. Zh. Obshch. Khim. 1984, 54, 563-569.

[32]. Riisalu H.; VasiIev V. V.; Ionin B. I. Zh. Obshch. Khim. 1985, 55, 2237-2243.

[33]. Sharma, D.; Bansal, R. K. J. Indian Chem. Soc. 1990, 67, 29-32.

Supporting Agencies

Most read articles by the same author(s)

Dimensions - Altmetric - scite_ - PlumX

Downloads and views


Download data is not yet available.


Metrics Loading ...
License Terms

License Terms


Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License ( By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License ( are administered by Atlanta Publishing House LLC (European Journal of Chemistry).