Thanks for caring about your friend!
To the question of how to address this. I'll suggest that "as directly as possible" is best.
So... .directly ask a question, perhaps prefacing the question with a statement about how important the person and r/s is to you.
"Hey... .you are important to me. Would you like me to help you with (fill in the blank)"
If the answer is yes... .then follow up with a question about how best to help.
If answer is no... .acknowledge that and leave them with the thought that they are important and you are "standing by".
her "no"
you "Ok... .I've got ears ready to listen if you ever want to discuss the issue... .

" said cheerfully. Then be deliberate about switching subjects. "I'm heading over to grab some pizza... would you like to go?"
FF