Ok,
Having taken on board the various observations about the kick start quadrant, teeth and suchlike the following things showed up when I dismantled my kickstart.
Firstly, the gearbox was completely re-built by a professional some years ago and has basically sat ever since. (I may yet find further horrors since I am not 100% convinced the 4th gear selection feels right, but the bike is not yet finished so that will come out in the shakedown)
The kickstart spring was shot, that is the first thing, which means the quadrant wasn't returning fully to rest. That is now solved with a new spring.
Secondly the first two teeth on the quadrant had a few small burrs on them. Nothing big, but since anything I would consider damage or poor manufacture is a potential problem I re-shaped these with a needle file.
Having re-assembled the box the engine now kicks over far more smoothly, it doesn't seem to catch or jam in the starter mechanism. Time will tell if this remains the case but for now it looks good.
It seems, as with most thing, that getting stuck in and taking care of those little, seemingly insignificant bits of metallic fluff can make a significant improvement.