[eschwartz]

The tools work natively in linux. I use them natively in linux.

The only time WINE enters in at all is its ability to run natively in linux and call WINE for python+pycrypto+ADE to import the DeDRM key from a WINE app. In other words, I was confused by what you meant (and was simply throwing out random ideas).
Because the DeDRM plugin works out-of-the-box in native calibre on linux. Enclosed is a picture of me running the configuration dialog for the DeDRM all-in-one plugin, on my linux computer.

I'm sure the tools maintainers, who for the record use linux themselves (at least, the first one on the list does ) would never dream of leaving the plugin incompatible with an OS that he/they use a lot.

EDIT:

Also,

[eschwartz@arch ~]$ unzip ~/.config/calibre/plugins/DeDRM.zip -d /tmp/DeDRM/
[eschwartz@arch ~]$ cd /tmp/DeDRM/
[eschwartz@arch /tmp/DeDRM]$ grep -e "suppoted_platforms" __init__.py
    supported_platforms     = ['linux', 'osx', 'windows']
[eschwartz@arch /tmp/DeDRM]$