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Second seed Alex de Minaur and third seed Andrey Rublev have crashed out of the Dubai Duty Free Tennis Championships.
De Minaur lost to former US Open champion Marin Cilic 2-6, 6-3, 3-6, as the 36-year-old Croatian struck 27 winners en route to his first tour-level win of the 2025 season.
Cilic will face Alexei Popyrin in the second round.
Meanwhile, French qualifier Quentin Halys defeated third seed Andrey Rublev 3-6, 6-4, 7-6 to set up a second round clash with another former champion, Spain's Roberto Bautista Agut.
Elsewhere, Nuno Borges eased past eighth seed Arthur Fils 6-2, 6-1, and will next face Felix Auger-Aliassime, who overcame Alexander Bublik 7-6, 6-7, 6-3.
In other matches, defending champion Ugo Humbert dropped just three games in a ruthless 6-3, 6-0 opening win over Jiri Lehecka, while Luca Nardi battled past Marton Fucsovics 1-6, 6-2, 6-3 to secure his spot in the Round of 16.
BIG win alert 🚨
— ATP Tour (@atptour) February 25, 2025
The moment @cilic_marin knocks out No. 2 seed de Minaur with a stunning performance 6-2 3-6 6-3 @DDFTennis | #DDFTennis pic.twitter.com/0xyDvHlyiZ