Mat264101
Think you need to ask more questions on the Ubuntu support forums rather than here.
http://www.ubuntuforums.org
What you are doing is running the Windows version of iTunes under wine emulation and this is certainly not supported and adds significant layers of complexity
You might get the music player to work provided you also install Quick time as well however access to the store will certainly not work as that requires Webkit to power the back end .
Also you will need to check you have installed all the media codecs as Linux distros don't include MP3/AAC support as standard.
Contrary to general belief MP3 is commercial software and not Freely (GNU) licensed.
You may have to add further repositories (download sites) to get some of the software .
Again the Ubuntu guys are your best bet for those