Emma Raducanu squandered set point in a second-set tie-break as she lost 0-6 6-7 (6) to Anhelina Kalinina in the opening round of the Qatar Open.
Raducanu had been granted a wild card for the first WTA 1000 event of the season in Doha, but slipped to a fourth defeat in seven matches since returning from injury.
The British number seven rallied bravely in the second set against Ukrainian Kalinina after a one-sided first set, which lasted little over half an hour.
Raducanu saved two match points at 6-5 down in the second set to force a tie-break and was one point away from squaring the match while leading that 6-5.
But world number 30 Kalinina held her nerve and will now face Latvia’s eighth seed Jelena Ostapenko in the second round.
Kalinina won the opening game of the match on Raducanu’s serve and broke the Brit twice more, while comfortably holding her own serve without facing any break points to take the opening set 6-0.
Raducanu came under immediate pressure at the start of the second set, losing her serve for the fourth consecutive time before responding to break back and win her first game of the match.
The following eight games all went with serve, with Raducanu saving five break points to lead 4-3.
After being broken for a fifth time in the match to trail 6-5, the Briton responded again, saving two match points against Kalinina’s serve to force a tie-break.
Raducanu served for the set at 6-5 up in the tie-break, but lost the next two points on her serve and Kalinina sealed victory on her third match point.
Nadal facing difficult decision over French Open involvement
Rafael Nadal will do everything he can to play at the French Open this month, but he admits he has a decision to make on his involvement after crashing out of the Italian Open on Saturday.
Nadal – a 10-time champion in Rome – suffered a resounding 6-1 6-3 defeat against Hubert Hurkacz on the clay, the Pole producing a polished performance to halt his run in the second round.
The Spaniard has said he will likely call time on his glittering career at the end of the season, having been troubled by hip and abdominal injuries in recent years.
The 37-year-old was also beaten by Jiri Lehecka in the last 16 at the Madrid Open last month, and he acknowledges he is currently some way short of the level required to challenge for a record-extending 15th French Open title.
Speaking after Saturday's defeat, Nadal said: "The time has come to make a decision, in case I might not play Roland-Garros.
"One is to say, 'okay, I am not ready, I am not playing well enough'.
"Another is to accept how I am today and work the proper way to try to be in a different way in two weeks. If I have to say which side I lean towards, it's to try to play it and give my best.
"Physically I have some issues, but probably not enough to say no to playing in the most important event of my tennis career."
The year's second grand slam begins at Roland Garros on May 20, with the men's singles final taking place on June 9.
Medvedev and Osaka through with straight-sets wins at Italian Open
Daniil Medvedev and Noami Osaka both advanced at the Italian Open with straight-sets wins on Saturday, the former eliminating Britain's Jack Draper with a 7-5 6-4 success.
Second seed Medvedev – who won the Rome event last year – was tested by Draper, the world number four saving seven of 10 break points faced in a one-hour, 47-minute contest.
Draper was in the ascendency when he broke Medvedev's serve to make it 5-5 in the first set, but Medvedev hit straight back before serving out the opener.
The Russian stepped things up from there and raced into a 5-1 lead in the second set, one Draper was unable to overturn as Medvedev teed up a last-32 clash with Hamad Medjedovic for Sunday.
In the women's draw, four-time grand slam champion Osaka overcame 10th seed Daria Kasatkina in another impressive straight-sets triumph, two days after recording her first clay-court win over a top-20 opponent in Marta Kostyuk.
She eased to a 6-3 6-3 victory in Saturday's last-32 encounter and will now face China's Qinwen Zheng for a place in the quarter-finals on Monday.
Data Debrief: Osaka's new love for clay
Coming into this year's Italian Open, Osaka was 0-8 throughout her career against top-20 opponents on clay, but she has now recorded two such wins in a row for the very first time.
Nadal crashes out of Italian Open with straight-sets defeat to Hurkacz
Rafael Nadal is out of the Italian Open after he was defeated in straight sets by Hubert Hurkacz in Rome on Saturday.
Nadal is a 10-time Italian Open champion, but his chances of an 11th and likely final title in Rome were ended in ruthless fashion by Hurkacz, who dominated on his way to a comfortable 6-1 6-3 triumph.
While Nadal held in his first service game of the second-round match, Hurkacz quickly took over and broke his 37-year-old opponent twice as he controlled the opening set.
Nadal showed some resolve in the second set, but a break of his serve in the third game left him with an uphill battle.
World number nine Hurkacz was in charge, and it was a position of control he would not relinquish as he broke Nadal once more to clinch victory.
Hurkacz will now take on Tomas Martin Etcheverry as he bids to reach the fourth round for the maiden time in Rome. For Nadal, who has indicated he will retire after the 2024 season, this will not have been how he wished to bow out in Rome as he prepares for the start of the French Open later this month.
Data debrief
Hurkacz became just the third player to concede fewer than five games en route to victory over Nadal on clay at ATP level, along with Olivier Rochus (Mallorca round of 16 2002) and Gaston Gaudio (Hamburg round of 16 2003).
Hurkacz dominated his contest with Nadal, winning all eight of his service games and breaking the 22-time grand slam champion on four occasions as he eased into the fourth round.
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