I have never brewed yet, but I have made some pineapple wine in the past. Bromelain is a protease, so if you don't make a protease rest when mashing, it shouldn't make a difference. In any case, if you heat your wort above 65*C, the bromelain is deactivated.
The big thing with pineapple though, is that it loses most of its flavor in just a few hours after it's harvested. I have made wine from supermarket bought fruit. You might as well mix some water and ethanol, add some citric acid, and call it a day. But if you can get your hands on some freshly harvested (like, right in front of your face) pineapples, the song is completely different. You get a very tasty wine, very fruity.
I'd say dried pineapple (the one sold in bags in supermarkets) comes in a fairly close second, taste wise. Just put it in your mash tun (one bag per Lb of fresh fruit), with boiling water, and leave it until the water is cold. Or you could try fermenting the fruit in your wort...
Third place would be your canned pineapple. "Fresh" store bought fruit should be in your "don't even try it" category.