So, I thought I'd have a go at running this in WINE (OS X 10.10.1, Wineskin, WINE 1.7.31).

I was able to install the game using the /nogui /SILENT /SUPPRESSMSGBOXES flags, from the AvP Classic 2000 forum. As per other comments, I ran the game using the ddtrilogy.exe file to avoid Galaxy, and set WINE to Windows 7.

Sadly, the game seems to fail with the error messages:

err:winediag:init_driver_info Invalid GPU override 10de:08a2 specified, ignoring.
fixme:win:EnumDisplayDevicesW ((null),0,0x32ecbc,0x00000000), stub!
set off screen: invalid drawable
X Error of failed request: 0
Major opcode of failed request: 148 (GLX)
Minor opcode of failed request: 26 (X_GLXMakeContextCurrent)
Serial number of failed request: 230
Current serial number in output stream: 230

Installing the latest version of DX11 in Winetricks didn't seem to help. Hopefully someone else out there has gotten this game to run successfully in WINE.