New phenytoin derivatives and their N-substituted acyclic nucleoside analogs were prepared. The synthesized compounds were tested for their antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Streptomyces Sp. Most of the tested compounds exhibited moderate to high antimicrobial activity while a few compounds were found to exhibit little or no activity against the tested microorganisms.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
J. Bosch, T. Roca, J. Domènech, and M. Suriol, Bioorg. Med. Chem. Lett., 9, 1859 (1999).
C. Yang and A. K. Mitra, J. Pharm. Sci., 90, 340 (2001).
S. Rollas, N. Gülerman, and H. Erdeniz, Farmaco, 57, 171 (2002).
S. G. Kücükgüzel, S. Rollas, I. Kücükgüzel, and M. Kiraz, Eur. J. Med. Chem., 34, 1093 (1999).
S. G. Kücükgüzel, E. E. Oruc, S. Rollas, F. Sahin, and A. Ozbek, Eur. J. Med. Chem., 37, 197 (2002).
K. B. Kaymakcioglu, E. E. Oruc, S. Unsalan, F. Kandemirli, N. Shvets, S. Rollas, and D. Anatholy, Eur. J. Med. Chem., 41, 1253 (2006).
P. P. T. Sah and S. A. Peoples, J. Am. Pharm. Assoc., 43, 513 (1954).
E. M. Bavin, D. J. Drain, M. Seiler, and D. E. Seymour, J. Pharm. Pharmacol., 4, 844 (1954).
S. G. Komurcu, S. Rollas, M. Ulgen, J. W. Gorrod, and A. Cevikbas, Boll. Chim. Farm., 134, 375 (1995).
M. Ulgen, B. B. Durgun, S. Rollas, and J. W. Gorrod, Drug Metab. Drug Interact., 13, 285 (1997).
M. T. Abdel-Aal, W. A. El-Sayed, and E. S. H. El-Ashry, Arch. Pharm. Chem. Life Sci., 339, 356 (2006).
W. A. El-Sayed, A. A.-H. Abdel-Rahman, and M. M. M. Ramiz, Z. Naturforsch., 64c, 323 (2009).
M. Y. W. Chu, F. N. M. Naguib, M. H. Iltzsch, M. H. el Kouni, S. H. Chu, S. Cha, and P. Calabresi, Cancer Res., 44, 1852 (1984).
K. S. Park, M. H. el Kouni, T. A. Krenitsky, S. H. Chu, and S. Cha, Biochem. Pharmacol., 35, 3853 (1986).
T.-S. Lin and M.-C. Liu, J. Med. Chem., 28, 971 (1985).
W. A. El-Sayed, M. M. M. Ramiz, and A. A.-H. Abdel-Rahman, Monatsh. Chem., 139, 1499 (2008).
W. A. El-Sayed, N. M. Fathi, W. A. Gad, and E. S. H. El-Ashry, J. Carbohydr. Chem., 27, 357 (2008).
W. A. El-Sayed, I. F. Nassar, and A. A.-H. Abdel-Rahman, Monatsh. Chem., 140, 365 (2009).
W. A. El-Sayed, A. E. Rashad, S. M. Awad, and M. M. Ali, Nucleosides, Nucleotides Nucleic Acids, 28, 261 (2009).
W. A. El-Sayed, F. A. El-Essawy, O. M. Ali, A. M. Barsis, and A. A.-H. Abdel-Rahman, Monatsh. Chem., 141, 1021 (2010).
K. Kiec-Kononowicz and A. Zejc, Pol. J. Chem., 58, 761 (1984).
M. T. Abdel-Aal, W. A. El-Sayed, S. M. El-Kosy, and E. S. H. El-Ashry, Arch. Pharm. Chem. Life Sci., 341, 307 (2008).
L. Somogyi, Carbohydr. Res., 54, C14 (1977).
L. Somogyi, Carbohydr. Res., 64, 289 (1978).
A. M. Janssen, J. J. Scheffer, and A. B. Svendsen, Planta Med., 395 (1986).
M. T. Shaaban and M. E. El-Sharif, Afr. J. Mycol. Biotechnol., 9, 15 (2001).
Author information
Authors and Affiliations
Corresponding author
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1124–1131, July, 2012.
Rights and permissions
About this article
Cite this article
Ali, O.M., Amer, H.H., Mosaad, A.A. et al. Synthesis and antimicrobial activity of new phenytoin derivatives and their acyclic nucleoside analogs. Chem Heterocycl Comp 48, 1043–1049 (2012). https://doi.org/10.1007/s10593-012-1097-9
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10593-012-1097-9