I really think the Jubilee's were the best sounding high gain Marshalls, outta the box.   There was a time when I had a new
DSL 50 w/newer Axiom trannies, and my 2550 50W Silver Jubilee 
with the bigger Drake Trannies.   I had them both side by side on cabs, to A/B them.   The difference was that the DSL was more versatile on the gain channel, but not as good tonewise, all around.   The Jubilee has just about the same amount of gain, but sounds richer, more articulate, and cranked sounding.
The DSL, however, covers more bases between vintage and super modern tones on it's OD channel.   On the gain channel,
I'd say the Jubilee wins.
On the clean channel, those amps sound a lot different.
The DSL has a big fat rich clean channel that's tubby in the mids
and sounds like a cross between a JMP and Plexi.
The Jubilee has a real glassy and tubey clean channel, but it's a narrower tone, more like a Vox, cranked up loud.
I wouldn't say one's better than the other for cleans.
The Jubilee was one of the first Marshalls to have an FX loop, 
and may be the first to have a half power switch and direct out.