By Jeff Powell For The Daily Mail
Published: 22:44 BST, 2 June 2019 | Updated: 00:18 BST, 3 June 2019
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Anthony Joshua succumbed to one of the biggest shocks in heavyweight history against Andy Ruiz Jnr on Saturday night as he lost his WBA, IBF and WBO titles.
The Brit was knocked down four times before his seventh-round stoppage at the hands of the Mexican at Madison Square Gardens.
From Buster Douglas to Cassius Clay, Sportsmail looks at other great upsets from throughout the history of the heavyweight division.
Andy Ruiz Jr produced a stunning upset to strip Anthony Joshua of his heavyweight titles
After five years, 37 fights and no defeats, Mike Tyson was expected to record an easy win over ageing underdog Buster Douglas despite an increasingly turbulent private life. Douglas would then lose the titles to Evander Holyfield in his first defence eight months later.
JEFF POWELL: Driven to surpass himself by promising his mother on her death-bed that he would win the world title, Buster climbed off the canvas in Tokyo with the help of a long count to turn 42-1 odds against him into a tenth-round knockout of the feared Iron Mike.
Mike Tyson was sent to the first defeat of his career by Buster Douglas in Tokyo in 1990
