Jose Mourinho was questioned about Harry Kane and his answer suggested there could be some doubt over the 26-year-old's participation at Euro 2020.
Harry Kane has scored 27 goals in 31 appearances for club and country this season and his loss is a huge setback for Tottenham.
Harry Kane limped off during Tottenham's 0-1 defeat to Southampton on New Year's Day and the club are set to find out the extent of the problem before the weekend.
There was little response from Jose Mourinho's men as they slipped six points behind fourth-placed Chelsea.
Champions League: Jose Mourinho was quick to acknowledge the ball boy's contribution to Harry Kane's first goal against Olympiacos FC as he went up straight to him and shook hands with him.
Champions League: Robert Lewandowski scored four goals while Harry Kane bagged a brace as Bayern Munich and Tottenham won their Group B matches.
England finished a dominant Euro 2020 qualifying campaign by dispatching Kosovo thanks to goals from Harry Winks, Harry Kane, Marcus Rashford and Mason Mount.
Euro 2020: Harry Kane moved up to 6th in the all-time list of England goalscorers with a first half hat-trick to take his tally for the qualifying campaign to 11 in 7 games.
Tottenham Hotspur have won just three of their opening 11 games in all competitions while Watford are the only side in the league who are yet to win their first game of the season.
Bulgaria vs England: In a statement, The English Football Association said their players "were subjected to abhorrent racist chanting" and called on UEFA to investigate immediately.
Czexh Republic vs England: Substitute Zdenek Ondrasek struck the winner five minutes from time to inflict England's first qualifying defeat in 44 games since a 0-1 loss to Ukraine in 2009.
The Tottenham vs Bayern Champions League clash in London will be key in deciding who will win Group B.
Tottenham had won just two of their opening eight games of the season and needed to make a statement after crashing out of the League Cup to fourth-tier Colchester on Tuesday.
Christian Eriksen played his part as Tottenham came from behind to beat newly-promoted Aston Villa 3-1.
Harry Kane scored the only goal of the game with a deft finish after pouncing on a disastrous pass by Marcelo.
Tottenham Hotspur edged Juventus 3-2 in an entertaining pre-season friendly in Singapore on Sunday.
Mauricio Pochettino said he was keen to continue with the five-year "project" that has seen Tottenham establish themselves in the Premier League top four.