While the early 90's had plenty of games based on The Simpsons, I really think The Simpsons Wrestling in 2001 was the start of the modern era of their video games. While the older games featured mainly Bart, The Simpsons Wrestling featured most of the well-known characters.
The late 90's and early 2000s were also an era of countless wrestling games, so I guess a wrestling game based on a beloved cartoon was inevitable. The game features a cast of the whole Simpsons family, friends like Apu and Barney, and less-known characters like Bumblebee Man and Professor Frink.
The game features a similar set-up to other 3D wrestlers, but with the addition of power-ups such as donuts to make you faster. It also featured original dialogue from the cast of the show, and many of the characters that don't show up to wrestle can be seen in the audience.
Overall The Simpsons Wrestling received a very harsh reaction from critics. It came out after the end of the PS1's prime, and neither the graphics nor the game-play impressed many. I was a huge fan of the show, but I didn't get a PS2 (which could also play PS1 games) until a few years later and by that time I had forgotten all about it.