### Clue: Aware of heartless Italian poet becoming fashionable (2-2-4)
### Answer: UP-TO-DATE 
 ### Explanation: Definition: fashionable
 [ UP (on) ](aware of, as in "he was up on the latest developments") + "Dante"(Alighieri, Italian poet of "Divine Comedy" fame) **minus ****its middle letter**(heartless).
Could "up to" be substituted for "up on"? I couldn't find a justification for it, and if I'm right, then, I can't explain "TO".
Another complication is that the solution could also be defined by the other end of the clue, ie. "Aware of". Then "UP TO" by itself has to be synonymous with "becoming fashionable", which I again could not find justification for.**
I could be wrong in all of the above!