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Rather than simply pump-up my post count by posting a non-response, I thought I would take a crack at actually answering your question.
I wouldn't put it past Amazon to collect data on what is loaded onto consumers devices. I would guess that the extent of what is collected would probably be limited to book metadata. IF they are doing this, it would most likely for marketing research. Once collected though, who knows whose hands the information may fall into. I think that they could probably care less about .jpgs and .mp3s. As a rule of thumb though, I would never put anything onto your Kindle that you wouldn't feel comfortable sharing with parties unknown.
I'll also venture a guess that your question could be rephrased as, "If I put pirated material on my Kindle will Amazon find out?" I think that maybe is the best way to answer this question. What they might do with such information is another matter. I doubt that they would actively start a witch-hunt against people with pirated content, but if the information is collected, it could always be subpoenaed in a court case.
Practically speaking, pirated material is probably difficult to discern from legitimate material (let alone track) so I wouldn't worry about it too much; however, your best bet is to probably avoid it. People deserve to get paid for their work. Getting paid multiple times for the same book, however, is a whole different issue that I won't rehash here.
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