sorrowful
affecting, afflicted, dejected, depressed, disconsolate, dismal, distressing, doleful, down in the dumps (informal) grievous, harrowing, heartbroken, heart-rending, heavy-hearted, lamentable, lugubrious, melancholy, miserable, mournful, painful, piteous, rueful, sad, sick at heart, sorry, tearful, unhappy, woebegone, woeful, wretched