Is there regret in Heaven?

So, this might be because of a misunderstanding of the theology, but from what I've been told, most Christians believe in some form of eternal salvation. And in this eternally saved state, the soul of a person will be free from all worry, regret, sadness, etc. Let's take two people, Alice and Bob. Alice loves Bob, and worries that Bob is not saved. Bob dies without salvation. This makes Alice sad. Alice dies and goes on to her eternal reward. Does she still care about the fact that Bob never reached salvation? Will she carry that sadness for eternity, or does she cease to care about Bob? If she doesn't carry that sadness for eternity, but she still cares about Bob's eternal soul, in what sense does she care if the fact that he never achieved salvation causes her no worry or pain? If she knows that during the vast majority of her eternal existence, she won't care about Bob's eternal soul, why does she bother to care about it during her life?