Mike, I'm working on Mac support but without a Mac of my own it is difficult. However, you should be able to get DTSA-II to run on a Mac today without any wrappers (like Wine/Winebottle). DTSA-II requires Java 1.8 and nothing more. The EXE for windows is a convenience to make Java look more application-like on Windows boxes. However, so long as you have the latest Java JRE (Java Runtime Environment) in either Windows or OS X, you can run the jar file "dtsa2.jar" directly. From the command line, you can do "java -jar dtsa2.jar" or from the file explorer you can simply double-click the jar file.
I'll continue to try to learn how to make a nice, pretty OS X app bundle and eventually I'll learn to play friendly with OS X. For the moment, this is the temporary solution.
Please keep me in the loop. I'd like some feedback from a Mac user to help me to help other Mac users.