Hmm, you want to

• parse general natural language,
• attach a natural semantics to the tokens,
• reason with the semantically decorated parse tree to create an internal model of the information,
• From that internal model, generate natural sounding questions in 'flashcard style'.

No problem! Hire an intelligent English speaker who can do all of the above, because it will be much, much easier and cheaper than attempting to solve any of these AI tasks with perl or any other computer language. HAL 9000 is still science fiction.

Each one of the taks above is an open problem in natural language processing, except perhaps the last, which could conceivably be executed with a clever template system.