Here are the two most powerful attacks capable to be inflicted by enemies in Paper Mario: The Thousand-Year Door, both in terms of most damage in a single attack (top) and most total damage in a multi-hit attack (bottom)*.
Top: the highest single-hit damage can be dealt by Marilyn in the Chapter 8 battle, where she can deal 48 damage after being made Huge by Beldam, applying two Charges, and Mario wearing the P-Up D-Down and Double Pain badges.
Bottom: the highest damage in a multi-hit attack is 80, after 10 hits from Magnus von Grapple 2.0's Audience Cannon with Mario wearing the P-Up D-Down and Double Pain badges.
* Note that this does not include audience manipulation since with extensive enough manipulation it is possible to make Macho Grubba do arbitrarily high damage, though that would be nearly impossible without external tools.
Source: Koopatrol
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