They were badly burned by the Winchesters. They had tried to do the right thing, tried to prove not all angels were just blindly loyal to God, that some of them did care about humanity and didn’t see people as simple collateral damage.

Yet here they are with an angel blade half sticking out of them as they attempt to heal themselves. Suddenly, they feel someone carefully pull it out, and they look up to see Ruby standing over them, and the brothers are nowhere in sight.