Totally depends on the context...words can mean lots of different things depending on who's saying them, to whom, why, and how much the person saying them actually knows about what they're saying...know what I'm saying? Lol sorry, couldn't resist that last part.
I've worked with people with trauma histories for a long time and feel compelled to say that gang involvement is a very complex situation, usually based on safety. I think because it's somewhat glorified, it's tempting for people to use words like gangsta without really knowing much about what that means.
In my experience,people who are in gangs or who are familiar with them don't refer to themselves or other people as gangsta or gang members. They usually use the name of the gang. As in "he's a GD" or "she's a Latin Queen."