US Open finalists in 2021, neither Emma Raducanu nor Leylah Fernandez made it beyond the first round at the Madrid Open.
Raducanu, who is set to drop out of the WTA's top 100, withdrew from her first-round meeting with Viktoriya Tomova on Wednesday due to a hand injury.
The 20-year-old Briton has endured a difficult season, with her best performance coming at the Indian Wells Open, where she lost to world number one Iga Swiatek in the last 16.
Fellow youngster Fernandez has also struggled, and she came unstuck against world number 194 Mirra Andreeva, who progressed 6-3 6-4.
The big shock came as Jaqueline Cristian, ranked 525th in the singles rankings, defeated 2017 US Open champion Sloane Stephens.
Having taken the first set, Stephens looked set to book her place in round two, only for Romanian Cristian to prevail 5-7 6-4 6-4.
Alize Cornet overcame world number 39 Elena-Gabriela Ruse 6-7 (6-8) 6-4 6-3, while Camila Giorgi was forced to retire from her match with Mayar Sherif before the start of a deciding third set, and Amanda Anisimova was another top-50 casualty.
Rebeka Masarova, Nuria Parrizas Diaz, Marina Bassols Ribera and Irene Burillo Escorihuela carried the flag for Spain into the next round.
Eugenie Bouchard got the better of Dayana Yastremska as her return to top-level tennis continues.
Birthday boy Djokovic eases into Geneva Open quarter-final with Hanfmann triumph
Novak Djokovic celebrated his 37th birthday by breezing into the Geneva Open quarter-finals after his comfortable straight-sets victory against Yannick Hanfmann.
The world number one made light work of Hanfmann, who defeated Andy Murray the day before, after a 6-3 6-3 victory in Switzerland on Wednesday.
Serbia's Djokovic saved nine of the 10 break points faced and won six straight games in the second set for a routine victory, responding emphatically after going 3-0 down.
The winner of a last-16 meeting between Denis Shapovalov and Tallon Griekspoor awaits in the last eight for Djokovic, who triumphed with little trouble on his 37th birthday.
Data Debrief: Age will not stop Djokovic
Having watched rivals Roger Federer and Rafael Nadal struggle for fitness in the latter stages of their career, Djokovic is showing no signs of slowing down before the French Open starts later this month.
Djokovic will be aiming to become the second player in the Open Era to secure a Grand Slam Singles title after turning 37, along with Ken Rosewall at the Australian Open 1972.
Raducanu to feature in Nottingham after withdrawing from French Open
Emma Raducanu will return to action at the Nottingham Open, as she steps up her return to action ahead of Wimbledon.
The 21-year-old withdrew from the French Open after instead choosing to prepare for the grass-court season.
On Wednesday, Raducanu was confirmed as a participant in Nottingham, with the tournament starting on June 8, three weeks prior to the start of Wimbledon.
The former US Open champion has played at the event twice before, but lost to Harriet Dart in 2021 and withdrew due to injury from a match against Viktorija Golubic the following year.
'Gladiator' Andy Murray could still prolong career, says Diego Schwartzman
Andy Murray is a "gladiator" and his love for tennis means he could yet prolong his career, according to former world number eight Diego Schwartzman.
Murray has endured a difficult few years with injuries, undergoing surgery on both hips in 2018 and 2019.
The three-time major champion has repeatedly said he is approaching the end of his career, revealing in February that he does not "plan on playing much past this summer".
Murray is currently preparing for what will likely be his final appearance at the French Open, having sat out five of the last six tournaments at Roland-Garros.
Schwartzman, however, feels Murray's love for the game could lead to him playing on for longer than anticipated.
"His life is tennis and I think he enjoys it. I think this is his legacy," Schwartzman – who won his only tour-level meeting with Murray in Antwerp in 2021 – told Stats Perform.
"No matter what you do, your age or how you are doing, if you really love the sport and you love what you do, you can do it and you can push hard for as many years and as many tournaments as you want.
"He's a fighter, a gladiator, and he's been doing the same since he was very young, and for us also, sharing tournaments and sharing moments, he has the passion out there.
"So, it's good to see these kinds of guys because tennis always needs guys who love the sport, and this is the one for sure."
Murray would surely have added to his one US Open title and two Wimbledon crowns if not for the presence of the 'big three' of Novak Djokovic, Rafael Nadal and Roger Federer. The Scot has lost five grand slam finals to Djokovic and one to Federer.
Schwartzman says the importance of preparation is the main thing he learned from being on tour with those three greats, though he refused to say who was the greatest of all time.
"I know them very well, playing them on court, outside of the court," the Argentine added. "The good thing for me and many guys who share the tournaments with them is how differently they prepare the tournaments.
"How differently they do things with food, with practice, with everything. It's crazy.
"I think, okay, 'in one small way he's the best to do this side of the game', and then the other one is the best [at another aspect], so it's not my thing, who the GOAT is."
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