Though the leak is not coming from where the head/connector meet. Rather coming from where the male connector joins the female connector. I'm guessing if I fit new connectors I've got to salvage the duckbill valve thing?Change the connectors. The sealing faces aren't matching the new head. Just fit new. No point skimping on stuff like this
Sorry missed that. As they have been fiddled with the seal had likely gone, I would replace that male part.
Have you tried nipping it up a bit more?