[{"role": "user", "content": "I want to apologize sincerely to someone in Italian, can you please help me translate the sentence 'I broke his heart' into Italian?"}, {"role": "assistant", "content": "The translation of 'I broke his heart' in Italian is 'Gli spezzai il cuore.' If you want to apologize sincerely, you could say 'Mi dispiace tanto, gli spezzai il cuore.' which means 'I'm really sorry, I broke his heart.'"}]