Chan Yuen-ting became the first woman to lead a men's team in a continental competition against Guangzhou Evergrande Taobao, but the occasion was soured as her Eastern team were thumped 7-0 by Luiz Felipe Scolari's side.
Hosts Guangzhou, managed by former World Cup winner Scolari, recorded 38 shots - 18 of which were on target - while their opponents failed to find the target with either of their two attempts.
Eastern got off to a nightmare start when Wong Tsz Ho was sent off in the third minute for hand ball in the penalty area, with Ricardo Goulart scoring the resulting spot-kick.
It was already 3-0 by the time Wong Chi-Chung was sent off for a second yellow card in the 34th minute, leaving the history-making Chan with the most difficult of tasks.
Ultimately, winger Liao Lisheng and defender Wang Shangyuan scored doubles, while Paulinho and Alan also got on the scoresheet.
Alan even had time to miss a penalty, conceded due to another handball that resulted in the first of Wong's two bookings.