Not really. In that case, a loaded up oil filter (more restrictive) would not change the oil pressure down stream of the filter as long as the PD oil pump was not in pressure relief. If the same oil flow volume is going through the oil filter, then the same oil pressure after the filter will be read - oil viscosity being the same of course. The bypass valve opening in that case still wouldn't change the oil pressure down stream either, because the flow volume would still be the same if the pump still isn't in pressure relief.Where exactly is the oil pressure being read on the engine? On a Chevrolet LS engine the oil pressure is being read downstream of the oil filter, so a clogged filter would actually lower the indicated pressure. In real life, the bypass in the filter opens.
Now if the oil pressure sensor was before the oil filter, then a more restrictive filter would make the oil pressure go up because the PD oil pump will be making more output oil pressure to push the same oil volume through the filter and oiling system.