Britain’s Andy Murray won only one game as he lost in straight sets to Roberto Bautista Agut in the last 16 of the Qatar Open.
Fellow Briton Dan Evans also failed to reach the quarter-finals as Alejandro Davidovich Fokina came from behind to win their encounter.
Former world number one Murray, 34, was beaten 6-0 6-1 by the Spaniard, who won the tournament in 2019.
The Spaniard, ranked 47th in the world, won 4-6 7-5 6-4.
Murray had gone into the tournament looking to win his first singles title since 2019 and had made a strong start with a straight sets win against Japan’s Taro Daniel.
But he was well beaten by 2019 champion Bautista Agut, who will play his compatriot Davidovich Fokina in the last eight.