Jasmine Paolini's defence of her Dubai Championships title ended on Wednesday with the Italian knocked out in the last 16 by Sofia Kenin.
The American, ranked 27th in the world, defeated the fourth seed 6-4, 6-0 in just over an hour. Kenin raced to a 5-2 lead in the opening set before closing the door on a Paolini fight back.
Any hopes Paolini had of forcing the match to a deciding set were undone when she took a bad fall early in the second set.
Rolling over her right ankle mid-rally she played on, but was obviously suffering.
This was Kenin's first win over a top five ranked player since her victorious title run at the 2020 Australian Open.
Kenin's reward for defeating last year's Wimbledon and French Open finalist was a quarter-final date with Elena Rybakina after the Kazakh sixth seed overcame a tight battle with Paula Badosa 4-6, 7-6 (10/8), 7-6 (7/2).
Paolini's loss came after a tricky start to her title defence on Tuesday.
She had reached match point before rain forced the players off the court. Over four hours later, the world No.4 returned to win the final point, beating German qualifier Eva Lys 6-2, 7-5.
The reigning Olympic champion Zheng Qinwen suffered a similar fate to Paolini, the Chinese seventh seed beaten in three sets by Kenin's fellow American, Peyton Stearns.
The 23-year-old Stearns, ranked 46 in the world, fought back from a set down against last year's Australian Open finalist to win the second round tie held over after Tuesday's rain 3-6, 6-4, 6-4.
After a brief break Stearns returned to face 12th seed Mirra Andreeva in the last 16 where her Dubai run ended, losing 6-1, 6-1 to the young Russian.
Waiting for Andreeva in the quarter-finals is second seed Iga Swiatek.
The Pole, beaten in the Australian Open semi-finals last month, won the last eight games to beat Ukraine's Dayana Yastremska 7-5, 6-0.
American eighth seed Emma Navarro, made it into the last 16 after defeating this month's Abu Dhabi Open winner Belinda Bencic 7-6 (8/6), 2-6, 6-3.
But another American, fifth seed Jessica Pegula, was stopped 6-3, 7-6 (10/8) by the Czech Republic's Linda Noskova.
Berrettini ends Djokovic comeback at Qatar Open
Novak Djokovic's comeback came to a crashing halt on Tuesday as he lost 7-6 (7/4), 6-2 to Matteo Berrettini in the second round of the Qatar Open.
Djokovic, who was seeded third and received a first-round bye, was playing his first match since limping out of his Australian Open semi-final in January.
But the Serb said that while he was not 100 per cent, fitness was not the issue.
"I was outplayed by just a better player today," he said.
"Yes, I wasn't at my desired level, and it could be that I'm still not moving the way I want to move, but I played without pain, so there is no excuse in that."
"I think he played a masterclass match to be honest, tactically, and served very well, so just a very deserved win from his side."
It was only Berrettini's second win this year and his first over a player in the top 10 since 2023.
It was also the Italian's first ever win over Djokovic. Their previous encounters included victories for the Serb in the Wimbledon final and Roland Garros quarterfinals both in 2021.
"Something I've been looking to do for a long time. I've played against him in the most important tournaments on tour," the 28-year-old Italian said on court after the victory. "I wish I could have won one of those matches."
Berrettini has struggled with injuries over the last 18 months but won three tournaments after returning to court last year.
"Really happy with my performance," he said. "Really happy because I enjoyed my time out there, which is the most important thing."
The first set went with serve but Berrettini took two points off Djokovic's serve to win the tiebreak. The Italian then broke to love in the second game of the second set.
Djokovic had broken Berrettini 27 times in their four previous encounters but the Italian was comfortable on serve until the final game before finally winning on his second match point.
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