I can only add two things here:
1) if cleaning worked once, cleaning should work again. I read that really dirty guns often need cleaned in layers like wet with Hoppes#9, brush, wet with copper cleaner, brush, wet wit lead remover, brush .....and repeat until you can patch out each cleaner with a clean patch. Also, throwing JB's in with it's mild abrasive seems like it would help. If this cleaning continue to be a challenge, it might be a good candadite for a bore lapping kit that you add compound to bullets and shoot them.
2) 500 rounds seems like a long cleaning interval, even for a 22.
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