[{"role": "user", "content": "I want to express my sadness to an Italian friend, but I'm not sure how - can you help me translate the phrase 'It broke my heart' into Italian?"}, {"role": "assistant", "content": "The translation of 'It broke my heart' in Italian is 'Mi ha infranto il cuore.' You can use this phrase to express your deep sadness or sorrow to your Italian friend."}]