ITunes problems with existing Music Library

Can someone please advise why since downloading the latest iTunes SW I now have 83 songs (at least two of these songs were purchased directly from the Apple on-line store) in my PC Music Library that cannot be ported to my iPOD.
I have tried to Authorise my PC with the Apple Server at least a dozen times now and each time it say's it OK yet I still have the problem highlighted above.
I am getting so annoyed that Apple can stop me listening to MY OWN music that I am toying with idea of dummping my iPOD and moving to a more Customer friendly MP3 device.
Rgds, John...

I actually had about 5 on my Mac do the same - also purchased software from the Apple Store.
I managed to get them recognized properly by deleting them from the iTunes library (but not trashing the files) and then re-importing them in to iTunes, it seems to be related to the update process when 7.1 first loads.

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