Methylxanthines especially theophylline have been recognized as
potent bronchodilators for the relief of acute asthma for over 65
years. Recently, it was found that bacterial infection plays a role
in asthma pathogenesis. Accordingly, the present work involves the
synthesis of different series of 8-substituted theophylline
derivatives as novel antiasthmatic candidates with potential
antibacterial activity. A pharmacophore model was constructed to
get useful insight into the essential structural features of
bronchodilator activity. Forty-six of the target compounds were
investigated for in vivo antiasthmatic activity using aminophylline
as a reference standard. Antibacterial activity of all the target
compounds was investigated in vitro against both Gram-positive and
Gram-negative bacterial strains using ampicillin as a reference
standard. Acute toxicity study was also performed. It is noteworthy
to mention that compounds 6c, 8i1, and 14c combined both promising
antiasthmatic and antibacterial activities. These compounds may act
as a corner stone for further investigations by medicinal chemists
in development of new theophylline derivatives for the treatment of
bronchial asthma.
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