Yeah, Timbaland can afford that kind of thing, these days, all the big producers & rappers can afford to rip other people's stuff. If he were underground, I'd be cheering him on though......well, though, still, he IS Timberland, so, I guess I wouldn't be, but, if someone I respect in the underground does something like this, I get bummed if they get sued, though, they usually don't, since, they don't have any money, & don't make any real money. It's only when they go commercial when they can afford this stuff. I've personally made a song or 2 out of some Chrono Trigger stuff, just for fun, haven't had anything rock solid that I've felt was a "new" song created from an old one.
A good example of someone sampling from video games, & not getting in trouble, would be Adlib, & his song on his Save Us album, called Alucard. And I'm pretty sure you all can guess, atleast what series he sampled music from. I remember listening to it, after finally playing SotN, & it blew me away. There's no rapping in it, it's just a mix, but it's pretty tight.
Alot of my stuff, I've sampled from Turbo games, but, I doubt I'll ever release anything, outside of the stuff I'm doing with Frozen Utopia, which, for 95% of the games, won't be hip hop or drum n' bass(I say that, cuz theirs one game, that we will evenually do, which is going to be that type of music, but without lyrics, aside from maybe an ending credits by me

).