"It's pretty much the worst year of my career," Philippoussis said. "I feel like starting all over again."
Other women to reach the third round included second seed Mauresmo, eighth seed Jennifer Capriati, Russians Elena Dementieva and Vera Zvonareva and Slovakia's Daniela Hantuchova.
American 19-year-old Angela Haynes upset Bulgarian veteran Magdalena Maleeva 6-2, 6-3.
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