Assuming he has Zandatsu (say he rips out their spines and refuels on Chakra alone) and can escape Sharingan Genjutsus, he'd probably be able to take out Itachi while he was alive, and perhaps would survive A. But someone like Madara, he'd need help. I could imagine Raiden, DmC Dante, James Heller and Death (Darksiders II) together would be needed for Madara... Similar to how the 5 Kages were needed, actually. That guy seriously needs multiple high-level warriors to keep him busy. Or a rival like Hashirama. But most VG characters aren't THAT powerful, except for maybe Asura (Asura's Wrath).