The men from Dens Park raced to the semi-finals before succumbing to eventual winners AC Milan.
Leaders Juventus travel to Torino on Sunday while third place AC Milan host Catania.
Mr Berlusconi is the owner of Italy's most successful club, the defending European champions, AC Milan.
He moved to AC Milan in 1996, before switching to Juventus in December 1997.
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But Manchester United allowed AC Milan to find their stride and they paid the price.
It is AC Milan, one of the top teams from Mr Berlusconi's home town.
As the prime minister quipped, even his successful AC Milan football team loses sometimes.
Big-spending Real Madrid have been drawn in Group C, along with AC Milan, Marseille and Zurich.
Since then he has managed Parma and Juventus, before taking on the San Siro-based giants AC Milan.
Team-mate Christoph Metzelder said breaking the record held by AC Milan's Filippo Inzaghi was a fine achievement.
He is very close to AC Milan and has a very, very good relationship with the club.
The 20-year-old had also been linked with Arsenal as well as Italian sides Inter Milan and AC Milan.
It is the second time in recent months an AC Milan player has been the target of abuse.
Kaladze, who plays in Serie A for AC Milan, made his blunders in the 57th and 67th minutes.
The Brazil midfielder is reportedly close to agreeing a move from AC Milan to Rio de Janeiro's Flamengo.
Before entering management, Ancelotti had a significant playing career as a midfielder with AS Roma and AC Milan.
He played for Ajax, Sporting Lisbon, Spanish side Real Zaragoza and won three European Cups with AC Milan.
And AC Milan vice-president Adriano Galliani said the Englishman will be out for "probably five or six months".
Ancelotti has managed both one-club players and left AC Milan this summer, as Maldini hung up his boots.
Kluivert has had other problems, in trouble with the law and struggling to make an impact at AC Milan.
Real Madrid beat Valencia in 2000, AC Milan defeated Juventus in 2003 and Manchester United edged Chelsea in 2008.
He is playing well with AC Milan and perhaps he will play tomorrow.
Giggs, AC Milan idol Paolo Maldini and Real Madrid icon Raul are the greatest one-club men of their generation.
"AC Milan announces that the player David Beckham will remain at the club until June 30, 2009, " it read.
Coach Carlo Ancelotti admits Beckham has exceeded all expectations during his first two months as an AC Milan player.
Beckham, 33, spent a spell on loan at AC Milan last season, and Donovan believes he has let Galaxy down.
However, he fell out of favour with Arsenal boss Arsene Wenger and was loaned out to AC Milan last season.
Meanwhile, AC Milan striker Mario Balotelli had a less fruitful evening in his first Milan derby match for three years.
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The draw means AC Milan now have a three-point cushion at the top although Juve have a game in hand.
Meanwhile, AC Milan (also sponsored by Emirates) has sold roughly 350, 000 jerseys per season ( Adidas 5th highest selling jersey).
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