Pompey’s first game after entering administration ended in defeat as they went down to a 2-0 loss at Barnsley.
The Blues turned in a gutsy display once again, despite their horrendous injury list, but saw their hopes of a result hit by the needless first-half sending off of Dave Kitson, after he picked up two yellow cards.
The Pompey striker was booked for a flailing arm and then went in late to pick up a second booking soon afterwards and leave Michael Appleton’s side staring down the barrel before half-time.
But Pompey dug in after the break and their brave rearguard action looked like it may be enough to earn them a point in a dreadful game, only for Jim O’Brien to put the Tykes ahead in the 76th minute with a curling effort to beat Stephen Henderson.
Appleton’s men - who included the returning loan midfielder George Thorne - kept up their efforts despite the loss of Kitson and battled as the away support turned in another defiant display with incessant chanting throughout.
But Barnsley had the final say as Matt Done raced away on a counter-attack to score in stoppage time to seal the victory as Pompey were watched by new administrator Trevor Birch.
The result - along with Nottingham Forest’s win over Coventry - saw Pompey move into the bottom three of the Championship.