Archives of Pharmacal Research

, Volume 35, Issue 8, pp 1355–1368

Design and synthesis of new 8-anilide theophylline derivatives as bronchodilators and antibacterial agents

  • Alaa K. M. Hayallah
  • Ahmad A. Talhouni
  • Abdel Alim M. Abdel Alim
Article

DOI: 10.1007/s12272-012-0805-4

Cite this article as:
Hayallah, A.K.M., Talhouni, A.A. & Alim, A.A.M.A. Arch. Pharm. Res. (2012) 35: 1355. doi:10.1007/s12272-012-0805-4

Abstract

Theophylline derivatives have long been recognized as potent bronchodilators for the relief of acute asthma. Recently, it was found that bacterial infection has a role in asthma pathogenesis. The present work involves the design and synthesis of 8-substituted theophylline derivatives as bronchodilators and antibacterial agents. The chemical structures of these compounds were elucidated by IR, 1H-NMR, mass spectrometry, and elemental analyses. The bronchodilator activity was evaluated using acetylcholine-induced bronchospasm in guinea pigs, and most of the compounds showed significant anti-bronchoconstrictive activity in comparison with standard aminophylline. In addition, the antibacterial activity of all the target compounds was investigated in vitro against Gram-positive and Gram-negative bacteria using ampicillin as a reference drug. Results showed that some of the tested compounds possessed significant antibacterial activity. A pharmacophore model was computed to obtain useful insight into the essential structural features of bronchodilator activity. A structure activity relationship was also discussed.

Key words

Theophylline 1,3,8-Trisubstituted-purine-2,6-diones Antibacterial activity Bronchodilators 

Copyright information

© The Pharmaceutical Society of Korea and Springer Netherlands 2012

Authors and Affiliations

  • Alaa K. M. Hayallah
    • 1
  • Ahmad A. Talhouni
    • 2
  • Abdel Alim M. Abdel Alim
    • 1
  1. 1.Department of Pharmaceutical Organic Chemistry, Faculty of PharmacyAssiut UniversityAssiutEgypt
  2. 2.Department of Applied Pharmaceutical Sciences, Faculty of PharmacyAl-Israa UniversityAmmanJordan

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