Jack Draper was denied a place in the Queen's Club Championship semifinals after suffering a 6-3, 5-7, 6-4 defeat to Tommy Paul on Friday.
The result comes a day after Draper stunned reigning Wimbledon and French Open champion Carlos Alcaraz in the round of 16.
Draper, who won his first ATP Tour title last week in Stuttgart, ensured he will be seeded at next month's Wimbledon Championships.
Earlier on Friday, Draper's compatriort Billy Harris was also ousted from te tounnament, losing his quartinal match 6-3, 7-5 against Italy's Lorenzo Musett.
Musetti started fast and won the first set with relative ease as Harris took a while to warm into the match.
Harris improved in the second set but still found himself getting frustrated as Musetti refused to let up. The pair went game for game before the Italian found another level to close out the match.
Meanwhile, Australian Jordan Thompson -- who Andy Murray was forced to withdraw against in their second round match due to injury -- beat American Taylor Fritz 6-4, 6-3 to advance to the semifinals.
Musetti and Thompson will meet in the semifinals.