The news of losing his loved one wrings his heart with grief.

wrings 是动词 wring 的第三人称单数形式。wring 本意是"拧、绞"，引申为"使痛苦、折磨"。 wring one's heart 是固定搭配，字面意思是"绞拧某人的心脏"，比喻"使某人感到极度痛苦"。