This happened in 1977 in Rio de Janeiro, Brazil. Members of the Gracie family fought a Karate in Vale Tudo/No Hold Barred matches. Fighters for the Gracies were a 13 year old Carlos Gracie Jr, Rorion, Relson, Marcio Strambowski, Rolls.
The Gracies wiped out an entire Karate team in less than 10 minutes. It was too easy.
Related:
Youtube Channel with 7Million Subscribers does ‘Karate or BJJ- Which Is More Effective?’
&
