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Flurbiprofen

Flurbiprofen

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Flurbiprofen 50
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Substance Overview and History

Flurbiprofen–antioxidant mutual prodrugs are innovative NSAIDs designed to reduce gastrointestinal side effects. By esterifying the carboxylic acid group of flurbiprofen with natural antioxidants like vanillin and sesamol, the prodrugs mask the irritant group and release active flurbiprofen upon hydrolysis in plasma. These compounds demonstrated significant anti-inflammatory, analgesic, and antipyretic effects in animal models, with reduced ulcerogenic potential compared to flurbiprofen. Molecular docking studies revealed selective COX-2 binding, enhancing safety by minimizing COX-1 inhibition.

References:

Ashraf, Z., Alamgeer, Kanwal, M., Hassan, M., Abdullah, S., Waheed, M., Ahsan, H., and Kim, S.J., 2016. Flurbiprofen–antioxidant mutual prodrugs as safer nonsteroidal anti-inflammatory drugs: synthesis, pharmacological investigation, and computational molecular modeling. Drug Des Devel Ther.

Disclaimer: Information provided it this page is for general information only and does not substitute for professional medical advice.

For more details consult with your doctor or healthcare professional.

FAQ
What are flurbiprofen–antioxidant mutual prodrugs?
They are modified forms of flurbiprofen, designed by esterifying its carboxylic acid group with natural antioxidants to reduce gastrointestinal (GI) side effects while retaining therapeutic efficacy.
References:

Ashraf, Z., Alamgeer, Kanwal, M., Hassan, M., Abdullah, S., Waheed, M., Ahsan, H., and Kim, S.J., 2016. Flurbiprofen–antioxidant mutual prodrugs as safer nonsteroidal anti-inflammatory drugs: synthesis, pharmacological investigation, and computational molecular modeling. Drug Des Devel Ther.

Why were these prodrugs developed?
They were created to address the GI irritation and ulcerogenic effects commonly associated with NSAIDs like flurbiprofen.
References:

Ashraf, Z., Alamgeer, Kanwal, M., Hassan, M., Abdullah, S., Waheed, M., Ahsan, H., and Kim, S.J., 2016. Flurbiprofen–antioxidant mutual prodrugs as safer nonsteroidal anti-inflammatory drugs: synthesis, pharmacological investigation, and computational molecular modeling. Drug Des Devel Ther.

How do these prodrugs reduce GI toxicity?
By masking the free carboxylic acid group, which directly irritates the gastric mucosa, and ensuring the drug is activated in plasma rather than the stomach.
References:

Ashraf, Z., Alamgeer, Kanwal, M., Hassan, M., Abdullah, S., Waheed, M., Ahsan, H., and Kim, S.J., 2016. Flurbiprofen–antioxidant mutual prodrugs as safer nonsteroidal anti-inflammatory drugs: synthesis, pharmacological investigation, and computational molecular modeling. Drug Des Devel Ther.