Madison Keys became the latest top-seeded player to suffer an early loss at Wimbledon, while Naomi Osaka once again exited in the third round.
Keys, the No. 6 seed, was taken out in straight sets with a 6-3, 6-3 loss to Laura Siegemund on Friday, and Osaka fell in a 3-6, 6-4, 6-4 loss to Anastasia Pavlyuchenkova.
Keys' exit leaves just one of the top six women in the bracket before the end of Week 1: No. 1 Aryna Sabalenka, who was set to face 2021 US Open champion Emma Raducanu later in the day. The men's field also has seen its share of surprises, including a Wimbledon-record 13 seeds gone in the first round.
Keys racked up unforced errors, 31 in total, and wayward serves on a sun-drenched Court 2. After an early trade of breaks, Siegemund went 4-2 up on Keys' serve with a drop shot before seeing out the first set.
Siegemund picked up a pair of breaks in the second set. Keys saved three match points but could not stop Siegemund from serving out the win.
Ranked 104th in the world, Siegemund, 37, becomes the oldest woman in the Open era (since 1968) at the time of her first round-of-16 appearance at Wimbledon.
"I only play for myself. I don't feel like I need to prove anything anymore," Siegemund said on court. "It's important to remember the core of why you are doing this. ... I'm playing for me, and I don't feel pressure this way."
Her next opponent is Solana Sierra, who became the first lucky loser to reach the fourth round in the women's singles at Wimbledon in the Open era by beating Spain's Cristina Bucsa 7-5, 1-6, 6-1. Sierra is the seventh women's lucky loser to reach the fourth round at any major in the Open era, a list that includes Eva Lys at this year's Australian Open.
Osaka said she was upset by her result because she "actually thought I could play well, like, in general" and "make a deep run here."
"I wanted to do better than I did before," she said. "Also, I felt like I was trying so hard."
Osaka arrived at the All England Club this year having lost three of her past four matches at the place and with a career record of 5-4. Her best showing was getting to the third round in 2017 and 2018; she missed the tournament in 2021, 2022 and 2023.
From 4-all in the third set, Pavlyuchenkova grabbed eight of the match's last 10 points, holding at love then breaking in the final game with the help of a trio of unforced forehand errors by Osaka.
Osaka dropped to 0-6 in three-set matches at Wimbledon or the French Open.
"A majority of you were cheering for Naomi, but that's OK," Pavlyuchenkova, 34, told the crowd at Court No. 2. "I'm mentally tough, so that didn't bother me at all. The opposite: It gave me energy."
Pavlyuchenkova will next face Britain's Sonay Kartal, who fought back from 4-1 down in the first set to beat qualifier Diane Parry 6-4, 6-2 and reach the fourth round at Wimbledon for the first time.
Osaka, 27, is a former No. 1 now ranked 50th and a four-time Grand Slam champion, all on hard courts, winning the US Open and Australian Open twice apiece. She said she was already looking forward to the hard-court season.
Asked what positives she can take away from the grass-court portion of the season, Osaka replied: "I'm just going to be a negative human being today. I'm so sorry. I have nothing positive to say about myself, which is something I'm working on."
Pavlyuchenkova, who is ranked 53rd, was the 2021 runner-up at the French Open, and Friday's victory moved her into the fourth round at Wimbledon for the first time since she was a quarterfinalist nine years ago.
Former Wimbledon quarterfinalist and American 13th seed Amanda Anisimova beat Dalma Galfi 6-3, 5-7, 6-3, and No. 24 Elise Mertens defeated No. 14 Elina Svitolina 6-1, 7-6 (4).
The Associated Press and Reuters contributed to this report.