A fresh example of the first, an application written in IronPython, is the open source "Iron Web Analyzer" (Windows only I believe):
Iron Web Analyzer is an open source application for web masters to analyze web sites content. Iron Web analyzer employ Iron Python to analyze server responed data. Iron Web Analyzer downloads data from server and dispatches them between Iron Python Analyzer installed on application and collect analyze results produced by Python applications.
In TIBCO Spotfire version 3.1, TIBCO introduces the concept of Script Controls. Scripts Controls provide the ability to add IronPython scripts into a Text Area inside a Spotfire Analysis file. The script has access to the full Client API (from the SDK), and its goal is to perform common automation tasks.