Does iTunes/iPhone Backup backup Application settings?

Hi guys,
it happened to me to buy a new MAC and transferring my purchased Application to the new computer via my iPhone; it happened to me to buy a new iPhone and sync my iTunes with it... in both cases I kept my Apps setting.
The question is: does the iPhone backup perform this or did I keep the seeting only because the Apps where stored in one of the two devices?
In other words, let's consider the scenario where I have both a new iPhone and a new MAC, everything lost, only my iPhone backup and applestore id and password available.
Is there a way to get in my iTunes all the purchased applications or have I to manually download one by one (even if I know it'll be for free)... ??
And after this operation, what about my application settings??
Thank you.
Luca

Contact Apple support directly. Perhaps they will help. The Contact Us link is at the bottom of this page.

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