From English - German Ding/FreeDict dictionary ver. 1.9-fd1:
pain sb. /pˈeɪn ˌɛsbˈiː/
jdn. schmerzlich berühren, jdn. schmerzen, jdm. im Innersten/in der Seele wehtun, jdm. zu Herzen gehen, jdn. beelenden [Schw.] , jdn. in die Seele schneiden <v> [veraltet]
Note: Sache
Synonyms: grieve sb., be painful for sb., cause sb. pain, distress sb., make sb. miserable
see: grieving, paining, being painful, causing pain, distressing, making miserable, grieved, pained, been painful, caused pain, distressed, made miserable, It grieves me to see more and more land being sealed and lost as green space., It sometimes does cause me pain to see people being unappreciative of my work., The pictures visibly pain her., It distresses me to see perfectly good food just being thrown away.