Well you have already answered your question although, despite your 'research', you do not understand the concepts.
Firstly, there is no such thing as an un-compressed dvd rip. A 1:1 iso is compressed simply because the original content of your dvd is compressed.
Your idea of creating a compressed 'rip' is simply to take that compressed source and compress it even more. The mere act of compression, as you state, will lose you quality because information is thrown away by the compression.
Will you notice it ? That will depend on 1. The codec you employ and 2. The bit-rate you choose. A 'compressed rip', just to use your own term, that looks the same quality as the original is an optical illusion and has no real bearing on actual quality.