Starforce is the cause of the reboot messages (due to changes MS made to how drivers install in Vista and later versions of Windows). To force the install of the English 1.49 patch you will need to change a couple registry entries to match what the patch is expecting; see the topic Vista & Australian Version
I don't think the Italian publisher ever released the 1.49 patch. With English re-releases the DVDs contained the full 1.47 installer and then the 1.49 patch, so you needed to check the DVD and install them separately.
Once you get the retail version working, if you compare the files changed by the translation patch (scan the install folder before and after with something like DVDsig
or make a copy of the folder first and use a folder comparison program), you might be able to get it working with the GOG version of the game (which has widescreen and higher resolution support than the original disk version).