I havent bought trundle yet. I am saving for him. I have looked at his kit and his sustain is amazing. I have a theory that puts trundle as a jungler with lifesteal. Maybe building 
, 
, 
, and 
would make an amazing build. If the lifesteal is used with some AP and AD your Q and R would do lots of damage, and in your domain everything would die. Is this a good build?
Typical damage items for Trundle would be Trinity Force and Blade of the Ruined King. Zeke's and Gunblade are not particularly good, but if you have little need for certain types of tanking Hydra and Bloodthirster can be good.
As a Trundle main, I would think not. You can try it and if it works, than good, abuse it.
I recommend the average trundle build:
When I played trundle top last season, I kept on rushing trinity into hydra and going something like visage sunfire omen.
My typical top lane build is somewhat situational. Trundle's core items still remain as: , ,
Situational: or 
or 
