Colour problems saving Ilustrator file to pdf and jpeg (blacks go brown + some quality is lost)

Hi,
I was wandering id anybody could help me with a problem that has plagued me for a few projects now. I can't seem to find a solution.
When I have a file in Illustrator that I want to save as or export as a PDF or JPEG whenever I save it the colours shift and the quality drops.
Most noticiably black boxes goes to a muddy brown when saved to JPEGS, but I have also noticed tones in Photographs change quite a lot when saving as PDF.
I have tried to tweek every type of setting there is. higher resoulution, compression, sampling, down sampling, PDF preset, print quality etc.but nothing seems to sort it out. PDF's arent as much as a problem as the JPEG but the only way I have managed to get a PDF up to a reasonable standard is by wacking everything up so there is no compression or downsampling which makes ginat files I cant email....
Im sure the problem probably lies within the combination of each of these together but I cant seem to find out what that is.
Has anybody else had this problem or know how to fix it? I have been searching blogs for so long?
Thanks
Leo
(Before saving to JPEG)
(After)
Notice the black box with text in has turned a bit brown
Also brown in the seat base has gone more orange and the whole picture has generaly lost quality.

Leo,
The file is CMYK Color Mode. Do you export to a CMYK JPEG or an RGB one?
It is conceivable that the colour conversion of photographs (which are originally RGB) may cause the PDF issue.
Obviously, you will have to choose a Color Mode. If (also) intended for print, the obvious choice is CMYK, but that often affects the appearance or artwork/images originally created in RGB.
Colour management/settings and calibration may also be significant.

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