hi, i saw your message and it mention my two fav programs. so i thought i might put in my 2 cents. becasue you know how to use the programs and have a ipod this night seem like a really obvious answer. but i don't usually get my mp3 files into itunes the same way you do ... i think. i guessing that you keep clicking on the download in itunes until it appears in itunes. have you tried just grabing the sound file and litterally dropping them into itunes? this is how i do it. you could drop it into the itunes library or even just drop it onto the itunes logo, but make sure it goes a darker shade to make sure you are putting the files into the program. when i say logo i mean the application logo. it's probably in your menu at the bottom of the screen with all you other programs, if your using OSX. i hope that works. macs are good like that, a lotof the time you can just drop stuff where you want it. they work in a litteral way, GOOD LUCK!!!
if that doesn't work reload them, or you might have clashing software?