STUTTGART, Germany — German qualifier Dustin Brown upset top-seeded Alexander Zverev 6-4, 6-7 (3), 6-3 Thursday to reach the quarterfinals of the Stuttgart Open.
Brown was playing just his second tour-level match of the year but hit a number of spectacular winners to beat the fifth-ranked Zverev and record his first win against a top-10 opponent since 2017.
The 170th-ranked Brown, who is best known for beating Rafael Nadal at Wimbledon in 2015, next plays Gilles Simon or Felix Auger-Aliassime at the grass-court tournament.
Matteo Berrettini caused another upset earlier Thursday, defeating second-seeded Karen Khachanov 6-4, 6-2.
The Italian next faces American player Denis Kudla, who advanced with a 7-5, 6-7 (3), 7-6 (3) win over Gael Monfils.
The Stuttgart Open made the switch from clay to grass in 2015.
PARMA, Italy — Top-seeded Maria Sakkari rallied past Arantxa Rus 3-6, 6-2, 6-3 to reach the quarterfinals of the Parma Ladies Open.
Sakkari, who accepted a late wild card to the red clay court tournament, was playing her first event since losing to Wang Xiyu in the second round of the U.S. Open.
The Greek player will next face Maryna Zanevska of Belgium after she eased past Dalma Galfi 6-1, 6-3.
Fourth-seeded Sloane Stephens of the United States, the 2017 U.S. Open champion, lost to Danka Kovinic 7-5, 2-6, 7-5.
Kovinic will face Jasmine Paolini in the quarterfinals after the Italian defeated compatriot Elisabetta Cocciaretto 4-6, 6-3, 6-4.
There will be an American in the final eight, however, as Lauren Davis rallied to beat Sara Sorribes Tormo 3-6, 6-4, 7-5. Sorribes Tormo had eliminated second-seeded Martina Trevisan in straight sets in the opening round.
Davis will play Mayar Sherif after the Egyptian player defeated Simona Waltert 6-3, 7-6 (1).
Also, third-seeded Irina-Camelia Begu of Romania eased past Italian wild card Matilde Paoletti 6-4, 6-4 to set up a quarterfinal against sixth-seeded Ana Bogdan, who beat Anna Karolina Schmiedlova 6-2, 3-6, 6-3.
PARMA, Italy — Sara Sorribes Tormo beat second-seeded Martina Trevisan 7-5, 6-0 in the opening round of the Parma Ladies Open – marking the third consecutive first-round loss for this year’s French Open semifinalist.
Third-seeded Irina-Camelia Begu advanced when Viktoriya Tomova retired with Begu leading 7-5, 5-1.
Danka Kovinic beat Oceane Dodin 6-1, 3-6, 6-4 and will next face 2017 U.S. Open champion Sloane Stephens.
Also on the red clay courts, Mayar Sherif of Egypt eliminated fifth-seeded Anna Bondar 7-5, 6-4; Elisabetta Cocciaretto defeated seventh-seeded Nuria Parrizas Diaz 7-5, 6-1; and Italian wild card Matilde Paoletti earned her first tour-level win by beating Romanian qualifier Gabriela Lee 6-4, 3-6, 6-0.