Cleo's lack of regret all ties back to her real motive for "loving" him: it was a political move to try and ensure her power in the region. After she realizes that Antony might kill himself if he thinks her dead, she only sends the messenger to him because she realized his death would mean the end of her.
I honestly don't know if Antony regrets his actions. To me, it doesn't matter. He screwed himself over so many times in so many ways that it really makes no difference if he regrets it. I'm sure he does, though. After all, he was one of the most powerful men in the world at one point, able to leave a legacy to last generations.
I don't think, when you fuck up as bad as Antony and Cleopatra did, regretting it will make it all better. They closed some doors that couldn't be reopened, and they paid they price for making shitty decisions. There's a reason they call it a tragedy.
Enobarbus' death and betrayal are, again, a sane person in an insane position. He was overwhelmed by the impossible position he was put in. And though he loved Antony and respected him, he knew his actions were destroying his legacy.
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