Naomi Osaka suffered a second-round exit at the Madrid Open on Sunday as the Japanese second seed lost 6-4, 3-6, 6-1 to Karolina Muchova.

Defending champion, Novak Djokovic battled through a shoulder injury to make the US Open third round with a win over Argentina’s Juan Ignacio Londero. The top seed needed treatment three times but still went on to win 6-4 7-6 (7-3) 6-1.

Serena Williams survived a determined challenge by compatriot Alison Riske with a 6/4, 4/6, 6/3 victory on Centre Court and moved closer to her quest for a record-tying 24th Grand Slam title. On the day for the ladies’ quarterfinals, Simona Halep, the highest seeded player remaining in the draw, defeated China’s Shuai Zhang 7/6 (4),…