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Why carbenicillin cannot be given orally?

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Why carbenicillin cannot be given orally?

(a) Tastes bad

(b) Bad odour

(c) Degraded by saliva

(d) Hydrolysed easily

The question was asked at a job interview.

Origin of the question is Prodrugs in section Prodrugs & Excretion of Drugs of Drug Biotechnology

1 Answer

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The correct answer is (d) Hydrolysed easily

The explanation is: Carbenicillin, broad-spectrum penicillin, gets hydrolyzed very easily. Thus if given orally it will be a reaction with acid in the stomach. Thus these are made into ester prodrugs which are stable at gastric pH and above 7.

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