Emma Raducanu became the third successive major winner to lose to Anhelina Kalinina as the Ukrainian reached her maiden WTA 1000 quarter-final at the Madrid Open.
Ninth-seed Raducanu was the biggest name in action on Tuesday and had been hoping to rack up three successive WTA Tour victories for the first time since her incredible US Open success in September last year.
But Kalinina, who saw off Sloane Stephens and Garbine Muguruza in her two previous matches, got the better of the Brit in an entertaining 6-2 2-6 6-4 win.
Raducanu had not dropped a set in either of her first two outings in Madrid but Kalinina quickly put an end to that.
While the teenager responded well in the second, getting an important break to make it 3-1, Kalinina rallied again in what was a closer deciding set.
The pair traded breaks and then Kalinina got another to set her en route to victory at 5-4 – she had to save one more break point but did ultimately see off Raducanu to book a clash with Jil Teichmann in the last eight.
Teichmann beat Elena Rybakina earlier in the day, dispatching the 16th seed in impressively comfortable fashion as she won 6-3 6-1.
Progression from the last eight for Teichmann will see her reach the semi-final of a WTA 1000 event for the first time.
Sara Sorribes Tormo, the last Spaniard left in the draw, defeated Daria Kasatkina 6-4 1-6 6-3 in something of a rollercoaster ride to line up a quarter-final contest with 12th seed Jessica Pegula.
The American kept her focus despite opponent Bianca Andreescu needing a medical timeout and rain causing a 30-minute halt, eventually winning 7-5 6-1.
Osaka eliminated by Samsonova in Madrid
Naomi Osaka was knocked out of the Madrid Open by Liudmila Samsonova after an entertaining second-round battle on Thursday.
Having won her first match on clay for two years against Greet Minnen a day earlier, Osaka was able to force a final set against 15th seed Samsonova but ultimately fell to defeat.
Samsonova won a close encounter 6-2 4-6 7-5 to book a clash with American Madison Keys – who defeated Irina-Camelia Begu in straight sets – in the next round.
Osaka had beaten Samsonova at Indian Wells last month and came close to securing another victory as she recovered well from losing the opening set.
But the Japanese star was broken to fall 5-6 behind in the final set, and the Russian made no mistake in ruthlessly closing out the victory.
Data Debrief: Samsonova ends losing streak
This was a crucial win for Samsonova, who came into the match having lost four consecutive contests, including that Indian Wells defeat to Osaka on March 9.
Samsonova did apply plenty of pressure in the final set – forcing five break points compared to just one for Osaka – and was ultimately rewarded in the closing stages of a contest that lasted two hours and 22 minutes.
Azarenka makes history with 200th WTA 1000 win
Victoria Azarenka made light work of progressing into the round of 32 at the Madrid Open and she made history in the progress.
Azarenka, a two-time finalist in Madrid, despatched Tatjana Maria 6-3 6-1 on Thursday.
It brought up her 200th victory at WTA 1000 events, which makes her the first woman to hit that milestone since the format was introduced in 2009.
The former world number one needed just 81 minutes on court to get the job done, and will face Sara Sorribes Tormo in the next round.
Data Debrief
This was Azarenka's first meeting with Maria, and her service game was excellent, with the Belarusian winning 63.2 per cent of her first-serve points. She also saved five break points, having offered up seven, and converted six going the other way.
Azarenka, who has won 10 WTA 1000 events, is 14 clear of next-best Simona Halep (186) on the list of women with the most WTA 1000 match wins.
Raducanu stunned by qualifier Carle in Madrid
Maria Lourdes Carle made a splash at the Madrid Open on Wednesday, as the qualifier sent Emma Raducanu packing.
World number 82 Carle stepped into the void to fill in for Karolina Pliskova, who withdrew prior to the end of the qualifying rounds, to face 2021 US Open champion Raducanu.
It is just the second time Carle has reached the main draw of a WTA 1000 event, and she ensured it would be a memorable campaign after a 6-2 6-2 victory over Raducanu, who is now ranked at world number 221, though has enjoyed something of a return to form this season.
Raducanu reached the quarter-finals of the Stuttgart Grand Prix last week, going down to world number one Iga Swiatek, but has recently enjoyed victories over the likes of Angelique Kerber and Caroline Garcia.
Data Debrief
Carle is the first player from Argentina to defeat a former women's singles grand slam Champion since Nadia Podoroska overcame Serena Williams in Rome in 2021.
The 24-year-old is making just her sixth WTA main draw appearance, with her first WTA 1000 appearance having come in Miami in March.
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