Anastasia Kharchenko defeated Nathalia Rossi 0-6 6-4 7-6 in the Quito 10K round of 16 on clay. The upset overturned the form book — Nathalia Rossi came in leading the head-to-head 3–0. Anastasia Kharchenko claimed a first win over Nathalia Rossi in four meetings, narrowing the head-to-head to 3–1.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2009-09-21 | Cd Obregon SON 10K | SF | hard | Nathalia Rossi | 6-0 6-0 |
| 2008-06-23 | Wichita KS 10K | R32 | hard | Nathalia Rossi | 6-3 6-3 |
| 2008-06-02 | Hilton Head Island SC 10K | R32 | hard | Nathalia Rossi | 6-4 5-7 6-4 |
Averages over each player's completed matches in the selected window. ATP, WTA & Challenger.