Howdy,
Your biggest concern will be overall cartridge length, and I don't think you can pull it off with sillhouette bullets. The heaviest bullets that I can think of are some Magnus 270-grain flat-nose bullets that I bought from Midsouth Shooters Supply. Those take up an awful lot of space inside the case. Also, I don't know if you can get them for your oversized bore or not. Out of a Marlin, a soft .379" Lyman plain-base usually works pretty well.
Bitterroot