Jon Dahl Tomasson and Stig Tofting could miss the World Cup second round clash with England.
The pair missed training today and the Danish Football Association (DBU) confirmed that they are rated as doubtful for Saturday's crucial game.
"They are both at present regarded doubtful for the second round against England in Niigata," the DBU said in a statement.
Tomasson, Denmark's top scorer at the finals with four goals, has a groin strain.
Tofting picked up a injury to his left foot in the 2-1 win over Uruguay in the opening game but has subsequently aggravated an injury in his right foot. The Bolton midfielder was substituted in the second half of the 2-0 win over France and has been resting since.
Central defender Rene Henriksen sat out training with a knee injury but is expected to be ready for the meeting with Sven-Goran Eriksson's side.
Goalkeeper Thomas Sorensen, who had also been reported as injured, did train with the rest of the squad.
Former Denmark international Jan Molby said the absence of Tomasson, who fired the Danes to the top of Group A and is in the running for the golden boot, would be a huge setback.
"It's a massive blow for Denmark," said the Hull City manager.
"All indications are that he will probably miss the game, He is the only player we can't do without.
"He has has been in sensational form and he is a first-class finisher. A Danish team without Jon Dahl would not be the same."
Tofting forms an abrasive central midfield partnership with Everton's Thomas Gravesen but the former Liverpool midfielder believes the Denmark hard-man will battle through to pull on a red shirt against England.
"If we are without Jon Dahl then it will certainly give England a boost. It will make it more difficult without Jon Dahl being there," Molby said.
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