Adriana Serra Zanetti defeated Nadejda Ostrovskaya 7-5 6-1 in the Cuneo 50K round of 32 on clay. The upset overturned the form book — Nadejda Ostrovskaya came in leading the head-to-head 1–0. Adriana Serra Zanetti claimed a first win over Nadejda Ostrovskaya in two meetings, narrowing the head-to-head to 1–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2000-05-29 | Roland Garros | Q128 | clay | Nadejda Ostrovskaya | 7-6(3) 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.