When Voldemort first rose to power and was gathering followers in the 1st wizarding war, did Alastor Moody at his prime, duel against Voldemort 1 on 1, especially when he was still an active auror serving the Ministry?

When Voldemort rose to power for the second time (2nd waizarding war), especially in Half-Blood Prince, did he come across Voldemort, and duel against him 1 on 1?

Thanks a lot